Pittsfield Hotel & Accommodation Deals 2026 from NZ$187 - Fully Refundable Options

A lake surrounded by autumn-colored trees and a rocky shoreline.

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Our top choices for Pittsfield hotels

A spacious living room with a stone fireplace, wooden furniture, and a large potted plant.

A cozy living room with a fireplace, a white sofa, a coffee table with candles, and a bag with the text "Love is All Around".

A large building with a covered entrance and multiple windows, surrounded by a grassy area and trees with autumn foliage.

A cozy living room with a stone fireplace, wooden furniture, and a television.

1. The Trailside Inn

North Sherburne

Niall

NZ$311

includes taxes & fees

18 Oct - 19 Oct

A calm lake surrounded by autumn-colored trees and a clear blue sky.

A room with wooden cabinets, potted plants, and hanging light fixtures.

A wooden dock with two Adirondack chairs and a blanket, overlooking a calm lake with dense forest in the background.

A bar area with wooden stools, pendant lighting, and a rustic ceiling.

2. Mountain Meadows Lodge

Killington

Matthew

NZ$275

includes taxes & fees

26 Oct - 27 Oct

A table with a checkered placemat, a red vase with greenery and berries, and a clear plastic bag with items.

A spacious loft-style living area with a high ceiling, wooden beams, and a cozy fireplace. A staircase with a wooden railing leads to an upper level.

A sign for Greenbrier Inn and a gift shop, with a snow-covered ground.

A wooden interior with a staircase, a dining area, and a living room with a sofa and a lamp.

3. Greenbrier Inn

Killington

Hilary

NZ$345

includes taxes & fees

18 Oct - 19 Oct

A dining area with a wooden table and chairs, a fireplace, and a cozy seating area with a couch and a TV.

A wooden cabin with a white door labeled "Outer Limits," a covered porch, and a snow-covered deck.

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

A modern kitchen with a granite countertop, a built-in oven, and a bar area with stools.

4. Mountain Sports Inn

Killington

Michael

NZ$271

includes taxes & fees

12 Oct - 13 Oct

A cozy living room with a stone fireplace, a round wooden coffee table, and a beige sofa.

A pool area with lounge chairs and umbrellas, surrounded by landscaped gardens and a building with large windows.

A rustic interior with a stone hot tub, wooden furniture, and a mountain mural.

A two-story lodge with a stone facade, wooden balconies, and a well-maintained lawn.

5. Summit Lodge

Killington

Alex

NZ$379

includes taxes & fees

16 Oct - 17 Oct

A spacious living room with a fireplace, leather sofas, a wooden coffee table, and a view of the outdoors.

A bathroom with a large freestanding bathtub, a mirror, and a wooden vanity.

A multi-story building with a pool and a covered patio area.

A bar area with a star sign, bicycles, and a patterned carpet.

6. North Star Lodge and Resort

Killington

Corey

NZ$263

includes taxes & fees

1 Nov - 2 Nov

A large, stone and wood lodge with a sign reading 'The Snowed Inn,' surrounded by snow-covered trees and a snow-covered driveway.

A golf course with a winding road, surrounded by trees and mountains.

A wooden interior with a dining area featuring a round table and benches, large windows with a view of greenery, and a sign that reads "Grateful."

A cozy cabin interior with a stone fireplace, wooden furniture, and a stone wall.

7. Snowed Inn

Killington

Brendan

NZ$297

includes taxes & fees

25 Oct - 26 Oct

A cozy living room with a stone fireplace, a television, and a coffee table with a vase of flowers.

A grassy area with two red Adirondack chairs and a white truck parked in front of a wooden building with a mountain backdrop.

A cozy, rustic room with a wooden dining table, benches, and a sofa.

A rustic lodge with a stone chimney, surrounded by autumn foliage.

8. Turn of River Lodge

Killington

Jaime

NZ$246

includes taxes & fees

14 Oct - 15 Oct

A spacious room with large windows, a stone wall, and a wooden ceiling.

A cozy living room with a stone fireplace, leather sofa, and a patterned rug.

A large, two-story log cabin with a stone foundation, multiple windows, and a balcony.

A spacious living room with a stone fireplace, wooden ceiling beams, and a cozy seating area.

9. The Mountain Top Inn & Resort

Chittenden

Patricia

NZ$485

includes taxes & fees

1 Nov - 2 Nov

A building with a modern design, featuring large windows and a covered outdoor seating area.

A hotel room with two beds, a wooden headboard, a desk, and a window with a view of greenery.

A swimming pool surrounded by snow, with a building in the background.

A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs, a piano, and a view of the outside.

10. The Mountain Inn at Killington

Killington

Christopher

NZ$275

includes taxes & fees

19 Oct - 20 Oct

A sign for 'Apres Inn' in KILLINGTON, VT, with a modern building featuring large windows and a balcony.

A room with a bed, a wooden wall-mounted bike rack, a microwave, a coffee maker, and a small refrigerator.

A kitchen with a stove, oven, microwave, sink, and cabinets.

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

11. Après Inn Killington

Killington

Christian

NZ$301

includes taxes & fees

25 Oct - 26 Oct

A wooden structure with a black door labeled "KILLINGTON HAUS GUEST ENTRANCE" and a sign saying "WELCOME GUESTS!".

A bedroom with a red bed, white bedding, a window with blinds, a desk with a chair, and a wall-mounted lamp.

A wall with a colorful mural featuring the text "Greetings from KELINGTON, VERMONT."

A room with a wooden cabinet containing a television and a vintage-style mini-fridge.

12. Killington Haus

Killington

Matthew

NZ$213

includes taxes & fees

19 Oct - 20 Oct

A spacious indoor area with a large dining table, several chairs, and a sofa. There is a glass door leading outside, and the room has a wooden ceiling structure.

A modern kitchen with white cabinets, a stainless steel dishwasher, and a microwave.

A Best Western Inn & Suites with a well-maintained lawn, a parking area, and a building with a porch.

A modern hotel lobby with a dining area, stone wall, and a view of the outside.

13. Best Western Inn & Suites Rutland-Killington

Rutland

Christian

NZ$315

includes taxes & fees

21 Oct - 22 Oct

A large house with a swimming pool, a fenced yard, and a well-lit entrance.

A paved patio with outdoor furniture, a decorative garden bed, and a white fence.

A long corridor with tables and chairs, large windows, and a ceiling fan.

14. Brandon Inn

Brandon

Sharon

NZ$245

includes taxes & fees

25 Oct - 26 Oct

A bench with snow accumulation, a fire pit with visible flames, and a wooden fence in the background.

A sign for the Grand Hotel Spa in Killington, Vermont, with a mountain backdrop.

A spacious lobby with leather seating, a stone fireplace, and a staircase leading to an upper level.

A reception desk with a stone wall backdrop and wooden accents, a person with a suitcase, and a television screen above the desk.

15. Killington Grand Hotel

Base Area

Ryan

NZ$484

includes taxes & fees

12 Oct - 13 Oct

A hotel lobby with a reception desk, seating area, and a coffee table with a fruit basket.

An indoor swimming pool with clear blue water, surrounded by white tiles and blue pillars.

A hotel room with two beds, a desk, a chair, a lamp, and a trash can.

A brick building with a sign reading 'Southside Steakhouse' and the number '170' above the entrance.

16. Comfort Inn Rutland - Killington

Rutland

Reuben

NZ$217

includes taxes & fees

25 Oct - 26 Oct

A modern bedroom with a curved wall, a bed, a sofa, a small table with flowers, and a walk-in closet.

A modern gym with a large window, wooden paneling, and illuminated vertical lights.

A campground with several wooden cabins, a central fire pit area, and a well-maintained lawn.

A swimming pool at dusk with surrounding lounge chairs and a covered area with lights.

17. Emrose Luxury Cabins

Brandon

Michael

NZ$361

includes taxes & fees

21 Oct - 22 Oct

A modern kitchen with wooden cabinets, stainless steel appliances, and a central island.

A swimming pool with lounge chairs and umbrellas, surrounded by a white fence and tall trees.

A modern bedroom with a bed, a sofa, a wooden coffee table, a TV, and a window with a view.

18. The Suites at Killington Center

Killington

NZ$834

includes taxes & fees

19 Oct - 20 Oct

A modern interior with a wooden counter, seating area, and large windows.

A modern lounge area with orange upholstered chairs, a fireplace, and large windows offering a view of autumn trees.

A hotel room with a bed, a TV, a fireplace, a desk, and a chair.

A covered outdoor area with a wooden ceiling, potted plants, and a bench.

19. Hampton Inn Rutland

Rutland

Brent

NZ$273

includes taxes & fees

1 Nov - 2 Nov

A large, multi-story hotel with a prominent entrance and a staircase leading to the upper levels.

A stone fireplace with a modern seating area, including a sofa and chairs, a coffee table, and a decorative bowl.

A patio area with a fire pit, outdoor seating, and a swimming pool.

A spacious loft-style living area with high ceilings, exposed wooden beams, and a mezzanine level.

20. Killington Mountain Lodge, Tapestry Collection by Hilton

Killington

Richard

NZ$312

includes taxes & fees

1 Nov - 2 Nov

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Stay near popular Pittsfield attractions

Pittsfield Town Hall

After visiting Pittsfield Town Hall, make a plan to see the other sights and activities in Pittsfield.

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Roger Clark Memorial Central Library

After visiting Roger Clark Memorial Central Library, make a plan to see the other sights and activities in Pittsfield.

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Learn more about Pittsfield

Nestled in Vermont's Green Mountains, Pittsfield offers excellent hiking on the Long Trail and thrilling mountain biking at Green Mountain Trails. Riverside picnics along the Tweed River provide peaceful breaks between seasonal activities at nearby Killington Resort.

See all hotels in Pittsfield

Top Pittsfield Hotel Reviews

Recent Reviews in Pittsfield

My Place Hotel-Randolph VT

10/10 Excellent

"My family loved how clean was the room and how nice was the staff."

The Mountain Inn at Killington

8/10 Good

"We used to live a couple buildings over. Was only in town for the night."

Mountain Meadows Lodge

10/10 Excellent

"The place was so clean. The staff was so friendly. The breakfast was delicious!"

On The River Inn

10/10 Excellent

"Loved the all in one dining room, bar, lounge area with fireplace Excellent swordfish dinner"

Courtyard Middlebury

8/10 Good

"Room was clean and comfortable. No free coffee like most major chains. The Bistro which they promoted for beverages and food was never open in the evening as promised."

The Shire Woodstock

10/10 Excellent

"The location of this hotel is perfect. Lovely surroundings too. Plenty of free parking onsite and a coffee station on every floor. Rooms are spotlessly clean and the bed is just so comfortable."

The Jackson

10/10 Excellent

"Garden and grounds out back were very nice. Restaurant provided great dinner and breakfast."

Comfort Inn Rutland - Killington

10/10 Excellent

"Still love the pool and hot tub"

Killington Grand Hotel

8/10 Good

"Outdated but well kept. Pool and hot tub are amazing."