Find 5 Star Hotels in Chester, VT from AED 410
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Chester 5 Star Hotels
Compare Chester 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

The Weston
The Weston
10.0 out of 10, Exceptional, (7)
The price is AED 1,653
AED 1,802 total
includes taxes & fees
9 Apr - 10 Apr
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
The price is AED 1,098 per night from Apr 8 to Apr 9
AED 1,098
AED 1,370 total
includes taxes & fees
8 Apr - 9 Apr
9.2/10 Wonderful! (499 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
Relaxing Chester awaits: its hiking, skiing, mountain views, and more!
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Chester Hotels by Star Rating
Stay near popular Chester attractions
- Hotels near DaVallia Art & Accents
- Hotels near Bonnie's Bundles Dolls
- Hotels near Stratton Mountain Resort
- Hotels near Okemo Mountain Resort
- Hotels near Mount Snow
- Hotels near Killington Resort
- Hotels near Bromley Mountain Ski Resort
- Hotels near Keene State College
- Hotels near Green Mountain National Forest
- Hotels near Magic Mountain Ski Resort
- Hotels near Stratton Mountain Summit Gondola
- Hotels near Connecticut River
- Hotels near Golf Club at Equinox
- Hotels near Blow-Me-Down Bridge
- Hotels near Equinox Preservation Trust
- Hotels near Mount Ascutney
- Hotels near Hildene
- Hotels near Manchester Designer Outlets
- Hotels near Vermont Country Store
- Hotels near Mount Snow Golf Course
More Hotel Options in Chester
- Adventure Hotels in Chester
- Business Hotels in Chester
- Cheap Hotels in Chester
- Family Hotels in Chester
- Golf Hotels in Chester
- Historic Hotels in Chester
- Hotel Wedding Venues in Chester
- Hotel with a Concierge in Chester
- Hotels with Bars in Chester
- Hotels with Free Parking in Chester
- Hotels with Hot Tubs in Chester
- Hotels with WiFi in Chester
- Hotels with a Pool in Chester
- Luxury Hotels in Chester
- Pet-friendly Hotels in Chester
- Romantic Hotels in Chester
- Shopping Hotels in Chester
- Ski Hotels in Chester
More Accommodation Types in Chester
- Vacation Homes in Chester
- Condo Rentals in Chester
- Apartments in Chester
- Cottages in Chester
- Cabin Rentals in Chester
- Chalets in Chester
- B&B in Chester
- Resorts in Chester
- Farmstay in Chester
- Aparthotels in Chester
- Motels in Chester
- Guest Houses in Chester
- Inns in Chester
- Lodges in Chester
- Villas in Chester
Explore more hotels
- The Putney Inn
- Mountaineer Inn
- Comfort Inn & Suites Brattleboro I-91
- The Shire Woodstock
- Aspen At Manchester
- Best Western Plus Keene Hotel
- Courtyard by Marriott Keene Downtown
- Holiday Inn Express Hotel & Suites Brattleboro by IHG
- 506 On the River Inn
- The Jackson
- Latchis Hotel
- Fairfield Inn & Suites by Marriott Keene Downtown
- Sleep Woodstock Motel
- Bromley View Inn
- Riverside Hotel, Ascend Hotel Collection
- Weathervane Motel
- Hampton Inn & Suites Keene
- Best Western Springfield Hotel
- Jackson Gore Village
- Mount Snow Grand Summit Resort