Find 5 Star Hotels in Chester, VT from SAR 709

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Check availability on Chester 5 Star Hotels

Tonight
27 Jan - 28 Jan
Tomorrow
28 Jan - 29 Jan
This weekend
30 Jan - 1 Feb
Next weekend
6 Feb - 8 Feb

Our top choices for Chester 5-star hotels

Front of property

The Weston

The Weston
5.0 star property
Weston
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!"
United States
LISA
The price is SAR 1,654
SAR 1,803 total
includes taxes & fees
4 Feb - 5 Feb
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 SAR 1,159 per night from Feb 22 to Feb 23
SAR 1,159
SAR 1,440 total
22 Feb - 23 Feb
includes taxes & fees
9.2/10 Wonderful! (561 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

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chester?
The amount you pay for a 5-star hotel in Chester depends on things like when you plan to go and the length of your stay. A top tip for landing the best deal? Use our pricing filters to compare all of the available accommodations for your selected dates.

  • Search for the lowest price per night from SAR 709

What makes a hotel 5 stars in Chester?
From high-end restaurants and 24-hour fitness centers to swimming pools and luxury bedding, the 5-star experience in Chester is all about luxury and relaxation. But it takes more than just upscale conveniences to earn a 5-star rating. Accommodations also have to provide superb services like massage treatments, on-site laundry and 24/7 room service.
Are there any 5-star all-inclusive resorts in Chester?
Find an upscale stay that includes your lodging, food, activities and entertainment in Chester with our filters. Search for properties rated 5 stars and select the "All inclusive" filter. Make sure you check what's included in the price. This way, you'll be ready to maximize all the perks on offer when you get there.

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