Chester 4 Stars Hotels

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Check availability on Chester 4 Star Hotels

Tonight
Mar 7 - Mar 8
Tomorrow
Mar 8 - Mar 9
Next weekend
Mar 13 - Mar 15
In two weeks
Mar 20 - Mar 22

Our top choices for Chester 4-star hotels

Exterior

Woodstock Inn & Resort

Woodstock Inn & Resort
4.5 star property
Woodstock
9.2 out of 10, Wonderful, (566 reviews)
"Excellent hotel, staff well trained. "
United States
Christian
The price is NT$9,789
NT$12,162 total
includes taxes & fees
Mar 15 - Mar 16
Woodstock Inn & Resort
Room amenity

The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa
4.5 star property
Manchester Village Historic District
7.4 out of 10, Good, (600 reviews)
"We have been staying at the Equinox for over 35 yrs. Love the whole scene and vibe. Love the pool and hot tub. Love the big real wood fireplace. "
United States
Patricia
The price is NT$3,828
NT$5,913 total
includes taxes & fees
Mar 15 - Mar 16
The Equinox Golf Resort & Spa
Meeting facility

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG
4.0 star property
Manchester Village Historic District
9.4 out of 10, Exceptional, (834 reviews)
"Staff, cleanliness, ambience, restaurant, all perfect! We can’t wait to return! "
United States
Heather
The price is NT$4,911
NT$6,621 total
includes taxes & fees
Apr 5 - Apr 6
Kimpton Taconic Hotel by IHG
Hallway

On The River Inn

On The River Inn
4.0 star property
West Woodstock
9.4 out of 10, Exceptional, (1,003 reviews)
"Everything was amazing from the room to the pool to the restaurant and staff. "
United States
Ilana
The price is NT$31,649
NT$35,976 total
includes taxes & fees
Apr 4 - Apr 5
On The River Inn
American cuisine

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, (354 reviews)
"Great room, nice staff."
United States
Gary
The price is NT$5,354
NT$5,890 total
includes taxes & fees
Mar 8 - Mar 9
The Reluctant Panther Inn and Restaurant
Restaurant

The Jackson

The Jackson
4.0 star property
West Woodstock
9.6 out of 10, Exceptional, (272 reviews)
"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
Land view from property

Four Columns Inn

Four Columns Inn
4.0 star property
Newfane
9.8 out of 10, Exceptional, (24 reviews)
"Everything was great 👍 I will stay there again and highly recommend to others "
United States
Linda
Four Columns Inn
Interior

The Inn at Weathersfield

The Inn at Weathersfield
4.0 star property
Perkinsville
10.0 out of 10, Exceptional, (75 reviews)
"Everything was really lovely, clean and nice. Loved the downstairs lounge and bar areas, so warm and relaxing. The host was extremely gracious. Looking forward to going back soon! "
United States
James
The Inn at Weathersfield
Room, 1 Queen Bed, Garden View | Mountain view

Windham Hill Inn

Windham Hill Inn
4.0 star property
West Townshend
8.4 out of 10, Very Good, (40 reviews)
"We had a fantastic room! Staff was very friendly and accommodating. Though we visited during peak foliage season, we’ll be trying to book again in the near future to try out the pool."
United States
J
The price is NT$5,988
NT$6,527 total
includes taxes & fees
Mar 9 - Mar 10
Windham Hill Inn
Terrace/patio

The Village Inn of Woodstock

The Village Inn of Woodstock
4.0 star property
Woodstock
9.6 out of 10, Exceptional, (96 reviews)
"Super nice people. Would definitely stay there again. "
United States
Rich
The Village Inn of Woodstock
House, 5 Bedrooms (Meadow) | Terrace/patio

Equinox Resort Residences

Equinox Resort Residences
4.5 star property
Manchester Village Historic District
8.0 out of 10, Very Good, (2 reviews)
"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

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 reviews)
"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
Exterior

Seesaw's Lodge

Seesaw's Lodge
4.0 star property
Peru
10.0 out of 10, Exceptional, (26 reviews)
"Great cabin with an even greater staff!!"
United States
Eyasser
The price is NT$8,459
NT$9,220 total
includes taxes & fees
Mar 31 - Apr 1
Seesaw's Lodge
Front of property - evening/night

Chesterfield Inn

Chesterfield Inn
4.0 star property
West Chesterfield
9.0 out of 10, Wonderful, (104 reviews)
"Great stay"
United States
Wayne
The price is NT$9,740
NT$10,568 total
includes taxes & fees
Mar 10 - Mar 11
Chesterfield Inn
Property entrance

The Woodstocker B&B

The Woodstocker B&B
4.0 star property
Woodstock
10.0 out of 10, Exceptional, (51 reviews)
"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 price is NT$7,810
NT$8,591 total
includes taxes & fees
Apr 3 - Apr 4
The Woodstocker B&B
Apartment (3 Bedrooms) | Interior

Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!

Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
4.0 star property
Cavendish
10.0 out of 10, Exceptional, (2 reviews)
"We travelled to Vermont to experience the total eclipse of the sun with my so, daughter and her partner. It was an incredible experience, made all that more comfortable by being able to stay in this beautiful apartment. Next time we ate in that area we will not hesitate to book again. Thanks"
United States
alistair
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
Apartment (2 Bedrooms) | Interior

Updated Vintage Apartment < 1/2 Mi to Main St

Updated Vintage Apartment < 1/2 Mi to Main St
4.0 star property
Keene
Updated Vintage Apartment < 1/2 Mi to Main St
Apartment (3 Bedrooms) | Interior

Renovated Ski-in/ski-out Peru Condo at Bromley Mtn

Renovated Ski-in/ski-out Peru Condo at Bromley Mtn
4.0 star property
Bromley Mountain
6.0 out of 10, (2 reviews)
"Location right next to Bromley Ski Area- easy access to the mountain and short drive to Manchester. Comfortable for our family of 6. Communication with the owner was very easy. "
United States
Jaclyn
Renovated Ski-in/ski-out Peru Condo at Bromley Mtn
Apartment (2 Bedrooms) | Interior

Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!

Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
4.0 star property
West Dover
Dover Condo w/ Grill & Balcony: 3 Mi to Mt Snow!
Apartment (2 Bedrooms) | Interior

West Dover Townhome: Hot Tub, 2 Mi to Mount Snow!

West Dover Townhome: Hot Tub, 2 Mi to Mount Snow!
4.0 star property
West Dover
West Dover Townhome: Hot Tub, 2 Mi to Mount Snow!
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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 NT$14,256 per night from Mar 8 to Mar 9
NT$14,256
NT$15,540 total
Mar 8 - Mar 9
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

On The River Inn

On The River Inn

10/10 Excellent
"The breakfast and staff were AMAZING! Freshly made scrambled eggs, bacon, sausage patties, french toast, waffles, Cabot yogurt with all the fixings, dry cereal, hot oatmeal, breads, muffins, danish, etc. Everything was delicious and well presented as well! Forgot to mention freshly gound coffee! YUM! KUDOS!"
Elizabeth 2-night trip
Posted 2 days ago
On The River Inn
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

10/10 Excellent
"Hotel was lovely. Beautifully appointed. Staff was excellent and very helpful. "
Kenneth 4-night trip
Posted 8 days ago
Kimpton Taconic Hotel by IHG

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 NT$15,540

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 search for your next escape in Chester where just about everything is taken care of, from your accommodations 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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