Chester Hotels from S$118

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16 Jul - 17 Jul
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17 Jul - 18 Jul
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18 Jul - 20 Jul
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25 Jul - 27 Jul

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Top 10 trending Chester hotels

The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1002)
"Quaint little Inn with spacious rooms and comfy beds. Just perfect and the guy at the front desk was super friendly and helpful! Would stay again if in the area "
The Putney Inn
Latchis Hotel
Hiking

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (756)
"Great location, amazing history and architecture."
The price is S$179
includes taxes & fees
21 Jul - 22 Jul
Latchis Hotel
Lincoln Inn & Gallery
Interior

Lincoln Inn & Gallery

3.0 star property
9.4 out of 10, Exceptional, (23)
"Lovely little inn with a picturesque setting. "
The price is S$138
includes taxes & fees
21 Jul - 22 Jul
Lincoln Inn & Gallery
Fullerton Inn
Garden

Fullerton Inn

2.5 star property
8.2 out of 10, Very good, (368)
"Everything was Awsome friendly staff"
The price is S$222
includes taxes & fees
20 Jul - 21 Jul
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, (90)
"A historic establishment ran by a family, this cozy place in the mountains is a nice retreat from the daily hustle and bustle. "
The price is S$282
includes taxes & fees
30 Jul - 31 Jul
Stone Hearth Inn and Eatery
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, (855)
"Friendly staff and clean, spacious room. Breakfast was very good!! "
The price is S$155
includes taxes & fees
31 Jul - 1 Aug
Keene Elm City Hotel, Ascend Hotel Collection
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
7.2 out of 10, Good, (1005)
"Great stay"
The price is S$134
includes taxes & fees
10 Aug - 11 Aug
Days Inn by Wyndham Keene NH
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, (355)
"Would definitely stay here again if I return to the area."
The price is S$151
includes taxes & fees
30 Jul - 31 Jul
Claremont Motor Lodge
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1000)
"Nice hotel "
The price is S$187
includes taxes & fees
21 Jul - 22 Jul
Best Western Plus Keene Hotel
The Covered Bridge Inn
Exterior detail

The Covered Bridge Inn

2.5 star property
8.0 out of 10, Very good, (1002)
"Very comfortable and affordable room for late night traveling and just needing a place to rest before hitting the road again. "
The Covered Bridge Inn
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (312)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
The price is S$206
includes taxes & fees
24 Jul - 25 Jul
Hampton Inn & Suites Keene
Bromley View Inn
Lounge

Bromley View Inn

3.5 star property
9.2 out of 10, Wonderful, (358)
"Awesome view and a nice place to stargaze"
Bromley View Inn
Brittany Motel
Front of property

Brittany Motel

2.0 star property
9.4 out of 10, Exceptional, (310)
"The location was perfect. "
The price is S$159
includes taxes & fees
11 Aug - 12 Aug
Brittany Motel
The Upper Pass Lodge at Magic Mountain
Desk, iron/ironing board, free WiFi, bed sheets

The Upper Pass Lodge at Magic Mountain

2.5 star property
8.4 out of 10, Very good, (649)
"Very friendly staff. Enjoyed my stay."
The Upper Pass Lodge at Magic Mountain
Colonel Williams Inn
Front of property

Colonel Williams Inn

3.0 star property
9.8 out of 10, Exceptional, (307)
"The inn keepers are always super friendly and the place is kept well. The breakfast is delicious. Great for families who prefer quiet and quaint."
The price is S$203
includes taxes & fees
24 Jul - 25 Jul
Colonel Williams Inn
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (221)
"Nice and comfortable great breakfast"
Harvest Barn Inn
Sleep Woodstock Motel
2 bedrooms, individually decorated, desk, blackout curtains

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (500)
"This place was lovely, they were always checking in to make sure we were ok and they had plenty of amenities for us to use!"
The price is S$153
includes taxes & fees
23 Jul - 24 Jul
Sleep Woodstock Motel
Black Mountain Inn
Front of property

Black Mountain Inn

2.0 star property
7.4 out of 10, Good, (444)
"Even better than expected. Would absolutely stay there again."
The price is S$170
includes taxes & fees
6 Aug - 7 Aug
Black Mountain Inn
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (778)
"Great location!! Very accommodating and clean."
The Shire Woodstock
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, (1000)
"Our stay was outstanding. Definitely will return to this hotel "
The price is S$215
includes taxes & fees
10 Aug - 11 Aug
Hampton Inn and Suites Manchester
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 map

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

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

See all hotels in Chester

Top Chester Hotel Reviews

Hampton Inn Brattleboro

Hampton Inn Brattleboro

10/10 Excellent
"Perfect accommodations for what we needed. "
Anonymous traveller 5-night trip
Posted 2 days ago
Hampton Inn Brattleboro

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 accommodation for a budget-friendly stay in Chester?

Based on reviews, The Karass Inn is a popular B&B for our travellers who want a more economical choice, and features free full breakfast and free WiFi. Another top choice for your stay on the cheap is Motel in the Meadow. View all budget 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. See more pet-friendly hotel accommodations in Chester.

What's the best luxury place to stay in Chester?

Inn Victoria is a 4-star B&B with a winery and a deli, and it's a popular choice for Expedia travellers looking for a pampered stay. Find more luxury hotels in Chester.

What are some accommodation options with pools in Chester?

Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool and 4 restaurants. Colonial Motel And Spa and The Equinox Golf Resort & 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 66 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 Plummer's Sugar House 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.