Chester Hotels from S$113

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check Chester hotel prices

Tonight
Jun 1 - Jun 2
Tomorrow night
Jun 2 - Jun 3
Next weekend
Jun 7 - Jun 9

Filter by

Popular filters
Popular filters
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top 10 trending Chester hotels

The Putney Inn
Exterior
The Putney Inn
2.5 star property
8.2 out of 10, Very good, (909)
"Easy, quick check in, friendly staff. Some noise from neighbors to be expected. Very clean, good sleep, pleasant stay. Would return. "
The price is S$209
per night
4 Jun - 5 Jun
The Putney Inn
Best Western Springfield Hotel
Lobby
Best Western Springfield Hotel
2.5 star property
8.8 out of 10, Excellent, (684)
"Food options fairly close, fuel options very close, the room was clean but had a hole in the carpet which was very evident. "
The price is S$264
per night
16 Jun - 17 Jun
Best Western Springfield Hotel
Windham Hill Resort
Exterior
Windham Hill Resort
3.0 star property
8.2 out of 10, Very good, (27)
"We stayed in the 8-room converted barn. The room very large and a pleasant surprise featuring a great view, soaking tub in the living area, gas fireplace, and a very comfortable king bed. I would give Windham Hill Inn five stars, but I deducted a star because of a clogged bathroom sink, a difficult to control HVAC system, and live and dead bugs in the room. Although somewhat dated, the room was spectacular for the price. "
The price is S$249
per night
2 Jun - 3 Jun
Windham Hill Resort
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Fullerton Inn
Iron/ironing board, free WiFi, bed sheets
Fullerton Inn
2.5 star property
8.2 out of 10, Very good, (277)
"Very interesting place. I loved the historic feel. However, the floors were very squeaky and almost felt like you could fall through sometimes. The continental breakfast, although appreciated, was very slim. One type of (huge) muffins, stale bagels, yogurt, orange juice, coffee. Having some milk, cereal or fruit would have been nice. Friendly staff however, we barely saw anyone at all."
The price is S$205
per night
3 Jun - 4 Jun
Fullerton Inn
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, (632)
"Perfect location in downtown Keene. Kind staff and clean rooms. Free coffee in lobby and attached to a great restaurant. "
The price is S$186
per night
30 Jun - 1 Jul
Fairfield Inn & Suites by Marriott Keene Downtown
Stone Hearth Inn and Eatery
Front of property
Stone Hearth Inn and Eatery
2.0 star property
9.2 out of 10, Wonderful, (50)
"My fiance and I had an amazing stay here. Vicki and her staff are incredible and attentive to their guests. The food is beyond amazing one of the best meals we have had. We highly recommend this cute and quaint spot and definitely will be making many trips back! "
The price is S$343
per night
2 Jun - 3 Jun
Stone Hearth Inn and Eatery
The Hartness House
Interior
The Hartness House
3.0 star property
8.0 out of 10, Very good, (280)
"I loved the historic feel."
The price is S$245
per night
1 Jul - 2 Jul
The Hartness House
The Lodge at West River
Lobby lounge
The Lodge at West River
2.5 star property
9.6 out of 10, Exceptional, (165)
"We stayed to see the eclipse the next day in Peacham VT. We wanted to be away from the crowds. We had cinnamon raisin toast and oatmeal for a quick breakfast. The room was clean and and fresh smelling as a non-smoking room. The bathroom was clean , the beds were comfortable, the hotel was quite and peaceful at night. TV was great with our Netflix account. The front desk staff was very courteous and polite and helpful with info about nearby events and services. All said it was a great stay."
The price is S$187
per night
30 Jun - 1 Jul
The Lodge at West River
Rodeway Inn
Lobby
Rodeway Inn
2.0 star property
6.2 out of 10, (241)
"Clean comfortable room."
The price is S$146
per night
2 Jun - 3 Jun
Rodeway Inn
The Burrell House
Exterior
The Burrell House
2.5 star property
9.6 out of 10, Exceptional, (89)
"Very clean and well maintained property. Easy check in and out process. Owners were very responsive."
The price is S$196
per night
2 Jun - 3 Jun
The Burrell House
Harvest Barn Inn
Porch
Harvest Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (171)
"Excellent B&B! Very cozy and friendly, gourmet breakfasts. And the town is very cool and artsy, good coffee shops. "
The price is S$251
per night
12 Jun - 13 Jun
Harvest Barn Inn
Grafton Inn
Reception
Grafton Inn
3.5 star property
9.6 out of 10, Exceptional, (80)
"Wonderful in every way."
The price is S$363
per night
18 Jun - 19 Jun
Grafton Inn
Chesterfield Inn
Lobby
Chesterfield Inn
4.0 star property
9.0 out of 10, Wonderful, (100)
"A true find!"
The price is S$441
per night
10 Jun - 11 Jun
Chesterfield Inn
Windham Hill Inn
Outdoor pool
Windham Hill Inn
4.0 star property
9.2 out of 10, Wonderful, (47)
"This Inn was absolutely gorgeous. The room was so nice and cozy, I didn’t want to leave for dinner. I can’t wait to see it in the spring time."
Windham Hill Inn
Updated Vintage Apartment < 1/2 Mi to Main St
Interior
Updated Vintage Apartment < 1/2 Mi to Main St
3.0 star property
Updated Vintage Apartment < 1/2 Mi to Main St
Cozy Falls Brook Cabin: Hike & Swim On-site!
Interior
Cozy Falls Brook Cabin: Hike & Swim On-site!
3.5 star property
Cozy Falls Brook Cabin: Hike & Swim On-site!
Motel in the Meadow
Free WiFi
Motel in the Meadow
2.5 star property
8.4 out of 10, Very good, (71)
"Cute little motel. Basic but has what you need. Yummy muffins for breakfast too."
Motel in the Meadow
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!
View from property
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!
3.0 star property
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!
Timeless Red Sox Retreat w/ Scenic Mountain Views!
Interior
Timeless Red Sox Retreat w/ Scenic Mountain Views!
3.0 star property
Timeless Red Sox Retreat w/ Scenic Mountain Views!
Keene Villa Near Skiing, Swimming & Hiking!
Interior
Keene Villa Near Skiing, Swimming & Hiking!
3.0 star property
Keene Villa Near Skiing, Swimming & Hiking!
Don't see what you're looking for?
See all available properties in Chester
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.

More cheap stays in Chester

The Covered Bridge Inn

The Covered Bridge Inn

1043 Putney Road, Brattleboro, VT
The price is S$113 per night from Jun 9 to Jun 10
S$113
per night
9 Jun - 10 Jun
8.2/10 Very Good! (1,001 reviews)

Hotels near Chester Attractions

Image for Bonnie's Bundles Dolls

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
Bonnie's Bundles Dolls
Image for DaVallia Art & Accents

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
DaVallia Art & Accents

Chester hotels information

Number of reviews
4,102
Accommodation
2,912 hotels
Lowest Price
S$113
Highest Price
S$441

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?

Colonial Motel And Spa: Features a full-service spa, 2 indoor swimming pools and a sauna. Woodstock Inn & Resort and Hampton Inn and Suites Manchester 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 70 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 Baltimore Covered Bridge 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.

Recent Reviews in Chester
Expedia verified reviews

Colonial Motel And Spa

Colonial Motel And Spa

5/5 Excellent
"I got the 1 bedroom suite there. It was very spacious and comfortable. The perfect place if you want to sleep well. The bedding was ultra comfortable and I had everything I needed."
A verified traveller stayed at Colonial Motel And Spa
Posted 2 days ago
Colonial Motel And Spa
Latchis Hotel

Latchis Hotel

5/5 Excellent
"This was our second time staying at the Latchis Hotel and we had another great visit. The room we had was clean and comfortable with a great view of the mountains. The staff was great and friendly as well. "
A verified traveller stayed at Latchis Hotel
Posted 5 days ago
Latchis Hotel