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Check Chester hotel prices

Tonight
28 Nov - 29 Nov
Tomorrow night
29 Nov - 30 Nov
This weekend
29 Nov - 1 Dec
Next weekend
6 Dec - 8 Dec

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Top hotels and accommodation in Chester

The Putney Inn
Exterior

The Putney Inn

2.5 star property
8.2 out of 10, Very good, (1025)
"Peaceful "
The price is AU$157
includes taxes & fees
1 Dec - 2 Dec
The Putney Inn
Best Western Springfield Hotel
Suite, 1 King Bed, Accessible, Refrigerator & Microwave (with Sofabed)

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (727)
"The staff were very helpful and friendly "
The price is AU$240
includes taxes & fees
5 Dec - 6 Dec
Best Western Springfield Hotel
The Hartness House
Interior

The Hartness House

3.0 star property
8.2 out of 10, Very good, (294)
"The place was very clean and well kept, but we felt like we had the entire Inn to ourselves. We heard coughing from another room, but it felt very empty. We saw a staff member only in the morning and they were great! Very friendly, very helpful and took us on a tour of the tunnels and told us the history of it all. What was disappointing is the lack of a restaurant/ bar which was a big highlight when we stayed here years ago. When we came here years ago, it felt lively with what seemed like...
The price is AU$307
includes taxes & fees
26 Dec - 27 Dec
The Hartness House
The Burrell House
Exterior

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (118)
"Easy and quick check in. Really nice room (the lilac room). Bed was comfortable."
The Burrell House
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, (659)
"Cute"
The price is AU$232
includes taxes & fees
4 Dec - 5 Dec
Fairfield Inn & Suites by Marriott Keene Downtown
Fullerton Inn
Standard Room, 2 Double Beds

Fullerton Inn

2.5 star property
8.0 out of 10, Very good, (304)
"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 AU$216
includes taxes & fees
1 Dec - 2 Dec
Fullerton Inn
Windham Hill Inn
Romantic Room, 1 King Bed | Mountain view

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 AU$347
includes taxes & fees
12 Dec - 13 Dec
Windham Hill Inn
Rodeway Inn
Lobby

Rodeway Inn

2.0 star property
6.2 out of 10, (265)
"The owners tried hard to please. The only food available nearby was a convenience store in a gas station. The nearest restaurant, according to the owners, was 20 miles away. The price was reasonable enough to make up for these shortcomings."
The price is AU$166
includes taxes & fees
23 Dec - 24 Dec
Rodeway Inn
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (73)
"My husband and I stayed here for a night. Communication was great. Beautiful old inn. The best part was the owners daughter/husband are chefs! Like...gourmet chefs! I think I had the best breakfast I've ever had in my life here. Just a lovely family owned - beautiful VT Inn. Would stay again in a heartbeat!"
The price is AU$375
includes taxes & fees
5 Dec - 6 Dec
Stone Hearth Inn and Eatery
The Lodge at West River
Lobby lounge

The Lodge at West River

2.5 star property
9.6 out of 10, Exceptional, (184)
"Amazing place and amazing host!!🙌"
The price is AU$231
includes taxes & fees
29 Nov - 30 Nov
The Lodge at West River
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (194)
"Such an excellent stay. Beautiful view, felt safe and quiet. Blessing was kind enough to make us breakfast in the morning, highly recommended "
The price is AU$264
includes taxes & fees
1 Dec - 2 Dec
Harvest Barn Inn
King & Queen Suite in Historic Inn Circa 1780
Interior

King & Queen Suite in Historic Inn Circa 1780

9.6 out of 10, Exceptional, (13)
"This is a fine place to stay. Everything is thoughtfully provided to make guests comfortable. The bed was very high quality, too. There were snacks, breakfast options, and good coffee available in the morning. Nothing fancy, but very useful and much appreciated."
The price is AU$314
includes taxes & fees
1 Dec - 2 Dec
King & Queen Suite in Historic Inn Circa 1780
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Interior

Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

8.0 out of 10, Very good, (1)
"Property seemed well-maintained and cared for. We were only there a short time, but it was well put together. The check-in process was a little hectic, check in time was 3pm, but our room wasn't ready. The caretaker was very friendly. We only had to wait about 20 minutes. We weren't aware this property was a VRBO, and not a regular Inn. "
The price is AU$328
includes taxes & fees
10 Dec - 11 Dec
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Chesterfield Inn
Lobby

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 AU$503
includes taxes & fees
1 Dec - 2 Dec
Chesterfield Inn
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Interior

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!

9.8 out of 10, Exceptional, (72)
"Cozy sweet nostalgic cabin Great little getaway! Great host 😊"
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Zen of the Woods Tiny Cabin in Okemo Valley
Exterior

Zen of the Woods Tiny Cabin in Okemo Valley

10.0 out of 10, Exceptional, (8)
"We had a great time and enjoyed the peace and quiet!"
The price is AU$446
includes taxes & fees
1 Dec - 2 Dec
Zen of the Woods Tiny Cabin in Okemo Valley
Grafton Inn
Reception

Grafton Inn

3.5 star property
9.6 out of 10, Exceptional, (80)
"Wonderful in every way."
Grafton Inn
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (148)
"The area was amazing and the views were incredible. "
The price is AU$573
includes taxes & fees
9 Dec - 10 Dec
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Honeymoon Suite with Jacuzzi Tub in Historic Inn
1 bedroom, desk, iron/ironing board, free WiFi

Honeymoon Suite with Jacuzzi Tub in Historic Inn

8.6 out of 10, Excellent, (7)
"I was enchanted to be staying in a beautiful antique decorated place. And the jacuzzi tub was large, comfortable, and easily accessed by a step."
The price is AU$310
includes taxes & fees
1 Dec - 2 Dec
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Hawks Mountain Farm, full apartment on a working farm.
Property grounds

Hawks Mountain Farm, full apartment on a working farm.

9.8 out of 10, Exceptional, (30)
"Beautiful spot in a natural setting. Property owner was very informative about the areas around us as well as the area we were in. A tour of his rescue animals was very enjoyable and informative. It was the perfect getaway. The apartment supplied everything we needed. I would highly recommend a stay there."
Hawks Mountain Farm, full apartment on a working farm.
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.

What are some of the best holiday rentals that Chester has to offer?

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree!: This holiday home rental outside of Chester is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a private garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all 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 family accommodation in Chester?

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a guesthouse with in-room kitchens and free WiFi, and it's a top choice on Expedia for families. Also, attractions such as DaVallia Art & Accents and Bonnie's Bundles Dolls are fun for children of all ages. Find more child-friendly accommodations in Chester.

What's the best place to stay for a romantic holiday in Chester?

1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO! is a favourite guest house for couples, and features free WiFi and a fitness centre. See all romantic hotels in Chester.

What's the best dog-friendly accommodation option in Chester?

Stunning farmhouse-Historic village-Mins to Skiing is a top dog-friendly option for your stay. Other good choices for you and your pet's trip include Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR and Motel in the Meadow. 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's the best accommodation option for a trip to the slopes in Chester?

1868 CARRIAGE HOUSE-QUAINT + COZY -PERFECT ESCAPE-20 MIN TO OKEMO! is a top guest house for hitting the ski slopes, and features free WiFi and a fitness centreThis guest house is located 22 minutes by car from Magic Mountain Ski Resort. Motel in the Meadow is another good option for your winter getaway. See all ski 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 Mount Snow Grand Summit Resort are two additional hotels that feature an on-site pool. View all hotels with pools in Chester.

What is the best spa hotel in Chester?

1868 CARRIAGE HOUSE-QUAINT + COZY -PERFECT ESCAPE-20 MIN TO OKEMO! is a top spa hotel featuring a pool and a fitness centre. Why not spend some time relaxing in the hot tub? See all spa hotels 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. Top sights around the area include Okemo Mountain Resort and Stratton Mountain Resort. In Chester, there are 73 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. Additionally, you'll find Okemo Mountain Resort and Stratton Mountain Resort 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.