Find hotels in Chester, VT from ฿3,331

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Our top choices for Chester hotels

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (433 reviews)
"The staff were incredible and the property have the perfect vibes for a ski trip. The food was great and everything was very clean and comfy."
United States
Rob
The price is ฿4,153
฿4,527 total
includes taxes & fees
28 Apr - 29 Apr
Fullerton Inn

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (118 reviews)
"Great stay! Very cozy and homey. Very yummy breakfast! "
United States
Olena
The price is ฿6,725
฿7,330 total
includes taxes & fees
28 Apr - 29 Apr
Stone Hearth Inn and Eatery

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (965 reviews)
"Everyone was nice!"
United States
Jon
The price is ฿3,928
฿4,321 total
includes taxes & fees
29 Apr - 30 Apr
Hampton Inn Brattleboro

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (347 reviews)
"Clean comfortable room for a great price, offering snacks and board games to boot. Phone staff accommodating and answer quickly. "
United States
Natalie
The price is ฿2,415
฿2,656 total
includes taxes & fees
28 Apr - 29 Apr
Brittany Motel

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.8 out of 10, Excellent, (66 reviews)
"Super friendly and knowledgeable staff. The Inn is historic, in a lovely spot, and reasonably priced. Dining recommendations were spot on. "
United States
Christina
The price is ฿2,656
฿2,922 total
includes taxes & fees
3 May - 4 May
Lincoln Inn & Gallery

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (800 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is ฿4,024
฿4,427 total
includes taxes & fees
29 Apr - 30 Apr
Comfort Inn & Suites Brattleboro I-91

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel
2.5 star property
Keene
8.6 out of 10, Excellent, (1,002 reviews)
"Great stay "
United States
Rashida
The price is ฿4,346
฿4,716 total
includes taxes & fees
28 Apr - 29 Apr
Keene Elm City Hotel, an Ascend Collection Hotel

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,005 reviews)
"The stay was great"
United States
Devon
The price is ฿4,636
฿5,030 total
includes taxes & fees
28 Apr - 29 Apr
Best Western Plus Keene Hotel

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,005 reviews)
"Pleasant stay!"
United States
Steven
The price is ฿3,028
฿3,331 total
includes taxes & fees
29 Apr - 30 Apr
The Putney Inn

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (495 reviews)
"Great staff.. super clean rooms comfy beds definitely will be back"
United States
Maryann
The price is ฿3,541
฿3,842 total
includes taxes & fees
28 Apr - 29 Apr
Claremont Motor Lodge

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (854 reviews)
"Location and amenities were great and so was breakfast "
United States
Adina
The price is ฿5,187
฿5,706 total
includes taxes & fees
4 May - 5 May
Best Western Springfield Hotel

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (441 reviews)
"We had an enjoyable stay and would stay again. "
United States
Donna
The price is ฿2,701
฿2,971 total
includes taxes & fees
10 May - 11 May
Bromley View Inn

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (352 reviews)
"The hotel was very clean, the staff were friendly and welcoming, and the breakfast was delicious."
United States
Sahand
The price is ฿5,071
฿5,578 total
includes taxes & fees
13 May - 14 May
Colonel Williams Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (33 reviews)
"My stay was wonderful. Great accommodations, friendly and helpful staff, the pub downstairs was perfect to grab a quick bite and a drink. I will be staying again next time I am in the area"
United States
Glenn
The price is ฿4,201
฿4,580 total
includes taxes & fees
3 May - 4 May
Four Columns Inn

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (123 reviews)
"The room was clean and staff were kind and friendly. "
United States
Sung
The price is ฿4,081
฿4,489 total
includes taxes & fees
29 Apr - 30 Apr
Chalet 239

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (259 reviews)
"Staff were wonderful, food was excellent, environment was peaceful, everything was clean and in decent condition."
United States
Charles
The price is ฿5,132
฿5,593 total
includes taxes & fees
28 Apr - 29 Apr
Harvest Barn Inn

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
2.0 star property
West Dover
8.8 out of 10, Excellent, (90 reviews)
"Was perfect for ski weekend. Will come back for sure!"
United States
Brett
The price is ฿3,147
฿3,462 total
includes taxes & fees
29 Apr - 30 Apr
Hideaway Inn Mt. Snow

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (180 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is ฿3,719
฿4,053 total
includes taxes & fees
28 Apr - 29 Apr
Aerie Inn of Vermont

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (490 reviews)
"Small place. Retro style. Nice for a stop over. Clean room. Felt safe. Super helpful staff. "
United States
Grace
The price is ฿3,291
฿3,620 total
includes taxes & fees
29 Apr - 30 Apr
Black Mountain Inn

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,000 reviews)
"Clean room, quiet, good price "
United States
Derek
The price is ฿3,190
฿3,509 total
includes taxes & fees
29 Apr - 30 Apr
The Covered Bridge 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.
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Where to stay in Chester

Find the best Chester areas for the activities you enjoy most.

Chester Depot

If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.

Stay near popular Chester attractions

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.

aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

More cheap stays in Chester

Frequently asked questions

Where is the best place to stay in Chester?
Based on our traveller data, Fullerton Inn is one of the top choices for your stay. This inn offers free breakfast and a restaurant. Other good choices for your stay in the area are Woodstock Inn & Resort and Pointe at Castle Hill Resort. See all available top hotels, or vacation rentals in Chester.
If I need to cancel my hotel reservation in Chester, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your check-in date. If your reservation is non-refundable, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.
What's the best dog-friendly accommodation option in Chester?
Motel in the Meadow is a top dog-friendly option for your stay. See more pet-friendly hotel accommodations in Chester.
What are some accommodation options with pools in Chester?
Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Pointe at Castle Hill Resort and Holiday Inn Club Vacations Mount Ascutney Resort by IHG are two additional hotels that feature an on-site pool. View all hotels with pools in Chester.
What is staying in Chester like?
Visitors to Chester will definitely enjoy the skiing, cafes and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. In Chester, there are 67 hotels and other accommodation options to choose from. Find out more about Chester.
What should I do while I'm visiting Chester?
A couple of favourite places to visit are DaVallia Art & Accents and Bonnie's Bundles Dolls. You'll also find Vermont Country Store and North Springfield Lake Recreation Area in the area. Take a look at what more there is to see and do in Expedia's Chester guide.
What's the weather like in Chester?
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.

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