Compare and book 5 Star hotels in Chester, Vermont
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13 Oct - 14 OctTomorrow
14 Oct - 15 OctThis weekend
16 Oct - 18 OctNext weekend
23 Oct - 25 OctOur top choices for Chester 5-star hotels
10.219.440 ₫
11.139.190 ₫ total
includes taxes & fees
20 Oct - 21 Oct
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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
Fourteen The Green Woodstock VT
10.865.508 ₫
13.093.067 ₫ total
10 Nov - 11 Nov
includes taxes & fees
9.4/10 Exceptional! (617 reviews)
The Jackson
43 Senior Lane Woodstock VT
3.194.822 ₫
3.514.304 ₫ total
3 Nov - 4 Nov
includes taxes & fees
Kimpton Taconic Hotel by IHG
3835 Main St. Manchester VT
4.875.216 ₫
6.446.695 ₫ total
10 Nov - 11 Nov
includes taxes & fees
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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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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 trip. A top tip for landing the best deal? Use our pricing filters to check out all of the available hotels for your chosen dates.
- Search for the lowest price per night from 3.514.304 ₫
What makes a hotel 5 stars in Chester?
Flawless guest service is integral to every 5-star hotel in Chester. From the minute you step through the door, staff cater to your every need, whether recommending activities and tours or providing in-room massages. What's more, hotels must offer upscale amenities to qualify for a 5-star rating. These can include luxury bathrooms, on-site spa facilities, swimming pools, gourmet kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Chester?
Use our handy filters to find an upscale escape in Chester where most of what you need is included in the price. After your initial search, narrow your results for properties that have 5 stars and are described as "All inclusive." The main thing on the agenda at these stays? Pure enjoyment and indulgence.