Find hotels in Chester, VT from AED 340

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Check Chester hotel prices

Tonight
24 Dec - 25 Dec
Tomorrow night
25 Dec - 26 Dec
This weekend
27 Dec - 29 Dec
Next weekend
3 Jan - 5 Jan

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Compare 2,947 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Putney Inn
Front of property

The Putney Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Just a great place to stay in the Brattleboro,vt area. Quiet,clean and well hotel"
The price is AED 343
AED 374 total
includes taxes & fees
27 Dec - 28 Dec
The Putney Inn
Best Western Springfield Hotel
Exterior

Best Western Springfield Hotel

2.5 star property
8.8 out of 10, Excellent, (731)
"Quite small town which im sure Vermont is just all small towns."
The price is AED 559
AED 609 total
includes taxes & fees
1 Jan - 2 January 2025
Best Western Springfield Hotel
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, (666)
"the parking lot made it difficult to unpack "
The price is AED 511
AED 554 total
includes taxes & fees
1 Jan - 2 January 2025
Fairfield Inn & Suites by Marriott Keene Downtown
Fullerton Inn
Front of property - evening/night

Fullerton Inn

2.5 star property
8.0 out of 10, Very Good, (310)
"This is a lovely place to stay in the winter. It's much more like a B&B in decor than a chain hotel, but it's a hotel so you don't have to chat with anyone if you don't want to! There's a cozy bar & kitchen, and it's only 20 min from Okemo Mountain."
The price is AED 403
AED 439 total
includes taxes & fees
6 Jan - 7 January 2025
Fullerton Inn
The Burrell House
Bathroom

The Burrell House

2.5 star property
9.6 out of 10, Exceptional, (120)
"The location was good for a family event in Walpole, NH. There was difficulty is getting into the room since the code was in correct. the problem was resolved with 15 minutes and the code was reset. We waited in the downstairs Living Room which was confortable. The room was cozy and clean. "
The price is AED 500
AED 543 total
includes taxes & fees
26 Dec - 27 Dec
The Burrell House
The Hartness House
Front of property

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 AED 673
AED 734 total
includes taxes & fees
26 Dec - 27 Dec
The Hartness House
The Lodge at West River
Front of property

The Lodge at West River

2.5 star property
9.6 out of 10, Exceptional, (189)
"Good stay"
The price is AED 648
AED 706 total
includes taxes & fees
4 Jan - 5 January 2025
The Lodge at West River
Stone Hearth Inn and Eatery
Front of property

Stone Hearth Inn and Eatery

3.0 star property
9.2 out of 10, Wonderful, (75)
"Breakfast was great. The owner is super nice"
The price is AED 822
AED 896 total
includes taxes & fees
30 Dec - 31 Dec
Stone Hearth Inn and Eatery
Harvest Barn Inn
Porch

Harvest Barn Inn

3.0 star property
9.8 out of 10, Exceptional, (197)
"No Complaints, Excellent breakfast "
The price is AED 579
AED 631 total
includes taxes & fees
6 Jan - 7 January 2025
Harvest Barn Inn
Rodeway Inn
Exterior

Rodeway Inn

2.0 star property
6.2 out of 10, (265)
"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 AED 327
AED 357 total
includes taxes & fees
1 Jan - 2 January 2025
Rodeway Inn
Windham Hill Inn
Exterior

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 AED 760
AED 829 total
includes taxes & fees
8 Jan - 9 January 2025
Windham Hill Inn
King & Queen Suite in Historic Inn Circa 1780
Room

King & Queen Suite in Historic Inn Circa 1780

9.6 out of 10, Exceptional, (14)
"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 AED 621
AED 959 total
includes taxes & fees
1 Jan - 2 January 2025
King & Queen Suite in Historic Inn Circa 1780
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Room

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 AED 569
AED 893 total
includes taxes & fees
5 Jan - 6 January 2025
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Cabin with Spring snow!

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!
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Living area

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 AED 584
AED 884 total
includes taxes & fees
6 Jan - 7 January 2025
Honeymoon Suite with Jacuzzi Tub in Historic Inn
Zen of the Woods Tiny Cabin in Okemo Valley
Exterior Fall

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 AED 459
AED 1,051 total
includes taxes & fees
14 Jan - 15 January 2025
Zen of the Woods Tiny Cabin in Okemo Valley
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Outside

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (151)
"Never could get the wifi to work. I entered the code on the router 6 times but no luck. Would be helpful if you changed the password for the wifi to an easily entered name. The man who came to shovel unfortunately after we were stuck in the snow was very helpful and very nice.. He got us out."
The price is AED 624
AED 1,349 total
includes taxes & fees
6 Jan - 7 January 2025
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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 AED 1,129
AED 1,225 total
includes taxes & fees
7 Jan - 8 January 2025
Chesterfield Inn
Room in Historic Inn! 20 Minutes to Okemo!
Room

Room in Historic Inn! 20 Minutes to Okemo!

9.4 out of 10, Exceptional, (13)
"I loved the room we stayed in. It was such a comfortable bed as well as the pillows. The bathroom was large and just about everything in our room was like a storybook. Loved skimming through some of the old books...so informative. The only thing I wished we knew is it was difficult to find a place to eat as we were there Monday thru Wednesday morning and no eateries on Main Street was opened. We drove a half our to eat breakfast. Perhaps it was the wrong season to go but the foliage was...
The price is AED 547
AED 835 total
includes taxes & fees
1 Jan - 2 January 2025
Room in Historic Inn! 20 Minutes to Okemo!
Grafton Inn
Natural pool

Grafton Inn

3.5 star property
9.6 out of 10, Exceptional, (80)
"Wonderful in every way."
Grafton Inn
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 visit based on reviews is Fullerton Inn. See all available top hotels, or vacation rentals in Chester.

What's the top vacation rental that Chester has to offer?

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location: You might want to consider this vacation home rental near Chester, which is located on a lake and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a private yard, a selection of games, and a spa tub so you can immerse yourself in your vacation. 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 provided that you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Chester.

Where can I learn more about changing or cancelling my trip to Chester?

For additional details about rescheduling or cancelling your trip to Chester, head over to our customer service page.

What's the best hotel for a family vacation to 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. Attractions like DaVallia Art & Accents and Bonnie's Bundles Dolls are also fun for kids of all ages. Find more child-friendly accommodations in Chester.

What's the best accommodation for a romantic vacation in Chester?

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

What's the best pet-friendly accommodation in Chester?

Stunning farmhouse-Historic village-Mins to Skiing is a top pet-friendly option for your stay. Other good choices for you and your pet 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 are some accommodations with pools in Chester?

Woodstock Inn & Resort: Features a seasonal outdoor pool, an indoor pool, and 4 restaurants. Hampton Inn and Suites Manchester and Pointe at Castle Hill Resort are two additional hotels with an onsite pool. View all hotels with pools in Chester.

What's the best accommodation near Hartness State Airport (VSF)?

The Inn at Weathersfield is a popular 4-star inn featuring free breakfast and a restaurant. It's located a short 1.3 mi (2.1 km) from Hartness State Airport. Another good choice close to the airport is Hartness House Inn, located 3.7 mi (5.9 km) away.

What is staying in Chester like?

Visitors to Chester are sure to enjoy the ski areas, coffeehouses, 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 accommodations to choose from. Find out more about Chester.

What should I see while I'm in Chester?

A couple of favorite places to visit are DaVallia Art & Accents and Bonnie's Bundles Dolls. Additionally, you'll find Okemo Mountain Resort and Stratton Mountain Resort in the area. Check out what more 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 temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.