Chester Hotels from S$124

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Top 10 trending Chester hotels

The Putney Inn
2.5 star property
8.2 out of 10, Very good, (977)
"Convenient and accessible to Landmark College. Pleasant stay."
The price is S$169
includes taxes & fees
30 Sept - 1 Oct
The Putney Inn
Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
8.8 out of 10, Excellent, (648)
"The room and property were reasonably well maintained & clean. It’s a relatively minor nuisance, but several of the USB device charging sockets in the room were broken. For such a quaint New England town, the main street in front of the hotel was surprisingly noisy"
The price is S$194
includes taxes & fees
27 Oct - 28 Oct
Fairfield Inn & Suites by Marriott Keene Downtown
Best Western Springfield Hotel
2.5 star property
8.8 out of 10, Excellent, (710)
"Quiet hotel, easy and convenient parking. Anna in the breakfast area was a true asset to the hotel. She was courteous and very efficient keeping the food and coffee well-stocked. The pools temperature could have been much warmer. Overall, a good, clean hotel."
The price is S$250
includes taxes & fees
20 Oct - 21 Oct
Best Western Springfield Hotel
The Hartness House
3.0 star property
8.2 out of 10, Very good, (287)
"Very clean and the main house was amazing. "
The price is S$307
includes taxes & fees
30 Sept - 1 Oct
The Hartness House
Fullerton Inn
2.5 star property
8.2 out of 10, Very good, (293)
"I loved the quaintness of the Inn and especially the little suite I was in. A suggestion would be to replace the 2 chairs in the main bedroom because they are all worn out. They look nice, but they are not comfortable to sit in."
The price is S$194
includes taxes & fees
20 Oct - 21 Oct
Fullerton Inn
The Burrell House
2.5 star property
9.6 out of 10, Exceptional, (106)
"Great place, highly recommend "
The Burrell House
The Lodge at West River
2.5 star property
9.6 out of 10, Exceptional, (181)
"This place is amazing and so are David and Oliver. Highly recommend this place. "
The price is S$249
includes taxes & fees
21 Oct - 22 Oct
The Lodge at West River
Stone Hearth Inn and Eatery
3.0 star property
9.2 out of 10, Wonderful, (65)
"Very quaint, rooms are decorated in a lovely way. "
The price is S$312
includes taxes & fees
30 Sept - 1 Oct
Stone Hearth Inn and Eatery
Rodeway Inn
2.0 star property
6.2 out of 10, (255)
"Definitely not a 5 star resort, but it was reasonably clean and quiet Served our needs well. The staff was friendly and helpful "
The price is S$124
includes taxes & fees
6 Oct - 7 Oct
Rodeway Inn
Windham Hill Inn
3.0 star property
8.4 out of 10, Very good, (31)
"The rustic charm of a beautifully renovated New England barn, with spacious rooms that provide quiet solitude and comfortable furnishings, wall to wall! The king size bed, the oversized bathroom with a giant jetted tub beneath a skylight…SO INCREDIBLY PEACEFUL!! And outdoors there are numerous trails and Adirondack chairs placed at scenic spots to take in the beauty of the land in front of you and to enjoy the star filled wide-open sky above at night, which we did and thoroughly enjoyed! We...
The price is S$289
includes taxes & fees
21 Oct - 22 Oct
Windham Hill Inn
Harvest Barn Inn
3.0 star property
9.6 out of 10, Exceptional, (188)
"We had a great time at this place! It was only one night, but having coffee on the awesome porch overlooking the Connecticut River in 60 degree weather close to Fall was perfect!"
The price is S$271
includes taxes & fees
2 Oct - 3 Oct
Harvest Barn Inn
Chesterfield Inn
4.0 star property
9.0 out of 10, Wonderful, (101)
"Lots of things were lovely; fantastic room service food (unbelievably fresh and delicious, better than anywhere I’ve ever eaten in a hotel while traveling), beautiful serene natural setting, and wonderful design of the buildings plus COOKIES and tea in the afternoon. The service was also fantastic. The paint could use freshening and the bathroom grout needs redoing (or consider retiling). A piece of one window pane, a wood bit, fell off… so I stuck it back, obviously needs a proper repair. With...
The price is S$462
includes taxes & fees
30 Oct - 31 Oct
Chesterfield Inn
Grafton Inn
3.5 star property
9.6 out of 10, Exceptional, (80)
"Wonderful in every way."
Grafton Inn
Historic New Hampshire Home: 1 Mi to Boat Launch
3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch
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
Cozy Falls Brook Cabin: Hike & Swim On-site!
3.0 star property
Cozy Falls Brook Cabin: Hike & Swim On-site!
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!
3.0 star property
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!
Updated Vintage Apartment < 1/2 Mi to Main St
3.0 star property
Updated Vintage Apartment < 1/2 Mi to Main St
Cozy Vermont Escape w/ Deck, Near Skiing!
3.0 star property
Cozy Vermont Escape w/ Deck, Near Skiing!
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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: Provides a seasonal outdoor pool, an indoor pool and 4 restaurants. The Equinox Golf Resort & Spa 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 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 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 April, with each month seeing an average of 38 cm of snowfall.