Chester Hotels from S$136

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12 Oct - 13 Oct
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13 Oct - 14 Oct
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Top 10 trending Chester hotels

Fullerton Inn
Garden

Fullerton Inn

2.5 star property
8.2 out of 10, Very good, (388)
"Lovely stay"
The price is S$182
includes taxes & fees
10 Nov - 11 Nov
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, (99)
"Good breakfast and dinner options. Great location for hiking."
The price is S$395
includes taxes & fees
13 Oct - 14 Oct
Stone Hearth Inn and Eatery
Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (537)
"Beautiful hotel!! The staff, room, and spa were fantastic!!"
The price is S$641
includes taxes & fees
10 Nov - 11 Nov
Woodstock Inn & Resort
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (848)
"great location and the staff were great"
The Shire Woodstock
The Palmer House Resort, an Ascend Collection Hotel
Property amenity

The Palmer House Resort, an Ascend Collection Hotel

3.0 star property
8.4 out of 10, Very good, (837)
"Lovely property convenient to center of town "
The price is S$202
includes taxes & fees
2 Nov - 3 Nov
The Palmer House Resort, an Ascend Collection Hotel
The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
7.8 out of 10, Good, (1015)
"Good value for a two night stay for work "
The price is S$136
includes taxes & fees
13 Oct - 14 Oct
The Covered Bridge Inn
Aspen At Manchester
Meeting facility

Aspen At Manchester

2.5 star property
8.8 out of 10, Excellent, (596)
"Very relaxing environment. "
The price is S$178
includes taxes & fees
27 Oct - 28 Oct
Aspen At Manchester
Sleep Woodstock Motel
2 bedrooms, individually decorated, desk, blackout curtains

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (529)
"I come to area for medical visits often and Sleep Woodstock is my new favorite stay!"
The price is S$169
includes taxes & fees
3 Nov - 4 Nov
Sleep Woodstock Motel
Hampton Inn and Suites Manchester
Front of property – evening/night

Hampton Inn and Suites Manchester

2.5 star property
9.6 out of 10, Exceptional, (1009)
"This was the best Hampton Inn I’ve stayed at, and location is excellent. "
The price is S$186
includes taxes & fees
26 Oct - 27 Oct
Hampton Inn and Suites Manchester
Pointe at Castle Hill Resort
Indoor pool

Pointe at Castle Hill Resort

3.5 star property
8.8 out of 10, Excellent, (901)
"It was a beautiful place "
The price is S$190
includes taxes & fees
19 Oct - 20 Oct
Pointe at Castle Hill Resort
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, (1014)
"Hotel was great."
The price is S$217
includes taxes & fees
2 Nov - 3 Nov
Best Western Plus Keene Hotel
Riverside Hotel, an Ascend Collection Hotel
Sun deck

Riverside Hotel, an Ascend Collection Hotel

2.5 star property
9.6 out of 10, Exceptional, (610)
"Loved my stay"
The price is S$214
includes taxes & fees
27 Oct - 28 Oct
Riverside Hotel, an Ascend Collection Hotel
The Black Bear Lodge at Stratton Mountain Resort
Indoor spa tub

The Black Bear Lodge at Stratton Mountain Resort

3.0 star property
7.6 out of 10, Good, (924)
"What a great, cozy place! Definitely would stay here again "
The price is S$210
includes taxes & fees
26 Oct - 27 Oct
The Black Bear Lodge at Stratton Mountain Resort
Jackson Gore Village
Property entrance

Jackson Gore Village

3.0 star property
8.6 out of 10, Excellent, (792)
"This place is amazing!!! We wish we could stay for a week!"
The price is S$276
includes taxes & fees
10 Nov - 11 Nov
Jackson Gore Village
The Equinox Golf Resort & Spa
Exterior

The Equinox Golf Resort & Spa

4.5 star property
7.4 out of 10, Good, (548)
"Beautiful hotel! "
The price is S$313
includes taxes & fees
22 Oct - 23 Oct
The Equinox Golf Resort & Spa
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, (758)
"It is Good place to stay. We enjoyed our stay here."
The price is S$242
includes taxes & fees
11 Nov - 12 Nov
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Kimpton Taconic Hotel by IHG
Exterior

Kimpton Taconic Hotel by IHG

4.0 star property
9.4 out of 10, Exceptional, (808)
"Very nice, beautiful inn"
The price is S$274
includes taxes & fees
2 Nov - 3 Nov
Kimpton Taconic Hotel by IHG
Vantage Point Villas at Stratton Mountain Resort
Outdoor dining

Vantage Point Villas at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very good, (67)
"Amazing stay - The condo was cozy and perfect for our family! "
The price is S$352
includes taxes & fees
12 Nov - 13 Nov
Vantage Point Villas at Stratton Mountain Resort
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, (1011)
"Comfortable night stay. Would repeat "
The price is S$147
includes taxes & fees
11 Nov - 12 Nov
Days Inn by Wyndham Keene NH
Deerfield Valley Inn
Exterior

Deerfield Valley Inn

3.0 star property
9.6 out of 10, Exceptional, (69)
"We had a lovely time staying here. "
Deerfield Valley 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

DaVallia Art & Accents

Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area.
See properties

Bonnie's Bundles Dolls

Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views or seek out its ski slopes.
See properties

Top Chester Hotel Reviews

Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

10/10 Excellent
"Was"
John 1-night trip
Posted 3 days ago
Best Western Plus Keene Hotel

More cheap stays in Chester

Hampton Inn Brattleboro

Hampton Inn Brattleboro

1378 Putney Road, Brattleboro, VT
The price is S$141 per night from 5 Nov to 6 Nov
S$141
5 Nov - 6 Nov
includes taxes & fees
8.2/10 Very Good! (901 reviews)

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.
What are some of the best holiday rentals that Chester has to offer?
Okemo Mountain Lodging: This holiday home rental outside Chester is in the mountains, and equipped with daily housekeeping and an LCD TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher 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 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: Offers a seasonal outdoor pool, an indoor pool and 4 restaurants. The Equinox Golf Resort & Spa and Jackson Gore Village 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 Grafton Historical Society 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.

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