Bed and Breakfast in Chester

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Check prices for these dates

Our top choices for Chester bed & breakfast

1. Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (130 reviews)
"Wonderful staff and restaurant"
United States
John
The price is NZ$364
includes taxes & fees
16 Nov - 17 Nov
Stone Hearth Inn and Eatery

2. Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (503 reviews)
"Great amenities, fantastic views, very clean, excellent breakfast!"
United States
BARBARA
The price is NZ$162
includes taxes & fees
29 Nov - 30 Nov
Bromley View Inn

3. Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (296 reviews)
"Staff was excellent and river views were amazing"
United States
John
The price is NZ$299
includes taxes & fees
28 Nov - 29 Nov
Harvest Barn Inn

4. Blue Gentian Lodge at Magic Mountain

Blue Gentian Lodge at Magic Mountain
2.5 star property
Londonderry
9.2 out of 10, Wonderful, (126 reviews)
"Lovely stay near Magic Mountain. "
United States
Abigail
The price is NZ$291
includes taxes & fees
8 Nov - 9 Nov
Blue Gentian Lodge at Magic Mountain

5. Deerfield Valley Inn

Deerfield Valley Inn
2.0 star property
West Dover
9.4 out of 10, Exceptional, (140 reviews)
"A very quaint, cozy inn set in West Dover, Vermont. We had a small room but it was clean and comfortable. We didn't choose to order breakfast while we were there but it smelled wonderful! Oz, the host, was professional, pleasant, and helpful."
United States
Ted
The price is NZ$139
includes taxes & fees
22 Nov - 23 Nov
Deerfield Valley Inn

6. The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (338 reviews)
"Amazing stay and great restaurant!"
United States
Ava
The price is NZ$241
includes taxes & fees
10 Nov - 11 Nov
The Jackson

7. Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (63 reviews)
"Lovely grounds, great location, wonderful restaurant. Staff was very pleasant and helpful. Just booke another stay."
United States
Raymond
The price is NZ$285
includes taxes & fees
8 Nov - 9 Nov
Four Columns Inn

8. Doveberry Inn

Doveberry Inn
3.0 star property
West Dover
10.0 out of 10, Exceptional, (2 reviews)
"Great location… very clean"
United States
Veronica
The price is NZ$248
includes taxes & fees
8 Nov - 9 Nov
Doveberry Inn

9. Echo Lake Inn

Echo Lake Inn
2.5 star property
Plymouth
9.0 out of 10, Wonderful, (108 reviews)
"Beautiful location and all was well"
United States
richard
The price is NZ$617
includes taxes & fees
30 Nov - 1 Dec
Echo Lake Inn

10. The Inn at Manchester

The Inn at Manchester
3.5 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (401 reviews)
"Great place. Great host!"
United States
Zhihao
The price is NZ$314
includes taxes & fees
8 Nov - 9 Nov
The Inn at Manchester

11. Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (363 reviews)
"Beautiful grounds, nice walking trails, comfortable bed, excellent breakfast."
United States
Amy
The price is NZ$332
includes taxes & fees
10 Nov - 11 Nov
Colonel Williams Inn

12. The Vesper

The Vesper
3.0 star property
Woodstock
9.2 out of 10, Wonderful, (85 reviews)
"Very cute spot, good location and staff is super nice:)"
Canada
Rhea
The price is NZ$323
includes taxes & fees
12 Nov - 13 Nov
The Vesper

13. The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (177 reviews)
"Clean,quiet, beautiful inn in the heart of downtown Keene,NH. Joe was friendly and accommodating and a hell of a great guy. A+++++++"
United States
Richard
The price is NZ$251
includes taxes & fees
8 Nov - 9 Nov
The Carriage Barn Inn

14. Deer Brook Inn

Deer Brook Inn
3.0 star property
Woodstock
10.0 out of 10, Exceptional, (10 reviews)
"Everything was fantastic, my room and the staff."
United States
Laurence
The price is NZ$441
includes taxes & fees
9 Nov - 10 Nov
Deer Brook Inn

15. Big Bears Lodge

Big Bears Lodge
3.0 star property
West Dover
9.0 out of 10, Wonderful, (222 reviews)
"Welcoming host with great customer service"
United States
Alfred
The price is NZ$337
includes taxes & fees
29 Nov - 30 Nov
Big Bears Lodge

16. Room 1, peaceful retreat in Manchester - King bed

Room 1, peaceful retreat in Manchester - King bed
Manchester
10.0 out of 10, Exceptional, (2 reviews)
"Cute little motel. Place was clean and the host was very helpful with any questions I had. The fire area was nice to go relax at the end of the day. Highly recommended a visit if your in the at area."
United States
Ivy B.
The price is NZ$257
includes taxes & fees
9 Nov - 10 Nov
Room 1, peaceful retreat in Manchester - King bed

17. Sleep Woodstock - 2 Double Beds - Dog Friendly

Sleep Woodstock - 2 Double Beds - Dog Friendly
Woodstock
The price is NZ$290
includes taxes & fees
30 Nov - 1 Dec
Sleep Woodstock - 2 Double Beds - Dog Friendly

18. The Inn at Ormsby Hill

The Inn at Ormsby Hill
3.5 star property
Manchester Center
9.8 out of 10, Exceptional, (172 reviews)
"It is a wonderful property inside and out. Great rooms, breakfasts and and very friendly people."
United States
Victoria
The price is NZ$502
includes taxes & fees
6 Dec - 7 Dec
The Inn at Ormsby Hill

19. Inn on Putney Road

Inn on Putney Road
4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (61 reviews)
"Helpful staff, wonderful breakfast and homey ambiance."
United States
Karla
The price is NZ$522
includes taxes & fees
8 Nov - 9 Nov
Inn on Putney Road

20. Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.4 out of 10, Exceptional, (106 reviews)
"Great stay"
United States
Wayne
The price is NZ$581
includes taxes & fees
8 Nov - 9 Nov
Chesterfield 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.

Learn more about Chester

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.

Top reviews in Chester

Frequently Asked Questions

Searching for B&Bs in Chester?

If you're hoping for something a little different than your standard hotel experience, a bed and breakfast might be the perfect option for your trip. When you want to explore some attractions in town, DaVallia Art & Accents and Bonnie's Bundles Dolls are worth a stop.

Are you considering an apartment for your stay?

With attentive service, opportunities to meet guests from other places and delectable breakfasts, B&Bs all have a unique setting.

What are the top B&Bs in Chester?

Here are some B&Bs in the surrounding area: Stone Hearth Inn and Eatery: 8 rooms. 1.5 mi (2.3 km) from the heart of Chester. Enjoy the free buffet breakfast and unique decor. Bromley View Inn: 16 rooms. Situated 17.8 mi (28.6 km) from the heart of Chester. Enjoy the unique decor and fireplace in reception.

How many bed & breakfasts should I expect to find in Chester?

Expedia has 5 B&Bs for your getaway in Chester.

What's the best time of year to stay at a B&B in Chester?

When you're dreaming of a getaway to Chester, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm of snowfall.

What is there to do in Chester?

If you like to experience a new place through your taste buds, you'll definitely enjoy Chester for its coffee shops and restaurants. If you're looking to find something to do during your travels, you might consider visiting DaVallia Art & Accents and Bonnie's Bundles Dolls. You might also consider a trip to sites such as Vermont Country Store or Lowell Lake State Park if you have time to see more of the area.

How can I get to and around Chester?

You can map out your trip in and around Chester ahead of time with these transportation options. Fly into Springfield, VT (VSF-Hartness State), which is located 6.6 mi (10.7 km) away from the city centre. You can also search for flights into Rutland, VT (RUT-Rutland Southern Vermont Regional), which is 25.4 mi (40.8 km) away. If you'd like to venture out around the area, consider renting a car to explore more sights.

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