Find 4 Star Hotels in Chester, VT from $141

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Our top choices for Chester 4-star hotels

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
$359 nightly
The price is $395
Jan 19 - Jan 20
Total with taxes and fees
Woodstock Inn & Resort

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG
4.0 star property
Manchester Village Historic District
9.4 out of 10, Exceptional, (825)
"Staff, cleanliness, ambience, restaurant, all perfect! We can’t wait to return! "
United States
Heather
$190 nightly
The price is $209
Feb 3 - Feb 4
Total with taxes and fees
Kimpton Taconic Hotel by IHG

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (581)
"Beautiful hotel! "
United States
sarah
$211 nightly
The price is $232
Feb 4 - Feb 5
Total with taxes and fees
The Equinox Golf Resort & Spa

The Jackson

The Jackson
4.0 star property
West Woodstock
9.8 out of 10, Exceptional, (260)
"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
$199 nightly
The price is $219
Jan 7 - Jan 8
Total with taxes and fees
The Jackson

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1006)
"Brilliant stay"
United States
Enrico
$215 nightly
The price is $237
Jan 6 - Jan 7
Total with taxes and fees
On The River Inn

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
$179 nightly
The price is $197
Jan 6 - Jan 7
Total with taxes and fees
The Reluctant Panther Inn and Restaurant

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
$129 nightly
The price is $141
Jan 6 - Jan 7
Total with taxes and fees
Four Columns Inn

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
$219 nightly
The price is $239
Jan 6 - Jan 7
Total with taxes and fees
Seesaw's Lodge

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

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

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
$235 nightly
The price is $258
Jan 6 - Jan 7
Total with taxes and fees
Inn on Putney Road

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

The Hermitage Inn Vermont

The Hermitage Inn Vermont
4.0 star property
West Dover
9.2 out of 10, Wonderful, (16)
"Wonderful stay at the Carriage House! Beautiful property and excellent amenities! Perfect winter getaway! "
United States
Caroline
The Hermitage Inn Vermont

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104)
"Great stay"
United States
Wayne
$307 nightly
The price is $334
Jan 13 - Jan 14
Total with taxes and fees
Chesterfield 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
$179 nightly
The price is $196
Jan 7 - Jan 8
Total with taxes and fees
Windham Hill Inn

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

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
$203 nightly
The price is $222
Jan 6 - Jan 7
Total with taxes and fees
The Inn at Weathersfield

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

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

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
$411 nightly
The price is $449 total per night from Jan 8 to Jan 9
$449 total
Jan 8 - Jan 9
Total with taxes and 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.

aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

Find out more about Chester

The beginning of any much-needed holiday kicks off with selecting a location. Chester has been a popular destination with tourists because it offers so much. Yet, "location, location, location" applies to more than just what city where your plane lands. Now that you have a feeling for the area, it is time you to learn a little more about your new digs.

Properties as Picturesque as Chester

Chester saw its fair share of visitors this past year. Our review section provides reviews that highlight how astounding these rooms are. The hotels found here strive to make your vacation as pleasant as your evenings exploring Chester. These hotels work to make the facilities and grounds hospitable from the minute you step out of your car. You won't need to venture far to keep up with your workout schedule, enjoy a refreshing plunge, or find a nice meal during your stay with everything they provide.

Rooms have been configured to keep your utmost comfort in mind, with amenities like premium bedding, and in-room tea or coffee, and designer bathroom products. So, lay back and decompress. Moreover, if you find yourself in need of anything further, you can trust the staff will try their best to ensure you remain pleased during your time there. These properties are so nice that you'll regret the day you have to leave.

Book a 4-Star Hotel in Chester Today!

A vacation to Chester should be one where you won't have to be concerned about the little things. Of course, your getaway should be all about getting the most out of your destination. And getting the most means giving yourself the very best. Expedia has 4-star hotels that allow you to do just that. Book through Expedia today!

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Chester?
With Expedia's handy search filters, bagging a terrific deal on a 4-star hotel in Chester just got simpler. Start by keying in your chosen arrival date and length of your break. Then sort the results by price and pick a hotel that best fits your style and budget.

  • Search for the lowest price from $449

What's the difference between 5-star and 4-star hotels in Chester?
Offering an inviting traveler experience and upscale décor, 4-star hotels are a great option for your Chester trip. These kinds of accommodations generally feature lots of handy amenities that make it easy to unpack and unwind — think 24-hour room service, restaurants and pools. Or get a taste of the high life at a 5-star hotel designed to indulge you in exclusive perks and amenities. On-site health clubs, complimentary toiletries and gourmet dining are typically included at these deluxe retreats.
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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