Chester Hotels from S$109

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Top 10 trending Chester hotels

The Putney Inn
2.5 star property
8.2 out of 10, Very good, (1013)
"The people that work there are so nice "
The price is S$135
includes taxes & fees
6 Nov - 7 Nov
The Putney Inn
Best Western Springfield Hotel
2.5 star property
8.8 out of 10, Excellent, (723)
"A hotel that welcomes all you dont even have to be a paying guest. I was greeted by a nice lady who has worked 18 years doing laundry and she helped with my laundry, and i praise God for that! I have been traveling in my car for about 2 months locally and was finally using my free night for a comfy bed, because car beds in front seat you start to miss flat beds and so i chose this location as I have stayed here before and had a pleasant experience. Accepts pets, cats and dogs. Very...
The price is S$220
includes taxes & fees
11 Nov - 12 Nov
Best Western Springfield Hotel
The Hartness House
3.0 star property
8.2 out of 10, Very good, (293)
"We loved the historical nature of the property and the option of touring with a very well informed and friendly guide. We have relayed the information to our friends and highly recommend they visit."
The price is S$245
includes taxes & fees
13 Nov - 14 Nov
The Hartness House
Fairfield Inn & Suites by Marriott Keene Downtown
2.5 star property
8.8 out of 10, Excellent, (655)
"Location and cleanliness "
The price is S$170
includes taxes & fees
11 Nov - 12 Nov
Fairfield Inn & Suites by Marriott Keene Downtown
The Burrell House
2.5 star property
9.6 out of 10, Exceptional, (118)
"Really enjoyed it. Quaint area, great room and friendly service!"
The price is S$213
includes taxes & fees
7 Nov - 8 Nov
The Burrell House
Fullerton Inn
2.5 star property
8.0 out of 10, Very good, (302)
"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$186
includes taxes & fees
11 Nov - 12 Nov
Fullerton Inn
Stone Hearth Inn and Eatery
3.0 star property
9.2 out of 10, Wonderful, (73)
"If you’re looking for an authentic experience in a 200 year old home - with tons of wonderful history and true early American character - you’ll love this stay! This is NOT a shiny new hotel, with all the conveniences. You can forget your free “make-your-own hot breakfast” deal. This chef-curated breakfast was fresh, carefully crafted, and delicious! The eggs were light, fluffy and flavorful. The bacon was thick and cooked perfectly. And OMG, the homemade Belgian waffles were literally covered...
The price is S$322
includes taxes & fees
6 Nov - 7 Nov
Stone Hearth Inn and Eatery
Windham Hill Inn
3.0 star property
8.2 out of 10, Very good, (32)
"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$298
includes taxes & fees
19 Nov - 20 Nov
Windham Hill Inn
Rodeway Inn
2.0 star property
6.2 out of 10, (264)
"It was a clean, safe motel, a great value. I have no complaints. Nearby Bellow Falls is only 4-5 miles away with several restaurant options. It served my needs well. Friendly staff."
The price is S$142
includes taxes & fees
6 Nov - 7 Nov
Rodeway Inn
The Lodge at West River
2.5 star property
9.6 out of 10, Exceptional, (184)
"Amazing place and amazing host!!🙌"
The price is S$194
includes taxes & fees
14 Nov - 15 Nov
The Lodge at West River
Harvest Barn Inn
3.0 star property
9.8 out of 10, Exceptional, (192)
"The young couple who own the Harvest Barn Inn are wonderful. The breakfasts were well thought out and excellent. Coffee and cookies were available in the afternoon and the cookies were delicious. The inn is located on a quiet road close to the VT Country Store and downtown Bellows Falls is unique and inviting. Beautiful views. Can’t say enough good things about this inn. "
The price is S$271
includes taxes & fees
16 Nov - 17 Nov
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$431
includes taxes & fees
11 Nov - 12 Nov
Chesterfield Inn
Grafton Inn
3.5 star property
9.6 out of 10, Exceptional, (80)
"Wonderful in every way."
Grafton Inn
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
3.0 star property
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Historic New Hampshire Home: 1 Mi to Boat Launch
3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch
Cozy Falls Brook Cabin: Hike & Swim On-site!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
Cozy Falls Brook Cabin: Hike & Swim On-site!
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
Updated Vintage Apartment < 1/2 Mi to Main St
3.0 star property
Updated Vintage Apartment < 1/2 Mi to Main St
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
3.0 star property
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!
3.0 star property
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!
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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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.