Find 4 Star Hotels in Chester, VT from AED 522

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Check availability on Chester 4 Star Hotels

Compare Chester 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Lobby
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 star property
Woodstock
9.2 out of 10, Wonderful, (549)
"I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn"
United States
Kevin
The price is AED 1,208
AED 1,491 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 AED 555
AED 751 total
includes taxes & fees
19 Nov - 20 Nov
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, (568)
"Nice old Inn!"
United States
Daniel
The price is AED 404
AED 640 total
includes taxes & fees
24 Nov - 25 Nov
The Equinox Golf Resort & Spa
Front of property
The Jackson

The Jackson

4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (248)
"The room, the staff, the amenities were what we were hoping for. The Jackson is a great place to stay! "
United States
Frederick
The Jackson
Terrace/patio
On The River Inn

On The River Inn

4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1002)
"Loved all the Inn had to offer"
United States
Mark
The price is AED 871
AED 1,092 total
includes taxes & fees
22 Nov - 23 Nov
On The River Inn
Exclusive Room | Premium bedding, Tempur-Pedic beds, individually decorated
Four Columns Inn

Four Columns Inn

4.0 star property
Newfane
9.6 out of 10, Exceptional, (10)
"Cozy inn in a beautiful setting, and great staff and service"
United States
Archith
The price is AED 479
AED 522 total
includes taxes & fees
19 Nov - 20 Nov
Four Columns 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, (328)
"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 AED 658
AED 724 total
includes taxes & fees
30 Nov - 1 Dec
The Reluctant Panther Inn and Restaurant
Exterior
Seesaw's Lodge

Seesaw's Lodge

4.0 star property
Peru
10.0 out of 10, Exceptional, (25)
"We had an amazing stay with our dog in the Birch room at the Lodge. Loved it and hope to be back again!"
United States
Laxman
The price is AED 932
AED 1,016 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 think it needs some wall touch ups and new shower liners , other than that is was a pleasant stay. "
United States
Jocelin
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)
"3 room townhouse was great . Check in time is 4 . Wasn’t ready till 430 Also I think carpets in house need to be washed Other than that everything was 10 . "
United States
Yasir
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 AED 980
AED 1,078 total
includes taxes & fees
17 Nov - 18 Nov
Inn on Putney Road
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 AED 659
AED 719 total
includes taxes & fees
24 Nov - 25 Nov
Windham Hill Inn
Lobby
Chesterfield Inn

Chesterfield Inn

4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"This is a genuine five star property, an ideal of what a country inn should be. Beautifully designed and decorated, comfortable and welcoming, charming staff. One of the nicest places we’ve ever stayed."
United States
Susan
The price is AED 1,106
AED 1,200 total
includes taxes & fees
17 Nov - 18 Nov
Chesterfield 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)
"Beautiful historic inn "
United States
Meagan
The Inn at Weathersfield
Garden
The Village Inn of Woodstock

The Village Inn of Woodstock

4.0 star property
Woodstock
9.6 out of 10, Exceptional, (95)
"Super nice people. Would definitely stay there again. "
United States
Rich
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)
"Recently stayed at The Hermitage Inn and loved it. The property is completely renovated to perfection and the dining was great. Cozy bar, friendly staff. I liked having fireplaces going in my room and throughout the property. Will definitely be going back. "
United States
Karen
The Hermitage Inn Vermont
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
Interior
Stratton Mountain Resort ~ Long Trail House with direct mountain views

Stratton Mountain Resort ~ Long Trail House with direct mountain views

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 Resort ~ Long Trail House with direct mountain views
Exterior
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 1,383 per night from Dec 17 to Dec 18
AED 1,383
AED 1,508 total
17 Dec - 18 Dec
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 room, the staff, the amenities were what we were hoping for. The Jackson is a great place to stay! "
Frederick 2-night trip
Posted 2 days 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 1,508

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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