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12 Sep - 13 Sep
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Top 10 Chester hotels and places to stay

Our top choices for Chester hotels

Best Western Plus Keene Hotel
Premium bedding, individually decorated, individually furnished, desk

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very good, (1002)
"Great for stay"
The price is ฿4,409
฿4,783 total
includes taxes & fees
14 Sept - 15 Sept
Best Western Plus Keene Hotel
Claremont Motor Lodge
Room, 2 Queen Beds, Non Smoking, Refrigerator & Microwave | 1 bedroom, premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (390)
"Great place to stay"
The price is ฿3,647
฿3,957 total
includes taxes & fees
14 Sept - 15 Sept
Claremont Motor Lodge
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1001)
"Very enjoyable stay"
The Putney Inn
Fullerton Inn
Garden

Fullerton Inn

2.5 star property
8.2 out of 10, Very good, (371)
"Everything was Awsome friendly staff"
The price is ฿4,726
฿5,151 total
includes taxes & fees
16 Sept - 17 Sept
Fullerton Inn
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (95)
"Sweet place to stay"
The price is ฿6,911
฿7,533 total
includes taxes & fees
14 Sept - 15 Sept
Stone Hearth Inn and Eatery
Keene Elm City Hotel, an Ascend Collection Hotel
Exterior

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 star property
8.4 out of 10, Very good, (896)
"Clean room - friendly staff - convenient location "
The price is ฿3,968
฿4,305 total
includes taxes & fees
21 Sept - 22 Sept
Keene Elm City Hotel, an Ascend Collection Hotel
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout curtains, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.0 out of 10, Good, (1001)
"Would stay again"
The price is ฿2,992
฿3,247 total
includes taxes & fees
14 Sept - 15 Sept
Days Inn by Wyndham Keene NH
Comfort Inn & Suites Brattleboro I-91
Lobby

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (685)
"This was a nice stay, thanks"
The price is ฿4,369
฿4,806 total
includes taxes & fees
14 Sept - 15 Sept
Comfort Inn & Suites Brattleboro I-91
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (789)
"Great stay!"
The price is ฿4,282
฿4,710 total
includes taxes & fees
14 Sept - 15 Sept
Latchis Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
8.8 out of 10, Excellent, (331)
"Great hotel with friendly staff"
The price is ฿5,844
฿6,341 total
includes taxes & fees
17 Sept - 18 Sept
Hampton Inn & Suites Keene
Black Mountain Inn
Front of property

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (464)
"Friendly staff. Room was nice "
The price is ฿4,336
฿4,769 total
includes taxes & fees
14 Sept - 15 Sept
Black Mountain Inn
The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1001)
"Good value for a two night stay for work "
The price is ฿2,956
฿3,251 total
includes taxes & fees
15 Sept - 16 Sept
The Covered Bridge Inn
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (318)
"We stayed one night. We were able to get checked early, enjoyed breakfast, quiet and charming atmosphere. Owners are very friendly. "
The price is ฿4,995
฿5,495 total
includes taxes & fees
16 Sept - 17 Sept
Colonel Williams Inn
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (155)
"Excellent phenomenal cleanliness and so polite"
The price is ฿5,618
฿6,096 total
includes taxes & fees
14 Sept - 15 Sept
The Carriage Barn Inn
The Upper Pass Lodge at Magic Mountain
Exclusive Suite, Multiple Beds, Kitchenette, Mountain View | 1 bedroom, desk, iron/ironing board, free WiFi

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.2 out of 10, Very good, (661)
"Good place "
The price is ฿3,387
฿3,726 total
includes taxes & fees
14 Sept - 15 Sept
The Upper Pass Lodge at Magic Mountain
The Manchester View
Property grounds

The Manchester View

2.5 star property
9.4 out of 10, Exceptional, (749)
"We enjoyed our stay. Clean, great staff, great continental breakfast!"
The Manchester View
Hampton Inn Brattleboro
Free breakfast

Hampton Inn Brattleboro

2.5 star property
8.2 out of 10, Very good, (880)
"Super easy check in and nice room! "
The price is ฿4,316
฿4,747 total
includes taxes & fees
29 Sept - 30 Sept
Hampton Inn Brattleboro
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (319)
"We stayed in the cactus room and we loved the green bathroom. There is a lounge (a HUGE hit with my kiddo too) and the staff was great. WiFi was good (I worked from the room). We would stay there again."
The price is ฿4,028
฿4,954 total
includes taxes & fees
16 Sept - 17 Sept
Brittany Motel
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (144)
"Beautiful room, beautiful house, fun area!"
The Burrell House
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (35)
"This place was great I cannot say enough about the innkeepers and the staff all in all you'll love it!!"
The price is ฿5,994
฿6,594 total
includes taxes & fees
15 Sept - 16 Sept
Lincoln Inn & Gallery
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

2 out of top 10 points of interest in this area

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

Top Chester Hotel Reviews

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

10/10 Excellent
"Strongly recommend and will go back again!"
Craig 2-night trip
Posted 3 days ago
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

More cheap stays in Chester

More cheap stays in Chester

Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd, Keene, NH
The price is ฿3,968 per night from 21 Sept to 22 Sept
฿3,968
฿4,305 total
21 Sept - 22 Sept
includes taxes & fees
8.4/10 Very Good! (896 reviews)

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Where is the best place to stay in Chester?

Stone Hearth Inn and Eatery is ranked highly by Expedia customers. This B&B offers free breakfast and free parking. Another top choice for your trip based on reviews is Fullerton Inn. 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: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. The Equinox Golf Resort & Spa and Keene Elm City Hotel, an Ascend Collection Hotel 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 Museum of Mining and Minerals and Vermont Country Store 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.