Chester Hotels from S$118

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
15 Jun - 16 Jun
Tomorrow
16 Jun - 17 Jun
Next weekend
20 Jun - 22 Jun
In two weeks
27 Jun - 29 Jun

Filter by

Guest rating
Guest rating
Property class

Top 10 trending Chester hotels

Fullerton Inn
Iron/ironing board, free WiFi, bed sheets

Fullerton Inn

2.5 star property
8.0 out of 10, Very good, (356)
"We enjoyed our stay at this lovely Inn, it was quiet and the owner was welcoming and knowledgeable about the area. Our youngest especially enjoyed the checkerboard in the lounge"
The price is S$194
includes taxes & fees
17 Jun - 18 Jun
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$260
includes taxes & fees
7 Jul - 8 Jul
Stone Hearth Inn and Eatery
The Carriage Barn Inn
Free daily continental breakfast

The Carriage Barn Inn

3.0 star property
9.6 out of 10, Exceptional, (147)
"The carriage inn has a lot of character. It was very comfortable and easy "
The price is S$211
includes taxes & fees
16 Jun - 17 Jun
The Carriage Barn Inn
Courtyard by Marriott Keene Downtown
Reception

Courtyard by Marriott Keene Downtown

3.0 star property
8.8 out of 10, Excellent, (1002)
"Great check in experience and clean, comfortable rooms. "
The price is S$206
includes taxes & fees
1 Jul - 2 Jul
Courtyard by Marriott Keene Downtown
Fairfield Inn & Suites by Marriott Keene Downtown
Exterior

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (718)
"We had a lovely stay. Decent breakfast, clean facilities. "
The price is S$198
includes taxes & fees
29 Jun - 30 Jun
Fairfield Inn & Suites by Marriott Keene Downtown
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (129)
"Well maintained property with beautifully decorated rooms. "
The Burrell House
Best Western Plus Keene Hotel
Exterior

Best Western Plus Keene Hotel

3.0 star property
8.2 out of 10, Very good, (1000)
"very nice and restaurant was awesome "
The price is S$186
includes taxes & fees
16 Jun - 17 Jun
Best Western Plus Keene Hotel
Hampton Inn & Suites Keene
Reception

Hampton Inn & Suites Keene

2.5 star property
9.0 out of 10, Wonderful, (306)
"We had a great time here! Clean rooms, polite staff and nice dinning area"
The price is S$204
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn & Suites Keene
Keene Elm City Hotel, Ascend Hotel Collection
In-room safe, desk, iron/ironing board, free cots/infant beds

Keene Elm City Hotel, Ascend Hotel Collection

2.5 star property
8.4 out of 10, Very good, (841)
"The hotel receptionist was very pleasant and helpful. "
The price is S$155
includes taxes & fees
22 Jun - 23 Jun
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, (1004)
"Convenient to places to eat in shopping, easy to find. Friendly staff, easy check in. Decent shape of the building and clean in the rooms. "
The price is S$124
includes taxes & fees
30 Jun - 1 Jul
Days Inn by Wyndham Keene NH
Inn at Valley Farms
Library

Inn at Valley Farms

2.0 star property
10.0 out of 10, Exceptional, (7)
"Wonderful location and property"
The price is S$223
includes taxes & fees
19 Jun - 20 Jun
Inn at Valley Farms
Royal Inn Claremont
Desk, blackout curtains, iron/ironing board, free WiFi

Royal Inn Claremont

2.0 star property
6.6 out of 10, (298)
"Room had an old smell in it, but it was very clean and newly renovated."
The price is S$154
includes taxes & fees
17 Jun - 18 Jun
Royal Inn Claremont
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, (340)
"Have stayed there before. Small motel but clean and quiet. Will stay again"
The price is S$160
includes taxes & fees
16 Jun - 17 Jun
Claremont Motor Lodge
Chesterfield Inn
Lobby

Chesterfield Inn

4.0 star property
9.0 out of 10, Wonderful, (102)
"Great stay"
The price is S$419
includes taxes & fees
26 Jun - 27 Jun
Chesterfield Inn
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (217)
"Very accommodating and wonderful people! Hoping to return!"
Harvest Barn Inn
Rodeway Inn
Lobby

Rodeway Inn

2.0 star property
6.2 out of 10, (273)
"It's the off season so it was very quiet. The stay was great, no complaints "
The price is S$118
includes taxes & fees
14 Jul - 15 Jul
Rodeway Inn
The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.4 out of 10, Very good, (1004)
"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
Interior

Latchis Hotel

2.5 star property
8.4 out of 10, Very good, (743)
"Our stay at the Latchis was wonderful! Super cool to be staying in an old art deco building, and we even took advantage of the movie theater a couple of times. Extremely conveniently located in the center of downtown, just a stone’s throw away from the Amtrak station. "
The price is S$197
includes taxes & fees
29 Jun - 30 Jun
Latchis Hotel
Best Western Springfield Hotel
Laptop workspace, iron/ironing board, rollaway beds, free WiFi

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (773)
"While I felt the price was a bit high for the hotel, the rooms were nice and the staff was great."
The price is S$225
includes taxes & fees
2 Jul - 3 Jul
Best Western Springfield Hotel
The One Cat B&B
Exterior detail

The One Cat B&B

2.5 star property
9.6 out of 10, Exceptional, (75)
"Such nice innkeepers! And a bespoke breakfast to boot. I hope I'm back in Brattleboro soon so I can spend another night at the One Cat B&B. Next time I hope to meet the cat."
The price is S$317
includes taxes & fees
18 Jun - 19 Jun
The One Cat B&B
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

Quaint Chester awaits: its hiking, skiing, dining and more!

See all hotels in Chester

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?

The Equinox Golf Resort & Spa: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. 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 66 hotels and other accommodation options to choose from. Find out more about Chester.

What should I do while I'm visiting Chester?

Attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for everyone. You'll also find Vermont Country Store and Lowell Lake State Park 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.