Find 4 Star Hotels in Chester, VT from AED 724

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Check availability on Chester 4 Star Hotels

Tonight
1 Jan - 2 Jan
Tomorrow
2 Jan - 3 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Chester 4-star hotels

Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (558)
"Luxurious and friendly resort! Loved it"
United States
Elizabeth
The price is AED 1,172
AED 1,450 total
includes taxes & fees
19 Jan - 20 Jan
Woodstock Inn & Resort
Exterior
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG
4.0 star property
Manchester Village Historic District
9.4 out of 10, Exceptional, (823)
"Experience was flawless from Check-In to Checking Out 👌🥰 The Staff was absolutely delightful - attentive , professional, so helpful and the Grouse Staff was equally outstanding - Bartender, and special mention for Chef Jeffery, and Servers Aria and Bean. We definitely plan to stay here again on our next visit to Manchester 👌❣️"
United States
Anita
The price is AED 569
AED 768 total
includes taxes & fees
29 Jan - 30 Jan
Kimpton Taconic Hotel by IHG
Exterior
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (578)
"Beautiful hotel! "
United States
sarah
The price is AED 601
AED 865 total
includes taxes & fees
12 Jan - 13 Jan
The Equinox Golf Resort & Spa
Front of property
The Jackson

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (259)
"The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing."
United States
Abby
The Jackson
Terrace/patio
On The River Inn

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1005)
"Brilliant stay"
United States
Enrico
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

The Reluctant Panther Inn and Restaurant
4.0 star property
Manchester Village Historic District
9.8 out of 10, Exceptional, (338)
"Room was well appointed and spacious, clean and comfortable"
United States
ANTHONY
The price is AED 658
AED 724 total
includes taxes & fees
4 Jan - 5 Jan
The Reluctant Panther Inn and Restaurant
Garden
Four Columns Inn

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (16)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn
Exterior
Seesaw's Lodge

Seesaw's Lodge

Seesaw's Lodge
4.0 star property
Peru
10.0 out of 10, Exceptional, (26)
"Great cabin with an even greater staff!!"
United States
Eyasser
The price is AED 1,226
AED 1,336 total
includes taxes & fees
27 Jan - 28 Jan
Seesaw's Lodge
Property grounds
Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property

Winterplace at Okemo, A Vail Resorts Property
4.0 star property
Clock Tower Base Area
8.8 out of 10, Excellent, (26)
"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, A Vail Resorts Property
Lobby sitting area
Equinox Resort Residences

Equinox Resort Residences

Equinox Resort Residences
4.5 star property
Manchester Village Historic District
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

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 AED 862
AED 948 total
includes taxes & fees
4 Jan - 5 Jan
Inn on Putney Road
Garden
The Village Inn of Woodstock

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

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

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
The price is AED 1,129
AED 1,225 total
includes taxes & fees
13 Jan - 14 Jan
Chesterfield Inn
Mountain view
Windham Hill Inn

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.4 out of 10, Very Good, (38)
"Did not use"
United States
Douglas
The price is AED 694
AED 757 total
includes taxes & fees
5 Jan - 6 Jan
Windham Hill Inn
Solitude Village Two Bedroom Suite Mountainside | Private kitchen | Fridge, microwave, stovetop, toaster
Solitude Village at Okemo by Vail Resorts

Solitude Village at Okemo by Vail Resorts

Solitude Village at Okemo by Vail Resorts
4.0 star property
Clock Tower Base Area
8.0 out of 10, Very Good, (32)
"Great location!"
United States
DIEN
Solitude Village at Okemo by Vail Resorts
Interior
The Inn at Weathersfield

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

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
Interior
Stratton Mountain Long Trail House mountain view for families NOT adults only

Stratton Mountain Long Trail House mountain view for families NOT adults only

Stratton Mountain Long Trail House mountain view for families NOT adults only
4.0 star property
Stratton
10.0 out of 10, Exceptional, (3)
"Exactly what was advertised. Great communication with owner. Beautiful views. "
United States
anthony c.
Stratton Mountain Long Trail House mountain view for families NOT adults only
Exterior
4+BR pet-friendly w/ hot tub & Stratton parking pass!

4+BR pet-friendly w/ hot tub & Stratton parking pass!

4+BR pet-friendly w/ hot tub & Stratton parking pass!
4.0 star property
Winhall
4+BR pet-friendly w/ hot tub & Stratton parking pass!
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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 AED 1,369 per night from Jan 11 to Jan 12
AED 1,369
AED 1,492 total
11 Jan - 12 Jan
includes taxes & fees
10/10 Exceptional! (9 reviews)
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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.

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

The Jackson

The Jackson

10/10 Excellent
"The most beautiful stay during Christmastime. The inn is absolutely stunning and cozy, designed with the most thoughtful detail and rare antiques everywhere."
Rachael 1-night trip
Posted 1 day ago
The Jackson

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.

  • Search for the lowest price from AED 1,492

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 accommodations, 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 find your next dream getaway in Chester where just about everything is taken care of, from your accommodations to your meals, activities and entertainment. We can also help you find standard 4-star stays in and around this destination.

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