Windsor County Accommodation: Find the Best Hotels in Windsor County |

Stays
Flights
Cars
Packages
Activities

Deals
Groups & meetings

Open app
List your property
Support
Trips
Unlock instant savings with Member Prices
- Sign in
- Learn more about One Key
- Feedback

Windsor County
Vermont
United States of America
Hotels
Expedia.co.nz

Holiday Rentals in Windsor County Windsor County Car Hire Windsor County Holidays

A river flowing through a forest with autumn foliage.

A river flowing through a forest with autumn foliage.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Top Cities in Windsor County

A red convertible car parked in front of a brick house with black shutters and a white picket fence.

A street with historic buildings, including a diner and a Blue Star Trading Company.

A calm lake surrounded by vibrant autumn foliage.

White River Junction

A river flowing through a rocky gorge with autumn foliage and a bridge in the background.

A coastal landscape with a sandy beach, dense forest, and a clear blue sea under a partly cloudy sky.

A forested valley with mist-covered hills and a clear sky.

A park with a large tree in autumn colors, a grassy field, and a forested hill in the background.

A covered wooden bridge over a river, surrounded by rocky terrain and greenery.

A rustic building with a sign that reads "Miller's Country Store."

Check prices for these dates

Tonight

22 Oct - 23 Oct

Tomorrow

23 Oct - 24 Oct

This weekend

23 Oct - 25 Oct

Next weekend

Filter by

Property class

Property class: 1

Property class: 2

Property class: 3

Property class: 4

Property class: 5

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Good 7+

Very good 8+

Wonderful 9+

Any

Our top choices for Windsor County hotels

A room with a checkered floor, a bench, and a fireplace.

A spacious room with large windows, a fireplace, and comfortable seating areas.

A large, white building with a symmetrical facade, multiple windows, and a central entrance with steps.

A rustic dining area with wooden beams, a chandelier, and a kitchen in the background.

1. Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property

Woodstock

9.4 out of 10, Exceptional, (621 reviews)

9.4/10

Exceptional

(621 reviews)

"Wonderful inn! Everything was wonderful: rooms, food, etc!!"

"Wonderful inn! Everything was wonderful: rooms, food, etc!!"

United States

Ann

The price is NZ$791

NZ$791

includes taxes & fees

16 Nov - 17 Nov

Woodstock Inn & Resort

A hotel with multiple buildings, a covered outdoor area, and a snowy landscape.

A hot tub with a tiled interior and a window in the background.

A golf course with rolling hills, trees, and a distant mountain range.

A balcony with a stone wall and wooden railing overlooking a grassy area with a building in the background.

2. Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3.0 star property

Jackson Gore Base Area

8.6 out of 10, Excellent, (950 reviews)

8.6/10

Excellent

(950 reviews)

"Excellent place to stay!! The breakfas it good, bed comfortables and the view is nice."

"Excellent place to stay!! The breakfas it good, bed comfortables and the view is nice."

United States

Adriana

The price is NZ$394

NZ$394

includes taxes & fees

18 Nov - 19 Nov

Jackson Gore Village, A Vail Resorts Property

A large estate with a main building surrounded by a well-maintained lawn and a river.

A two-story house with a balcony, surrounded by lush greenery and a pond.

A kitchen with white tiled backsplash, wooden crates, and hanging pendant lights.

A spacious living room with a chandelier, multiple armchairs, a coffee table, and a rug.

3. On The River Inn

On The River Inn

4.0 star property

West Woodstock

9.2 out of 10, Wonderful, (1,003 reviews)

9.2/10

Wonderful

(1,003 reviews)

"We loved this hotel!"

"We loved this hotel!"

United States

SARAH

The price is NZ$351

NZ$351

includes taxes & fees

15 Nov - 16 Nov

On The River Inn

A spa named Castle Hill Spa with a well-maintained lawn and a pathway leading to the entrance.

A spacious lobby with a fireplace, leather seating, and a chandelier.

A kitchen with wooden cabinets, a white microwave, a stove, and a refrigerator.

A sign for Castle Hill Spa surrounded by lush greenery and a well-maintained lawn.

4. Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 star property

Cavendish

8.8 out of 10, Excellent, (1,002 reviews)

8.8/10

Excellent

(1,002 reviews)

"Amazing rooms, sweet staff, great amenities - gorgeous location!"

"Amazing rooms, sweet staff, great amenities - gorgeous location!"

United States

Cristian

The price is NZ$322

NZ$322

includes taxes & fees

22 Nov - 23 Nov

Pointe at Castle Hill Resort

An aerial view of a residential area with houses, a river, and surrounding hills.

A hotel room with two beds, a desk, a chair, a television, and a window with curtains.

A room with a large window offering a view of a green landscape with trees and hills.

A two-story building with a central entrance, a small porch, and a driveway leading to a parking area.

5. The Shire Woodstock

The Shire Woodstock

3.0 star property

Woodstock

8.8 out of 10, Excellent, (1,003 reviews)

8.8/10

Excellent

(1,003 reviews)

The price is NZ$239

NZ$239

includes taxes & fees

22 Nov - 23 Nov

The Shire Woodstock

A spacious living room with a stone fireplace, leather sofas, a coffee table, and large arched windows offering views of the outdoors.

A hotel bathroom with a granite countertop, a sink, a mirror, and a wicker basket with towels.

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.

A patio with two wicker chairs and a table, surrounded by greenery and a white structure.

6. Align Inn Vermont

Align Inn Vermont

2.5 star property

Quechee

9.4 out of 10, Exceptional, (1,412 reviews)

9.4/10

Exceptional

(1,412 reviews)

"Great location, clean, nice accommodations"

"Great location, clean, nice accommodations"

United States

Renee

The price is NZ$222

NZ$222

includes taxes & fees

1 Nov - 2 Nov

Align Inn Vermont

A spacious room with a stone fireplace, leather furniture, and large windows offering a view of greenery.

A bedroom with a large window, a bed, a chair, and a lamp.

A well-maintained lawn with a central garden area, a brick building, and a view of a forested hill.

A cozy room with a wooden bench, a chair, and a sofa. There are large windows with wooden frames and a chandelier hanging from the ceiling.

7. The Jackson

4.0 star property

West Woodstock

9.6 out of 10, Exceptional, (332 reviews)

9.6/10

Exceptional

(332 reviews)

"Amazing stay and great restaurant!"

"Amazing stay and great restaurant!"

United States

Ava

The price is NZ$238

NZ$238

includes taxes & fees

16 Nov - 17 Nov

A multi-story hotel with a central courtyard and a reflective water feature.

A spacious living area with a staircase, patterned sofas, a coffee table, and a decorative wall piece.

A group of people gathered around a fire pit in a snowy outdoor setting with a large building in the background.

A bar area with stools, a counter, and a large window offering a view of a snowy landscape.

8. Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property

Brownsville

9.0 out of 10, Wonderful, (890 reviews)

9.0/10

Wonderful

(890 reviews)

"Beautiful resort with amazing beds! Very comfortable."

"Beautiful resort with amazing beds! Very comfortable."

United States

Sara

The price is NZ$295

NZ$295

includes taxes & fees

27 Oct - 28 Oct

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

An indoor swimming pool with clear blue water, surrounded by red lounge chairs and blue umbrellas.

A building with a prominent wooden gable roof, large windows, and a brick facade.

A lobby with a stone fireplace, green patterned chairs, a reception desk, and a dining area.

A stone fireplace with a fire, a wooden mantel, and a vase with red flowers. There are chairs and a table in the foreground.

9. White River Inn and Suites

White River Inn and Suites

2.5 star property

White River Junction

7.0 out of 10, Good, (1,003 reviews)

7.0/10

Good

(1,003 reviews)

"great price, great location, and very nice and clean for a "local" hotel."

"great price, great location, and very nice and clean for a "local" hotel."

United States

LE

The price is NZ$186

NZ$186

includes taxes & fees

22 Nov - 23 Nov

White River Inn and Suites

A spacious dining area with high ceilings, wooden tables, and blue upholstered booths.

A laundry area with two washing machines, a dryer, a payment kiosk, and a sign indicating guest laundry use.

A Holiday Inn Express & Suites building with a brick facade, multiple windows, and a parking lot.

A hotel room with a large bed, two armchairs, a small table, and a TV on the wall.

10. Holiday Inn Express Hotel & Suites White River Junction by IHG

Holiday Inn Express Hotel & Suites White River Junction by IHG

2.5 star property

White River Junction

8.6 out of 10, Excellent, (1,000 reviews)

8.6/10

Excellent

(1,000 reviews)

"Great stay"

"Great stay"

United States

Rena

The price is NZ$191

NZ$191

includes taxes & fees

22 Nov - 23 Nov

Holiday Inn Express Hotel & Suites White River Junction by IHG

A reception area with a counter, a chair, a plant, and a window with a view of greenery.

A hotel room with two beds, a TV, a desk, and a window with curtains.

A hotel with a 'Super 8' sign, a double-story structure, and a well-lit entrance.

A picnic area with tables and chairs, surrounded by trees.

11. Super 8 by Wyndham White River Junction

Super 8 by Wyndham White River Junction

2.0 star property

White River Junction

6.2 out of 10, (1,011 reviews)

6.2/10

(1,011 reviews)

"Dated building and rooms. Staff was very nice"

"Dated building and rooms. Staff was very nice"

Canada

Tracy

The price is NZ$163

NZ$163

includes taxes & fees

31 Oct - 1 Nov

Super 8 by Wyndham White River Junction

A rustic interior with a bar area, wooden beams, a fireplace, and a dining table with chairs.

A golf course with sand bunkers, a lake, and autumn-colored trees in the background.

A red brick building with a white garage door, a tree with pink blossoms, and a sign indicating no parking.

A white building with a red door and windows, labeled "The Quechee Inn."

12. The Quechee Inn at Marshland Farm

The Quechee Inn at Marshland Farm

3.0 star property

Quechee

9.0 out of 10, Wonderful, (1,000 reviews)

9.0/10

Wonderful

(1,000 reviews)

"Charming farmhouse in very nice location"

"Charming farmhouse in very nice location"

United States

Beth

The price is NZ$296

NZ$296

includes taxes & fees

25 Oct - 26 Oct

The Quechee Inn at Marshland Farm

A large, historic house with a prominent tower, a covered porch, and a well-maintained lawn with a fountain.

A spacious living room with a fireplace, multiple seating areas, and a chandelier.

A dining area with a brick fireplace, wooden tables, black chairs, and floral centerpieces.

A neatly arranged bedroom with a wooden bed, two nightstands, a TV mounted on the wall, and a fireplace.

13. Norwich Inn

3.0 star property

Norwich

9.4 out of 10, Exceptional, (465 reviews)

9.4/10

Exceptional

(465 reviews)

"Staff were very friendly"

"Staff were very friendly"

United States

Craig

The price is NZ$358

NZ$358

includes taxes & fees

8 Nov - 9 Nov

A large stone building with a steep roof, surrounded by dense forest and hills.

A spacious living room with a fireplace, comfortable seating, and a large window providing natural light.

A traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.

A hotel room with a bed, a nightstand, a lamp, a door, and a view into another room with a couch and a window.

14. Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 star property

Cavendish

9.0 out of 10, Wonderful, (127 reviews)

9.0/10

Wonderful

(127 reviews)

"I promise, especially if you’re staying in the condo buildings you will love it"

"I promise, especially if you’re staying in the condo buildings you will love it"

United States

Brandon

The price is NZ$438

NZ$438

includes taxes & fees

25 Oct - 26 Oct

Castle Hill Resort And Spa

A multi-story building with a prominent American flag on the facade, a clock tower, and a parking lot with several cars.

A cozy living room with comfortable armchairs, a coffee table with books, a lamp, and a view of the street outside.

A living room with a fireplace, a sofa, a coffee table with brochures, and a painting on the wall.

A room with a door labeled "The Junction Room," a small table with a pitcher and cups, two chairs, and two framed paintings on the wall.

15. Hotel Coolidge

3.0 star property

White River Junction

8.2 out of 10, Very good, (1,001 reviews)

8.2/10

Very good

(1,001 reviews)

"I stay there every time we go to WRJ."

"I stay there every time we go to WRJ."

United States

Jessicam

The price is NZ$212

NZ$212

includes taxes & fees

22 Nov - 23 Nov

A spacious room with a large bed, a sofa, and a chair, featuring large windows and a view of greenery outside.

A grassy field with a wooden pergola and trees in the background.

A large, white, two-story house with a symmetrical facade, surrounded by a well-maintained lawn and tall trees.

A river with rocks, a bridge, and trees.

16. Lincoln Inn & Gallery

Lincoln Inn & Gallery

3.0 star property

Woodstock

8.8 out of 10, Excellent, (112 reviews)

8.8/10

Excellent

(112 reviews)

"The Inn is very charming and the staff was super friendly. We sat by the fire at night and enjoyed walking to the covered bridge and along the creek. Very happy with our stay!!"

"The Inn is very charming and the staff was super friendly. We sat by the fire at night and enjoyed walking to the covered bridge and along the creek. Very happy with our stay!!"

United States

Ingrid

The price is NZ$365

NZ$365

includes taxes & fees

26 Oct - 27 Oct

Lincoln Inn & Gallery

A hotel lobby with a large window, a blue sofa, a small table with a plant, and a lamp.

A bar area with coffee dispensers, a lamp, and a seating area with a blue chair.

A hotel room with two beds, a wooden headboard, a nightstand with a lamp, and a window with curtains.

A Comfort Inn hotel with a central entrance, parking area, and surrounding trees.

17. Comfort Inn White River Junction

Comfort Inn White River Junction

2.5 star property

White River Junction

7.4 out of 10, Good, (1,003 reviews)

7.4/10

Good

(1,003 reviews)

"Quiet, polite staff, clean rooms, decent breakfast, coffee offered any time of day ."

"Quiet, polite staff, clean rooms, decent breakfast, coffee offered any time of day ."

United States

Patti

The price is NZ$178

NZ$178

includes taxes & fees

22 Nov - 23 Nov

Comfort Inn White River Junction

An outdoor patio with a dining table and chairs, surrounded by greenery and a modern building facade.

A hotel room with two beds, a desk with a flat-screen TV, a chair, and a window with curtains.

A blue electric vehicle charging station with a sign, surrounded by greenery.

A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.

18. Hampton Inn White River Junction

Hampton Inn White River Junction

2.5 star property

White River Junction

8.6 out of 10, Excellent, (1,002 reviews)

8.6/10

Excellent

(1,002 reviews)

"Clean room and quiet also great breakfast"

"Clean room and quiet also great breakfast"

United States

Philip

The price is NZ$261

NZ$261

includes taxes & fees

22 Nov - 23 Nov

Hampton Inn White River Junction

A modern kitchen with a central island, stainless steel appliances, and a dining area with chairs.

A hotel room with two beds, a desk, and a chair. The room has a wooden floor and red walls with framed pictures.

A modern kitchen with a wooden dining table, stainless steel appliances, and a view of the outdoors through the window.

A row of cabins with a river in the foreground, surrounded by trees and a snowy landscape.

19. Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property

Woodstock

9.6 out of 10, Exceptional, (641 reviews)

9.6/10

Exceptional

(641 reviews)

"This hotel was such a nice surprise! The room was very clean and decorated nicely! Super quiet A/C units and a short drive to town."

"This hotel was such a nice surprise! The room was very clean and decorated nicely! Super quiet A/C units and a short drive to town."

Canada

Dave

The price is NZ$217

NZ$217

includes taxes & fees

19 Nov - 20 Nov

Sleep Woodstock Motel

A two-story house with a front porch, a central entrance, and a garden with various plants and flowers.

A two-story brick house with a white porch and a small garden in front.

A bar area with wooden bar stools, hanging light fixtures, and a bartender at the counter.

A hotel room with a large bed, bedside tables, a desk, and a chair.

20. Kedron Valley Inn

Kedron Valley Inn

3.5 star property

South Woodstock

9.0 out of 10, Wonderful, (357 reviews)

9.0/10

Wonderful

(357 reviews)

"Beautiful property, great location. Highly recommend!!"

"Beautiful property, great location. Highly recommend!!"

United States

Maytee

The price is NZ$451

NZ$451

includes taxes & fees

1 Nov - 2 Nov

Kedron Valley Inn

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

View all properties

Great weekend hotel deals in Windsor County, VT

Showing deals for:30 Oct - 1 Nov

Image gallery for Align Inn Vermont

Align Inn Vermont

2.5 star property

Quechee

9.4/10Exceptional (1,412 reviews)

Member Price available

Price is NZ$816

NZ$816

for 2 nights, 1 room

NZ$408 per night

includes taxes & fees

Sign in for Member Price

Align Inn Vermont

Image gallery for The Inn at Weathersfield

The Inn at Weathersfield

4.0 star property

Perkinsville

9.8/10Exceptional (83 reviews)

13% off

Price is NZ$1,034

NZ$1,034

for 2 nights, 1 room

NZ$517 per night

includes taxes & fees

The Inn at Weathersfield

Image gallery for Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3.0 star property

Ludlow

8.6/10Excellent (950 reviews)

8% off

Price is NZ$884

NZ$884

for 2 nights, 1 room

NZ$442 per night

includes taxes & fees

Jackson Gore Village, A Vail Resorts Property

Image gallery for Vermont Cabin - Ski, Hike, Kayak, Leaf Peep - 5mins to Okemo, near quaint towns

Vermont Cabin - Ski, Hike, Kayak, Leaf Peep - 5mins to Okemo, near quaint towns

Ludlow

9.8/10Exceptional (15 reviews)

10% off

Price is NZ$2,088

NZ$2,088

for 2 nights, 1 cabin

NZ$1,044 per night

includes taxes & fees

Vermont Cabin - Ski, Hike, Kayak, Leaf Peep - 5mins to Okemo, near quaint towns

Image gallery for 4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

Chester

10/10Exceptional (5 reviews)

7% off

Price is NZ$2,912

NZ$2,912

for 2 nights, 1 home

NZ$1,456 per night

includes taxes & fees

4-Season Vermont Cabin · 12 Acres, Mountain Views · Okemo

Image gallery for Mountain Lodge at Okemo, A Vail Resorts Property

Mountain Lodge at Okemo, A Vail Resorts Property

3.0 star property

Ludlow

8.0/10Very good (230 reviews)

6% off

Price is NZ$843

NZ$843

for 2 nights, 1 room

NZ$422 per night

includes taxes & fees

Mountain Lodge at Okemo, A Vail Resorts Property

Image gallery for Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery

3.0 star property

Chester

9.2/10Wonderful (130 reviews)

Member Price available

Price is NZ$1,175

NZ$1,175

for 2 nights, 1 room

NZ$588 per night

includes taxes & fees

Sign in for Member Price

Stone Hearth Inn and Eatery

Image gallery for Cozy Cabin near Okemo

Cozy Cabin near Okemo

Ludlow

9.4/10Exceptional (12 reviews)

6% off

Price is NZ$1,140

NZ$1,140

for 2 nights, 1 cabin

NZ$570 per night

includes taxes & fees

Cozy Cabin near Okemo

Image gallery for Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 star property

Cavendish

9.0/10Wonderful (127 reviews)

Member Price available

Price is NZ$1,023

NZ$1,023

for 2 nights, 1 room

NZ$512 per night

includes taxes & fees

Sign in for Member Price

Castle Hill Resort And Spa

Image gallery for Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

4.0 star property

Ludlow

8.8/10Excellent (29 reviews)

5% off

Price is NZ$1,241

NZ$1,241

for 2 nights, 1 room

NZ$621 per night

includes taxes & fees

Winterplace at Okemo, A Vail Resorts Property

Image gallery for New and inviting luxury home with a charming balcony, conveniently located near the slopes of Okemo for the perfect skiing getaway.

New and inviting luxury home with a charming balcony, conveniently located near the slopes of Okemo for the perfect skiing getaway.

Ludlow

10/10Exceptional (1 review)

6% off

Price is NZ$2,458

NZ$2,458

for 2 nights, 1 home

NZ$1,229 per night

includes taxes & fees

New and inviting luxury home with a charming balcony, conveniently located near the slopes of Okemo for the perfect skiing getaway.

Image gallery for The Carol - 10 minutes to Okemo & Newly Renovated

The Carol - 10 minutes to Okemo & Newly Renovated

Cavendish

10/10Exceptional (7 reviews)

7% off

Price is NZ$1,024

NZ$1,024

for 2 nights, 1 home

NZ$512 per night

includes taxes & fees

The Carol - 10 minutes to Okemo & Newly Renovated

Image gallery for Sleep Woodstock Motel

Sleep Woodstock Motel

2.0 star property

Woodstock

9.6/10Exceptional (641 reviews)

9% off

Price is NZ$846

NZ$846

for 2 nights, 1 room

NZ$423 per night

includes taxes & fees

Sleep Woodstock Motel

Image gallery for Newly Renovated, Spacious 4BR in Ludlow Village - Walk to Dining & Okemo Shuttle

Newly Renovated, Spacious 4BR in Ludlow Village - Walk to Dining & Okemo Shuttle

Ludlow

10/10Exceptional (2 reviews)

5% off

Price is NZ$1,696

NZ$1,696

for 2 nights, 1 home

NZ$848 per night

includes taxes & fees

Newly Renovated, Spacious 4BR in Ludlow Village - Walk to Dining & Okemo Shuttle

Image gallery for 4 B.R. Ski Chalet: Minutes to Slopes

4 B.R. Ski Chalet: Minutes to Slopes

Ludlow

10/10Exceptional (40 reviews)

7% off

Price is NZ$4,139

NZ$4,139

for 2 nights, 1 home

NZ$2,070 per night

includes taxes & fees

4 B.R. Ski Chalet: Minutes to Slopes

Image gallery for Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Chester

10/10Exceptional (11 reviews)

7% off

Price is NZ$1,697

NZ$1,697

for 2 nights, 1 chalet

NZ$849 per night

includes taxes & fees

Cozy 4bd - Ski Okemo, Killington, Magic & Bromley

Image gallery for Escape to Your Own Private Vermont Retreat

Escape to Your Own Private Vermont Retreat

Plymouth

10/10Exceptional (17 reviews)

5% off

Price is NZ$1,762

NZ$1,762

for 2 nights, 1 chalet

NZ$881 per night

includes taxes & fees

Escape to Your Own Private Vermont Retreat

Image gallery for Black Dog Lodge - Ski Chalet between Okemo and Killington Mt.

Black Dog Lodge - Ski Chalet between Okemo and Killington Mt.

Plymouth

9.8/10Exceptional (32 reviews)

7% off

Price is NZ$2,146

NZ$2,146

for 2 nights, 1 chalet

NZ$1,073 per night

includes taxes & fees

Black Dog Lodge - Ski Chalet between Okemo and Killington Mt.

Image gallery for Updated Main St Condo in downtown Ludlow!

Updated Main St Condo in downtown Ludlow!

Ludlow

10/10Exceptional (20 reviews)

6% off

Price is NZ$843

NZ$843

for 2 nights, 1 apartment

NZ$422 per night

includes taxes & fees

Updated Main St Condo in downtown Ludlow!

Image gallery for Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms

Windsor

10/10Exceptional (1 review)

7% off

Price is NZ$1,620

NZ$1,620

for 2 nights, 1 cabin

NZ$810 per night

includes taxes & fees

Cabin on the hill Ascutney Vt - 4 bedrooms

Image gallery for The Stoma Ranch

The Stoma Ranch

Ludlow

9.8/10Exceptional (90 reviews)

7% off

Price is NZ$2,844

NZ$2,844

for 2 nights, 1 home

NZ$1,422 per night

includes taxes & fees

The Stoma Ranch

Image gallery for 3-Story Chalet on Okemo Mtn, 0.4 mi to Lodge w/ 2 Fireplaces, Game Room, Firepit

3-Story Chalet on Okemo Mtn, 0.4 mi to Lodge w/ 2 Fireplaces, Game Room, Firepit

Ludlow

9.8/10Exceptional (11 reviews)

6% off

Price is NZ$4,626

NZ$4,626

for 2 nights, 1 home

NZ$2,313 per night

includes taxes & fees

3-Story Chalet on Okemo Mtn, 0.4 mi to Lodge w/ 2 Fireplaces, Game Room, Firepit

Image gallery for The Shire Woodstock

The Shire Woodstock

3.0 star property

Woodstock

8.8/10Excellent (1,003 reviews)

10% off

Price is NZ$1,060

NZ$1,060

for 2 nights, 1 room

NZ$530 per night

includes taxes & fees

The Shire Woodstock

Image gallery for Valhalla!!

Valhalla!!

Ludlow

10/10Exceptional (15 reviews)

7% off

Price is NZ$2,938

NZ$2,938

for 2 nights, 1 home

NZ$1,469 per night

includes taxes & fees

Save an average of 15% on thousands of hotels when you're signed in

Sign up, it's free

Top Windsor County Hotel Reviews

Align Inn Vermont

Align Inn Vermont

8/10 Good

"Good location And good early breakfast. Wish yogurt actually had some beneficial probiotics in it! Very noisy rooms on the highway so one should consider other rooms. Only king suite is on the highway."

Jeffrey 2-night trip

Posted 1 hour ago

Align Inn Vermont

Hotel Coolidge

Hotel Coolidge

10/10 Excellent

"Excellent location! Plan a night at Briggs for a show!!!"

Joy 1-night trip

Posted 6 hours ago

Comfort Inn White River Junction

Comfort Inn White River Junction

10/10 Excellent

"We traveled with one senior dog and we had a ground floor room upon request which made our two-day stay much easier. No extra charge for one dog and free breakfast is always appreciated. 😀"

Chuck 2-night trip

Posted 18 hours ago

Comfort Inn White River Junction

Norwich Inn

Norwich Inn

10/10 Excellent

"The staff was very helpful and the room was very clean. Excellent location in Norwich"

Paul 2-night trip

Posted 2 days ago

The Jackson

The Jackson

10/10 Excellent

"Quaint and elegant property. Thebinsite restaurant was great. Enjoyed our 1 night stay here at The Jackson."

Clarissa 1-night trip

Posted 2 days ago

Sleep Woodstock Motel

Sleep Woodstock Motel

10/10 Excellent

"Great motel across from the river! Staff was very friendly and helpful.. The motel was unique and quirky, which is something we appreciate it! It’s not the fancy places in town, but it’s fun and relaxing with a lot of personality.."

Melissa 1-night trip

Posted 4 days ago

Sleep Woodstock Motel

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent

"Beautiful resort with amazing beds! Very comfortable."

Sara 4-night trip

Posted 4 days ago

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

The Hartness House

The Hartness House

10/10 Excellent

"pretty"

Jill 2-night trip

Posted 7 days ago

The Hartness House

Fullerton Inn

Fullerton Inn

10/10 Excellent

"Stayed there 7yrs.ago and had another great experience this time, Cloe our waitress was excellent and made our dining alot of fun."

Tim 1-night trip

Posted 9 days ago

Explore a world of travel with Expedia

Lodging
Flights
Packages
Cars
Holiday Rentals
Explore a world of travel with Expedia

Flights from Braintree
Flights from North Pomfret
Flights from South Royalton
Flights from Chelsea
Flights from Norwich
Flights from Ibague (IBE) to Springfield (VSF)
Flights from Toowoomba (TWB) to Springfield (VSF)
Flights from Atlanta (ATL) to Springfield (VSF)
Flights from Hagerstown (HGR) to Rutland (RUT)

Montshire Museum of Science
Upper Valley Aquatic Center
Calvin Coolidge Homestead
Green Mountain National Golf Course
King Arthur Baking Company
Bear Mountain Quad Ski Lift
Skyeship Express Gondola Stage I
Dorsey Park
Green Mountain Rock Climbing Center
Fire Tower
Woodstock Holidays
Gifford Woods State Park
Weston Priory
Green Mountain Rock Climbing Center
Hathaway Farm
Black Dog Sports
Quechee State Park
Rutland Holidays
Chester Holidays
Pico Mountain at Killington Ski Resort
Long Trail Brewing Company
Baltimore Covered Bridge
Snowdon Triple Ski Lift
Killington Peak
Killington Golf Course
Visit Quechee
Visit Perkinsville
Visit White River Junction
Visit Hartland
Visit Hancock

Car hire in National Car Rental 600 Rental Blvd
Discount Car Rentals Rental Cars in Central Vermont
Hertz Rental Cars in Rutland Southern Vermont Regional
Car hire Norwich
Car hire Bethel
Car hire White River Junction

Ludlow Holiday Rentals

Book Hotels in Windsor County on Expedia.com

Go further with the Expedia app

Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

QR code to download the app

Company

About us
Jobs
List your property
Partnerships
Newsroom

Explore

New Zealand travel guide
Hotels in New Zealand
Holiday rentals in New Zealand
Holiday packages in New Zealand
Domestic flights
Car rentals in New Zealand
All accommodation types
Travel blog
Rewards with One Key

Policies

Privacy
Cookies
Terms of use
One Key™ terms and conditions
Bookabach terms and conditions
Legal information / Contact us
Content guidelines and reporting content

Help

Support
Change or cancel your booking
Refund process and timelines
Book a flight using an airline credit
International travel documents

© 2026 Expedia, Inc., an Expedia Group company. All rights reserved. Expedia and the Expedia Logo are trademarks or registered trademarks of Expedia, Inc.

9a9b2a1a-01f5-49e8-9c70-a9f333b7ec07829fac07-c5cb-4405-893a-b8ab8114d805