Chester Hotel Guide - 5 Stars Hotels in Chester, Vermont
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Chester 5 Star Hotels
Tonight
29 Sept - 30 SeptTomorrow
30 Sept - 1 OctThis weekend
2 Oct - 4 OctNext weekend
9 Oct - 11 OctOur top choices for Chester 5-star hotels
Rp7.071.685
Rp7.708.136 total
includes taxes & fees
20 Oct - 21 Oct
Save an average of 15% on thousands of hotels when you're signed in
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
Rp12.027.282
Rp14.021.042 total
27 Oct - 28 Oct
includes taxes & fees
9.4/10 Exceptional! (611 reviews)
The Jackson
43 Senior Lane Woodstock VT
Rp4.199.661
Rp4.619.627 total
26 Oct - 27 Oct
includes taxes & fees
9.6/10 Exceptional! (323 reviews)
Kimpton Taconic Hotel by IHG
3835 Main St. Manchester VT
Rp4.548.434
Rp5.754.757 total
29 Oct - 30 Oct
includes taxes & fees
9.4/10 Exceptional! (874 reviews)
Still don't see what you're looking for?
See all properties in Chester.
You can also use these popular filters to refine your search.
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
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 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 Rp4.619.627
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.