Find hotels in Chester, VT from AED 271

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Compare 2,870 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Putney Inn

2.5 star property
8.2 out of 10, Very Good, (1014)
"My room was very clean and the bed comfortable. I wish i knew about this place sooner"
The price is AED 326
AED 356 total
includes taxes & fees
30 Nov - 1 Dec
The Putney Inn

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 AED 526
AED 573 total
includes taxes & fees
1 Dec - 2 Dec
Best Western Springfield Hotel

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 704
AED 767 total
includes taxes & fees
25 Dec - 26 Dec
The Hartness House

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 AED 563
AED 610 total
includes taxes & fees
2 Dec - 3 Dec
The Burrell House

Fairfield Inn & Suites by Marriott Keene Downtown

2.5 star property
8.8 out of 10, Excellent, (659)
"Very nice property, clean and quiet, right in the center of walkable downtown. Nice common areas. Staff very friendly. "
The price is AED 511
AED 554 total
includes taxes & fees
1 Dec - 2 Dec
Fairfield Inn & Suites by Marriott Keene Downtown

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 AED 474
AED 516 total
includes taxes & fees
25 Nov - 26 Nov
Fullerton Inn

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 Dec - 9 Dec
Windham Hill 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 AED 658
AED 717 total
includes taxes & fees
27 Nov - 28 Nov
Stone Hearth Inn and Eatery

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 364
AED 396 total
includes taxes & fees
25 Nov - 26 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 AED 562
AED 612 total
includes taxes & fees
2 Dec - 3 Dec
The Lodge at West River

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 AED 579
AED 631 total
includes taxes & fees
1 Dec - 2 Dec
Harvest Barn Inn

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 474
AED 769 total
includes taxes & fees
10 Dec - 11 Dec
Historic Chester Inn! Circa, 1870 - right on Main Street & 20 minutes to Okemo!

King & Queen Suite in Historic Inn Circa 1780

9.6 out of 10, Exceptional, (13)
"SUCH a lovely, cozy stay in this beautiful VT town. Could not recommend more highly!"
The price is AED 364
AED 646 total
includes taxes & fees
25 Nov - 26 Nov
King & Queen Suite in Historic Inn Circa 1780

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 1,106
AED 1,200 total
includes taxes & fees
25 Nov - 26 Nov
Chesterfield Inn

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 1,044 total
includes taxes & fees
26 Nov - 27 Nov
Zen of the Woods Tiny Cabin in Okemo Valley

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!

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

9.6 out of 10, Exceptional, (148)
"The area was amazing and the views were incredible. "
The price is AED 624
AED 1,353 total
includes taxes & fees
25 Nov - 26 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

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 400
AED 654 total
includes taxes & fees
25 Nov - 26 Nov
Honeymoon Suite with Jacuzzi Tub in Historic Inn

Family Friendly Hilltop House In Putney Vermont

9.4 out of 10, Exceptional, (53)
"The property was beautiful--great views, super peaceful, and fabulous hosts. "
The price is AED 716
AED 1,263 total
includes taxes & fees
25 Nov - 26 Nov
Family Friendly Hilltop House In Putney Vermont
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?

Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, Trim a Tree!: 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?
What are some accommodations 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 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?

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. 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.