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Aug 21 - Aug 22
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Top 10 trending Chester hotels

Our top choices for Chester hotels

Keene Elm City Hotel, Ascend Hotel Collection
Indoor pool

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very Good, (881)
"Had a great time at this location"
The price is P7,128
P7,734 total
includes taxes & fees
Sep 7 - Sep 8
Keene Elm City Hotel, Ascend Hotel Collection
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very Good, (1000)
"Very enjoyable stay"
The Putney Inn
Claremont Motor Lodge
1 bedroom, premium bedding, in-room safe, individually decorated

Claremont Motor Lodge

2.5 star property
8.6 out of 10, Excellent, (378)
"2nd time we have stayed Perfect for overnight and a visit "
The price is P6,553
P7,110 total
includes taxes & fees
Aug 24 - Aug 25
Claremont Motor Lodge
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (92)
"Sweet place to stay"
The price is P11,477
P12,510 total
includes taxes & fees
Aug 27 - Aug 28
Stone Hearth Inn and Eatery
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 P7,939
P8,653 total
includes taxes & fees
Sep 1 - Sep 2
Fullerton Inn
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very Good, (774)
"Great stay!"
The price is P7,967
P8,764 total
includes taxes & fees
Sep 7 - Sep 8
Latchis Hotel
Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (373)
"After working an entire weekend with festivities in the area checking into here for some much needed rest was the best decision we made very comfortable very nice and very clean "
Bromley View Inn
Best Western Plus Keene Hotel
1 bedroom, premium bedding, individually decorated

Best Western Plus Keene Hotel

3.0 star property
8.4 out of 10, Very Good, (1000)
"It was a great stay"
The price is P8,490
P9,212 total
includes taxes & fees
Aug 24 - Aug 25
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (328)
"Great hotel with friendly staff"
The price is P8,956
P9,717 total
includes taxes & fees
Sep 15 - Sep 16
Hampton Inn & Suites Keene
The Upper Pass Lodge at Magic Mountain
1 bedroom, desk, iron/ironing board, free WiFi

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very Good, (655)
"Good place "
The price is P5,414
P5,956 total
includes taxes & fees
Aug 26 - Aug 27
The Upper Pass Lodge at Magic Mountain
Days Inn by Wyndham Keene NH
In-room safe, desk, blackout drapes, iron/ironing board

Days Inn by Wyndham Keene NH

2.0 star property
7.2 out of 10, Good, (1000)
"Would stay again"
The price is P6,345
P6,884 total
includes taxes & fees
Sep 1 - Sep 2
Days Inn by Wyndham Keene NH
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (31)
"This place was great I cannot say enough about the innkeepers and the staff all in all you'll love it!!"
The price is P9,509
P10,461 total
includes taxes & fees
Aug 24 - Aug 25
Lincoln Inn & Gallery
Sleep Woodstock Motel
2 bedrooms, individually decorated, desk, blackout drapes

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (511)
"Charming, clean, great location and price"
The price is P5,898
P7,428 total
includes taxes & fees
Sep 16 - Sep 17
Sleep Woodstock Motel
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (315)
"I enjoyed my stay and found the room more than adequately furnished. Wished the bed could be firmer and they could supply meals other than just breakfast."
The price is P8,975
P9,873 total
includes taxes & fees
Sep 1 - Sep 2
Colonel Williams Inn
Riverside Hotel, Ascend Hotel Collection
Sundeck

Riverside Hotel, Ascend Hotel Collection

2.5 star property
9.6 out of 10, Exceptional, (589)
"Lovely, and very peaceful stay nestled beside the Connecticut River"
The price is P8,670
P9,407 total
includes taxes & fees
Aug 25 - Aug 26
Riverside Hotel, Ascend Hotel Collection
Inn At Mount Snow
Lobby sitting area

Inn At Mount Snow

2.0 star property
10.0 out of 10, Exceptional, (21)
"Staff was so knowledgeable and welcoming. A great stay!"
The price is P7,453
P8,199 total
includes taxes & fees
Aug 27 - Aug 28
Inn At Mount Snow
Best Western Springfield Hotel
1 bedroom, laptop workspace, iron/ironing board, rollaway beds

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (781)
"Would stay here again"
The price is P10,206
P11,227 total
includes taxes & fees
Aug 28 - Aug 29
Best Western Springfield Hotel
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (317)
"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 P6,553
P8,148 total
includes taxes & fees
Sep 16 - Sep 17
Brittany Motel
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Exterior

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3.0 star property
9.0 out of 10, Wonderful, (732)
"Great place great scenery amazing staff"
The price is P6,418
P7,773 total
includes taxes & fees
Sep 4 - Sep 5
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Chalet 239
Living area

Chalet 239

2.0 star property
9.4 out of 10, Exceptional, (74)
"Teh staff were friendly and helpful. Immediately upon booking I received a text message from the staff letting me know someone was there to help with any questions. checking in was easy and the hotel was very clean. The room, beds and bathroom were all clean and well kept. The free breakfast was a plus. "
The price is P7,693
P8,462 total
includes taxes & fees
Aug 31 - Sep 1
Chalet 239
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 and neighborhoods 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.

Learn more about Chester

Quaint Chester awaits: its hiking, skiing, mountain views, and more!

See all hotels in Chester

Top Chester Hotel Reviews

The Shire Woodstock

The Shire Woodstock

10/10 Excellent
"This is a perfect family oriented spot for visiting downtown Woodstock. We stayed in one of their family suites. It was spacious and comfortable without being ostentatious. Loved the details in the outdoor space--well tended plants and flowers, as well as, fire pits and Adirondack chairs to hang out by the river."
Jenna 1-night trip
Posted 3 days ago
The Shire Woodstock

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 visit 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 provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

For additional details about rescheduling or cancelling your trip to Chester, head over to our customer service page.

What's the best pet-friendly accommodation in Chester?

Motel in the Meadow is a top pet-friendly option for your stay. See more pet-friendly hotel accommodations in Chester.

What are some accommodations with pools in Chester?

Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. The Equinox Golf Resort & Spa and Colonial Motel And Spa are two additional hotels with an onsite pool. View all hotels with pools in Chester.

What's the best accommodation near Hartness State Airport (VSF)?

The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.

What is staying in Chester like?

Visitors to Chester are sure to enjoy the ski areas, coffeehouses, and shopping. Quaint and relaxing, this city also attracts tourists with its restaurants. In Chester, there are 67 hotels and other accommodations to choose from. Find out more about Chester.

What should I see while I'm in Chester?

A couple of favorite places to visit are DaVallia Art & Accents and Bonnie's Bundles Dolls. You'll also find Vermont Country Store and Plummer's Sugar House in the area. Check out what more 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 temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.