Chester Hotels from S$100

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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, (432 reviews)
"It’s amazing and cozy place to stay, during our trips to okemo ski resort. A bit dated, but warm and clean."
United States
Roman
The price is S$178
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 S$254
includes taxes & fees
20 Apr - 21 Apr
Stone Hearth Inn and Eatery

The Putney Inn

The Putney Inn
2.5 star property
Putney
8.4 out of 10, Very good, (1,004 reviews)
"Great Stay!"
United States
Nicholas
The price is S$118
includes taxes & fees
21 Apr - 22 Apr
The Putney Inn

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, (1,003 reviews)
"Clean room, polite staff,kids enjoyed the indoor heated pool they also have a small gym and breakfast in the morning couldn't beat the price definitely a great place for the family dogs are also welcome!!"
United States
Sean
The price is S$186
includes taxes & fees
20 Apr - 21 Apr
Keene Elm City Hotel, an Ascend Collection Hotel

The Covered Bridge Inn

The Covered Bridge Inn
2.5 star property
Brattleboro
7.6 out of 10, Good, (1,001 reviews)
"Clean room, quiet, good price "
United States
Derek
The price is S$100
includes taxes & fees
22 Apr - 23 Apr
The Covered Bridge Inn

Days Inn by Wyndham Keene NH

Days Inn by Wyndham Keene NH
2.0 star property
Keene
7.0 out of 10, Good, (1,001 reviews)
"It is an economy, hotel, and had all the basics covered. It was clean, and the beds were comfortable."
Canada
Julie
The price is S$139
includes taxes & fees
21 Apr - 22 Apr
Days Inn by Wyndham Keene NH

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel
3.0 star property
Keene
8.4 out of 10, Very good, (1,003 reviews)
"Nice rooms"
United States
Kim
The price is S$198
includes taxes & fees
20 Apr - 21 Apr
Best Western Plus Keene Hotel

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (345 reviews)
"Room was as advertised. Easy access and well supplied. "
United States
Michael
The price is S$105
includes taxes & fees
20 Apr - 21 Apr
Brittany Motel

Hampton Inn Brattleboro

Hampton Inn Brattleboro
2.5 star property
Brattleboro
8.2 out of 10, Very good, (963 reviews)
"I wish I could have stayed longer. Very nice hotel "
United States
Rosa
The price is S$172
includes taxes & fees
29 Apr - 30 Apr
Hampton Inn Brattleboro

Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown
3.0 star property
Keene
8.8 out of 10, Excellent, (771 reviews)
"Breakfast was great and location is perfect. Lots of good restaurants and bars to visit. Rooms are nice, but slightly dated, and the building is very cool."
United States
Keith
The price is S$253
includes taxes & fees
21 Apr - 22 Apr
Fairfield Inn & Suites by Marriott Keene Downtown

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91
2.5 star property
Brattleboro
8.6 out of 10, Excellent, (794 reviews)
"The room was clean and the staff was wonderful"
United States
Julianne
The price is S$175
includes taxes & fees
22 Apr - 23 Apr
Comfort Inn & Suites Brattleboro I-91

The Carriage Barn Inn

The Carriage Barn Inn
3.0 star property
Keene
9.6 out of 10, Exceptional, (171 reviews)
"Super cute property. Rooms are clean with historical "
United States
Valerie
The price is S$209
includes taxes & fees
20 Apr - 21 Apr
The Carriage Barn Inn

Holiday Inn Express Hotel & Suites Brattleboro by IHG

Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 star property
Brattleboro
8.8 out of 10, Excellent, (1,000 reviews)
"Room spotless, welcoming & friendly staff especially in the breakfast area"
United States
Dominick
The price is S$271
includes taxes & fees
21 Apr - 22 Apr
Holiday Inn Express Hotel & Suites Brattleboro by IHG

The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain
2.5 star property
Londonderry
8.2 out of 10, Very good, (698 reviews)
"This place was a dream, everybody was so nice! We felt at home and safe."
United States
Gracie
The price is S$117
includes taxes & fees
19 May - 20 May
The Upper Pass Lodge at Magic Mountain

Best Western Springfield Hotel

Best Western Springfield Hotel
2.5 star property
Springfield
8.8 out of 10, Excellent, (850 reviews)
" Nice clean room. Good breakfast. Friendly staff check in with help finding dining spots in area. "
United States
Richard
The price is S$212
includes taxes & fees
30 Apr - 1 May
Best Western Springfield Hotel

Sleep Woodstock Motel

Sleep Woodstock Motel
2.0 star property
Woodstock
9.6 out of 10, Exceptional, (573 reviews)
"A great place to stay with pets. Rooms are a little tight, but they are clean and comfortable."
United States
Ron
The price is S$181
includes taxes & fees
3 May - 4 May
Sleep Woodstock Motel

Lincoln Inn & Gallery

Lincoln Inn & Gallery
3.0 star property
West Woodstock
8.8 out of 10, Excellent, (66 reviews)
"Very pleasant and comfortable stay, about 20 mins drive to Killington nearby. Room was clean and quiet, and bed was very comfortable. Nice coffee/hot chocolate bar in the lobby but unfortunately not offering breakfast anymore."
United States
Andrew
The price is S$105
includes taxes & fees
20 Apr - 21 Apr
Lincoln Inn & Gallery

Claremont Motor Lodge

Claremont Motor Lodge
2.5 star property
Claremont
8.8 out of 10, Excellent, (491 reviews)
"Cute ckean stay "
United States
Michael
The price is S$127
includes taxes & fees
20 Apr - 21 Apr
Claremont Motor Lodge

Hampton Inn & Suites Keene

Hampton Inn & Suites Keene
2.5 star property
Keene
8.8 out of 10, Excellent, (379 reviews)
"Nice room, pool, and breakfast! "
United States
Jennifer
The price is S$239
includes taxes & fees
23 Apr - 24 Apr
Hampton Inn & Suites Keene

Black Mountain Inn

Black Mountain Inn
2.0 star property
Brattleboro
7.4 out of 10, Good, (490 reviews)
"Pet friendly for $15 plus tax. The place noisy with heat turned on in the room "
United States
Angela
The price is S$151
includes taxes & fees
20 Apr - 21 Apr
Black Mountain Inn
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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. Stone Hearth Inn and Eatery is another good choice for your visit. 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?
Pointe at Castle Hill Resort: Features a full-service spa, an indoor pool and free self parking. Woodstock Inn & Resort and Colonial Motel And Spa 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 69 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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