Find 5 Star Hotels in Chester, VT from ￥28,439

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Check availability on Chester 5 Star Hotels

Tonight
Oct 27 - Oct 28
Tomorrow
Oct 28 - Oct 29
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Compare Chester 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Front of property
The Weston
The Weston
5.0 star property
10.0 out of 10, Exceptional, (9)
"Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!"
United States
LISA
The price is ￥58,813
￥64,106 total
includes taxes & fees
Oct 30 - Oct 31
The Weston
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chester.
Woodstock Inn & Resort

Woodstock Inn & Resort

Fourteen The Green, Woodstock, VT
The price is ￥53,348 per night from Nov 16 to Nov 17
￥53,348
￥65,409 total
Nov 16 - Nov 17
includes taxes & fees
9.2/10 Wonderful! (540 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.

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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 5-star hotel in Chester?
There are several pricing options for a 5-star hotel in Chester on Expedia. The amount you pay will depend on when you travel, length of stay and other factors. Compare available properties for your chosen dates and make use of our pricing and other filters to score the perfect luxury stay.

  • Search for the lowest price per night from ￥28,439

What makes a hotel 5 stars in Chester?
From high-end restaurants and 24/7 fitness centers to pools and luxury bedding, the 5-star experience in Chester is all about luxury and comfort. But it takes more than just upscale conveniences to get a 5-star rating. Stays also have to offer remarkable guest services like in-room massage treatments, on-site laundry and a nightly turn-down service.
Are there any 5-star all-inclusive resorts in Chester?
Our filters are the quickest way to find exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most luxurious resorts in Chester where your room, meals, entertainment and activities are included in the upfront price. At these escapes, your trip is pure relaxation and indulgence from the moment you check in.

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