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Check availability on Chester 4 Star Hotels

Tonight
23 Nov - 24 Nov
Tomorrow
24 Nov - 25 Nov
Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec

Top Chester 4 Star Hotels

Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (551)
"Highly recommend stay here"
United States
Margie
The price is 8.673.098 ₫
10.700.336 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Woodstock Inn & Resort
Exterior
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4.0 star property
Manchester
9.4 out of 10, Exceptional, (814)
"Very nice, beautiful inn"
United States
Susan
The price is 4.196.830 ₫
5.631.449 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Kimpton Taconic Hotel by IHG
Exterior
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 star property
Manchester
7.4 out of 10, Good, (570)
"Nice old Inn!"
United States
Daniel
The price is 3.563.879 ₫
5.353.068 ₫ total
includes taxes & fees
7 Dec - 8 Dec
The Equinox Golf Resort & Spa
Front of property
The Jackson

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (251)
"Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back. "
United States
Jaunita
The Jackson
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1006)
"This place was charming!! Enjoyed everything about it and so much to do right there in the inn."
United States
Ross
The price is 6.247.794 ₫
7.839.268 ₫ total
includes taxes & fees
5 Dec - 6 Dec
On The River Inn
Deluxe Room | Frette Italian sheets, premium bedding, iron/ironing board
The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant

4.0 star property
Manchester
9.8 out of 10, Exceptional, (329)
"Wonderful stay! The room was spacious and the bed was heaven. The breakfast was amazing and they were even able to offer gluten free options!"
United States
Abbie
The price is 4.721.434 ₫
5.193.577 ₫ total
includes taxes & fees
30 Nov - 1 Dec
The Reluctant Panther Inn and Restaurant
Garden
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.8 out of 10, Exceptional, (12)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
The price is 3.440.241 ₫
3.749.863 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Four Columns Inn
Exterior
Seesaw's Lodge

Seesaw's Lodge

4.0 star property
Peru
10.0 out of 10, Exceptional, (25)
"Super cute place to stay!! Easy check in/out, comfy bed, spacious bathroom. Restaurant right on site, attention to small details, "
United States
Jill
The price is 5.630.923 ₫
6.137.706 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Seesaw's Lodge
Property grounds
Winterplace at Okemo

Winterplace at Okemo

4.0 star property
Clock Tower Base Area
8.8 out of 10, Excellent, (25)
"I love everything about staying here!! The front desk are so nice and welcoming!! I really appreciate and recommend this place "
United States
Kathia
Winterplace at Okemo
Lobby sitting area
Equinox Resort Residences

Equinox Resort Residences

4.5 star property
Manchester
8.0 out of 10, Very good, (2)
"The setting is beautiful. The staff were amazing - kind and attentive. Our room was very dated and in need of updating including the bathrooms. The furniture in the room was an odd collection of pieces that could have come from a yard sale. It was not up to the standard we expected given the cost of the room and the overall resort vibe. "
United States
Kurt
Equinox Resort Residences
Exterior
Inn on Putney Road

Inn on Putney Road

4.0 star property
Brattleboro
9.8 out of 10, Exceptional, (56)
"wonderful atmosphere, great breakfast, friedly staff, great location"
United States
Kurt
The price is 7.036.545 ₫
7.740.147 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Inn on Putney Road
Garden
The Village Inn of Woodstock

The Village Inn of Woodstock

4.0 star property
Woodstock
9.6 out of 10, Exceptional, (95)
"Super clean and the ambiance was so perfect for such a neat place. Owners are awesome!"
United States
Curtis
The Village Inn of Woodstock
Restaurant
The Hermitage Inn Vermont

The Hermitage Inn Vermont

4.0 star property
West Dover
9.2 out of 10, Wonderful, (15)
"Great stay,beautiful property!"
United States
Vibhavasu
The Hermitage Inn Vermont
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
The price is 7.938.653 ₫
8.613.520 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Chesterfield Inn
Mountain view
Windham Hill Inn

Windham Hill Inn

4.0 star property
West Townshend
8.6 out of 10, Excellent, (37)
"This place was amazing, beautiful and the staff was great. We will be coming back here again. Visit the waterfalls in the area, beautiful. Great romantic getaway. "
United States
Brandon
The price is 4.982.418 ₫
5.430.835 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Windham Hill Inn
Solitude Village Two Bedroom Suite Mountainside | Private kitchen | Fridge, microwave, stovetop, toaster
Solitude Village at Okemo

Solitude Village at Okemo

4.0 star property
Clock Tower Base Area
8.0 out of 10, Very good, (31)
"Our room was really nice! It was the bathrooms the reason why we didn't rate this place better. We did let the front desk know Both bathrooms had mold in the showers. One person in our party is extremely allergic to mold. I myself could clean the mold off, which I did partially. The dishwasher had dirty dishes in also."
United States
Larry
Solitude Village at Okemo
Interior
The Inn at Weathersfield

The Inn at Weathersfield

4.0 star property
Perkinsville
9.8 out of 10, Exceptional, (70)
"The location of the Inn was in an area that was just wonderful. Staff was very friendly and the menu options were very tasty. Room was clean and well maintained. "
United States
Joshua
The Inn at Weathersfield
Exterior
The Woodstocker B&B

The Woodstocker B&B

4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
United States
Kavina
The Woodstocker B&B
Hiking
The Brattleboro

The Brattleboro

4.0 star property
Brattleboro
10.0 out of 10, Exceptional, (5)
"Peaceful, comfortable, great views. We were made welcome and had wonderful beverage and snack options and the Breakfast were Superior. We will definitely return. "
United States
Roger
The Brattleboro
Terrace/patio
Deer Brook Inn

Deer Brook Inn

4.0 star property
Woodstock
10.0 out of 10, Exceptional, (21)
"One of the best experiences I have ever had! The staff were kind, attentive, and just plain wonderful! I can't wait to return as soon as possible! This place is BEAUTIFUL inside and out! (Not to mention that the breakfast was to die for). Don't think twice- you need to stay at the Deer Brook Inn!"
United States
Joseph
Deer Brook Inn
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Chester.
The Weston

The Weston

630 Main St Weston VT
The price is 10.676.610 ₫ per night from 25 Nov to 26 Nov
10.676.610 ₫
11.637.505 ₫ total
25 Nov - 26 Nov
includes taxes & fees
10/10 Exceptional! (9 reviews)
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Learn more about Chester

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

See all hotels in Chester
aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Chester?
To book a 4-star hotel in Chester that matches your budget, make use of Expedia's sort and search filters. Check out what's available during your getaway dates and use our pricing filter to set your maximum rate. You can also sort your results by the most economical property first.

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What's the difference between 5-star and 4-star hotels in Chester?
Give yourself the luxury treatment during your Chester getaway by choosing a 4-star hotel. As well as featuring upscale accommodation, these properties are usually packed with amenities like bathrobes, large beds and more. A 5-star hotel will go the extra mile to make your trip an even more lavish and memorable one. Concierge assistance, luxurious spas and gourmet dining are a few of the first-rate conveniences and services you'll likely have access to.
Does Chester have any 4-star all-inclusive resorts?
Use our "All inclusive" filter to search for your next escape in Chester where just about everything is taken care of, from your accommodation to your food, activities and entertainment. We can also help you find standard 4-star stays in and around this sought-after destination.

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