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Chester Hotels

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Check prices for these dates

This weekend
17 Jul - 19 Jul
Next weekend
24 Jul - 26 Jul

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Star rating

Our top choices for Chester hotels

Pet-friendly
Garden

Fullerton Inn

Fullerton Inn
2.5 star property
Chester Depot
8.2 out of 10, Very good, (441 reviews)
"The building was very quaint and had a historical vibe."
United States
Rick
The price is €152
includes taxes & fees
14 Jul - 15 Jul
Fullerton Inn
Front of property

Stone Hearth Inn and Eatery

Stone Hearth Inn and Eatery
3.0 star property
Chester
9.2 out of 10, Wonderful, (120 reviews)
"Friendly helpful clean. Bathroom clean. Nice pillows. A/c was super because it was very hot outside. Breakfast was very good"
United States
Kathleen
The price is €199
includes taxes & fees
20 Jul - 21 Jul
Stone Hearth Inn and Eatery
Signature Suite, Kitchen, Mountain View | Living area

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (385 reviews)
"The bed was very comfortable! We had a great sleep and made our breakfast in the "snack room". It was pleasant and quiet- we sat on chairs out front looking at the mountain in front of us. It was a great place to stay."
United States
Susan
The price is €83
includes taxes & fees
14 Jul - 15 Jul
Brittany Motel
Lounge

Bromley View Inn

Bromley View Inn
3.5 star property
Bondville
9.0 out of 10, Wonderful, (450 reviews)
"staff actually treated you like family and not another customer & Clean room & relaxing backyard to watch the sunset & great breakfast"
United States
Josh
The price is €82
includes taxes & fees
15 Jul - 16 Jul
Bromley View Inn
Lobby

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (532 reviews)
"Great stay and good location"
Canada
Alexandre
The price is €105
includes taxes & fees
14 Jul - 15 Jul
Claremont Motor Lodge
Lobby

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, (1,013 reviews)
"Staff was very professional and friendly"
United States
Ramica
The price is €113
includes taxes & fees
14 Jul - 15 Jul
Keene Elm City Hotel, an Ascend Collection Hotel
Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.8 out of 10, Excellent, (118 reviews)
"Newly renovated, clean, easy self check in, and great location!"
United States
Dana
The price is €86
includes taxes & fees
19 Jul - 20 Jul
Hideaway Inn Mt. Snow
Exterior

The Burrell House

The Burrell House
2.5 star property
Keene
9.6 out of 10, Exceptional, (174 reviews)
"Self check-in and checkout. Room was very clean but a bit too much potpourri for my allergies. Will stay here again when in Keene. "
United States
Charles
The price is €132
includes taxes & fees
20 Jul - 21 Jul
The Burrell House
Standard Room, 2 Double Beds

Royal Inn Claremont

Royal Inn Claremont
2.0 star property
Claremont
6.8 out of 10, (343 reviews)
"Price was charged for a 3 star hotel while facility was a motel"
United States
Sachin
The price is €94
includes taxes & fees
14 Jul - 15 Jul
Royal Inn Claremont
Indoor pool

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (1,010 reviews)
"A little overpriced but a good stay"
United States
David
The price is €122
includes taxes & fees
12 Aug - 13 Aug
Hampton Inn Brattleboro
Lobby sitting area

Inn At Mount Snow

Inn At Mount Snow
2.0 star property
West Dover
10.0 out of 10, Exceptional, (73 reviews)
"Staff was very attentive and friendly. Breakfast, continental, was good. The room was spectacular!"
United States
Susan
The price is €113
includes taxes & fees
19 Jul - 20 Jul
Inn At Mount Snow
In-room safe, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,011 reviews)
"Great breakfast, friendly staff and good place to stay."
United States
Michael
The price is €89
includes taxes & fees
11 Aug - 12 Aug
Days Inn by Wyndham Keene NH
Deluxe Suite | Private kitchen

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (591 reviews)
"Quiet, well kept, comfortable, convenient."
United States
Elisabeth
The price is €75
includes taxes & fees
21 Jul - 22 Jul
Sleep Woodstock Motel
Front of property

Colonel Williams Inn

Colonel Williams Inn
3.0 star property
Brattleboro
9.8 out of 10, Exceptional, (357 reviews)
"A very historic and well maintained bed and breakfast. The owners are wonderful and the rooms were cozy. The hand made breakfast was a highlight"
United States
Robert
The price is €152
includes taxes & fees
14 Jul - 15 Jul
Colonel Williams Inn
Lobby sitting area

Chalet 239

Chalet 239
2.0 star property
West Dover
9.4 out of 10, Exceptional, (132 reviews)
"Staff very helpful. Everything was very clean"
United States
Patrick
The price is €129
includes taxes & fees
20 Jul - 21 Jul
Chalet 239
Exterior

Latchis Hotel

Latchis Hotel
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (927 reviews)
"This hotel was the perfect landing place from a lot of traveling. It was clean, had unique historic ambience, and walkable to the whole town. Highly recommend!"
United States
Laurel
The price is €124
includes taxes & fees
15 Jul - 16 Jul
Latchis Hotel
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (294 reviews)
"Everything about our stay was perfect! Couldn't be happier and will be back!"
United States
Courtney
The price is €155
includes taxes & fees
16 Jul - 17 Jul
The Jackson
Exterior

The Landgrove

The Landgrove
3.5 star property
Londonderry
10.0 out of 10, Exceptional, (1 review)
"Tammy, the assistant inn keeper and restaurant manager was fantastic. She was attentive to every need. The restaurant staff was phenomenal as well highly recommend, it’s a little hidden gem off the beaten path. I will definitely return. Had a fabulous time."
United States
Andrea
The price is €203
includes taxes & fees
9 Aug - 10 Aug
The Landgrove
Porch

Harvest Barn Inn

Harvest Barn Inn
3.0 star property
Bellows Falls
9.8 out of 10, Exceptional, (268 reviews)
"Excellent hosts provided a terrific stay!"
United States
Mark
The price is €166
includes taxes & fees
20 Jul - 21 Jul
Harvest Barn Inn
Mountain view

Aerie Inn of Vermont

Aerie Inn of Vermont
2.0 star property
East Dorset
9.4 out of 10, Exceptional, (183 reviews)
"Very comfortable room and nice staff. Will stay there again. "
United States
Laura
The price is €126
includes taxes & fees
9 Aug - 10 Aug
Aerie Inn of Vermont
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.
A forest with autumn foliage in various colors.

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

DaVallia Art & Accents

10.0/10 (2 reviews)
This Vermont art haven showcases fine local art and handcrafted furniture in thoughtfully designed spaces. Browse both the Art Boutique and 39 North Gallery to experience indoor exhibits and outdoor sculpture gardens.
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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.

See all hotels in Chester
A nighttime view of a large, illuminated bridge with intricate metalwork and a prominent arch.

Top Chester Hotel Reviews

Latchis Hotel

Latchis Hotel

8/10 Good
"X"
Richard 1-night trip
Posted 10 hours ago
Latchis Hotel

More cheap stays in Chester

Claremont Motor Lodge

Claremont Motor Lodge

16 Beauregard St Claremont NH
The price is €105 per night from 14 Jul to 15 Jul
€105
14 Jul - 15 Jul
includes taxes & fees
8.8/10 Excellent! (532 reviews)

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 Keene Elm City Hotel, an Ascend Collection Hotel. See all available top hotels, or vacation rentals in Chester.
What are some of the best holiday rentals that Chester has to offer?
Family Friendly Hilltop House In Putney Vermont: This holiday home rental outside of Chester is located on a lake, and has a balcony, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. See all 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 family accommodation in Chester?
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a guesthouse with in-room kitchens and laundry facilities, and it's a top choice on Expedia for families. Also, attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for children of all ages. Find more child-friendly accommodations in Chester.
What's the best place to stay for a romantic holiday in Chester?
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a favourite guest house for couples, and features free WiFi and a garden. See all romantic hotels 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. Restorative Mountain Sanctuary with Hot Tub, Minutes from the Mountains is another option for a stay with your pet. See more pet-friendly hotel accommodations in Chester.
What are some accommodation options with pools in Chester?
Woodstock Inn & Resort: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. Keene Elm City Hotel, an Ascend Collection Hotel and Grand Summit Resort, A Vail Resorts Property 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 60 hotels and other accommodation options to choose from. Find out more about Chester.
What should I do while I'm visiting Chester?
Attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for everyone. You'll also find Vermont Country Store and Lowell Lake State Park 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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