Chester Travel Guide
Tourist Guide
Visit Chester
Where to stay in Chester
Chester Depot
If you're spending some time in Chester Depot, DaVallia Art & Accents and Bonnie's Bundles Dolls are top sights worth seeing.
Fullerton Inn
40 The Common Chester VT
The price is £106 per night from 17 Mar to 18 Mar
£106
17 Mar - 18 Mar
includes taxes & fees
Stay at this inn in Chester. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
8.2/10 Very Good! (422 reviews)
Gorgeous old Inn that is fairly well maintained to keep up with modern competition. We visited in the dead of winter so the quaint town of Chester, VT didn’t have a lot to offer. We plan on visiting again in the summer to get the full experience!
Reviewed on 10 Mar 2026
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
The price is £118 per night from 25 Mar to 26 Mar
£118
25 Mar - 26 Mar
includes taxes & fees
Stay at this spa hotel in Cavendish. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...
8.8/10 Excellent! (1,004 reviews)
Staff is incredibly friendly and helpful. Rooms are okay. Pool and Tub fine but crowded
Reviewed on 15 Mar 2026
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is £290 per night from 22 Mar to 23 Mar
£290
22 Mar - 23 Mar
includes taxes & fees
Stay at this luxury resort in Woodstock. Enjoy free Wi-Fi, free valet parking and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular ...
9.2/10 Wonderful! (567 reviews)
Amazing restaurant and attentive staff
Reviewed on 4 Mar 2026
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.
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Chester VT
Stay at this cabin in Chester. Enjoy free Wi-Fi, an in-room coffee maker and in-room fireplaces. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial ...
9.8/10 Exceptional! (24 reviews)
I had a great stay! Everything was as shown and described in the listing. My only advice is-if you are staying there during mud season make sure you have a AWD/4WD vehicle-the road to the property can get pretty bad.
Reviewed on 11 Mar 2026
Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
Stay at this ski aparthotel in Stratton. Enjoy free Wi-Fi, free parking and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager Ski Lift ...
8.6/10 Excellent! (83 reviews)
Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained
Reviewed on 31 Jan 2026
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Mount Holly VT
Stay at this cabin in Mount Holly. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Okemo Mountain Resort and Lake Ninevah are located ...
9.8/10 Exceptional! (231 reviews)
Great place for our family of three and just a quck drive to jackson gore.
Reviewed on 10 Mar 2026
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.
Popular places to visit
DaVallia Art & Accents
Enjoy an outing to DaVallia Art & Accents during your stay in Chester. You can seek out the ski slopes while in the area.
Bonnie's Bundles Dolls
Enjoy an outing to Bonnie's Bundles Dolls during your stay in Chester. Discover the area's mountain views or seek out its ski slopes.
Explore a world of travel with Expedia
- Amsden Hotels
- Ascutney Hotels
- Bellows Falls Hotels
- Cavendish Hotels
- Chester Depot Hotels
- Hotels near Fox Run Golf Course
- Cabin Rentals in Grafton
- Pet-Friendly Hotels in Grafton
- Grafton Hotels
- Jackson Gore Base Area Hotels
- Caravan Parks in Jamaica
- Chalets in Jamaica
- Landgrove Hotels
- Pet-Friendly Hotels in Londonderry
- Spa Hotels in Londonderry
- Londonderry Hotels
- B&B in Ludlow
- Hilton Hotels in Ludlow
- Hotels with Gym in Ludlow
- Hotels with Hot Tubs in Ludlow
- Luxury Hotels in Ludlow
- Oakman Inns & Restaurants Hotels in Ludlow
- Spa Hotels in Ludlow
- Ludlow Hotels
- Mount Holly Hotels
- North Springfield Hotels
- Hotels near Okemo Mountain Resort
- Perkinsville Hotels
- Hotels near Plummer's Sugar House
- Proctorsville Hotels
- B&B in Rockingham
- Rockingham Hotels
- Saxtons River Hotels
- South Londonderry Hotels
- Springfield Hotels
- Weathersfield Hotels
- Apartments in West River Trail
- Intrawest Corporation Hotels in West River Trail
- West River Trail Hotels
- West Townshend Hotels
- West Townshend Hotels
- Weston Hotels
- Hotels near Weston Playhouse
- Windham Hotels
- Flights to Jamaica
- Flights to Ludlow
- Flights from Hartness State
- Flights from Londonderry
- Flights from Weston
- Flights from Jamaica
- Flights from Ludlow
- Flights from Berlin (BER) to Springfield (VSF)
- Flights from Kozhikode (CCJ) to Springfield (VSF)
- Flights from Charlotte (CLT) to Springfield (VSF)
- Flights from Tamchy (IKU) to Springfield (VSF)
- Ball Mountain Dam
- Visit Barnard
- Bellows Falls Holidays
- Visit Bondville
- Visit Central Vermont
- Visit Chittenden
- Dorsey Park
- Visit East Dorset
- Fletcher Farm School for the Arts and Crafts
- Visit Gaysville
- Visit Glastenbury
- Grafton Holidays
- Visit Jamaica
- Jud Hartmann Gallery
- Visit Killington
- Visit Ludlow
- Visit Manchester Center
- Visit Mount Snow Valley
- Visit North Pomfret
- Visit Norwich
- Visit Plymouth
- Visit Quechee
- Saxtons River Holidays
- Visit Shaftsbury
- Visit South Londonderry
- Visit South Woodstock
- Visit Southern Vermont
- Visit Stratton
- Visit Weathersfield
- Visit Wells
- Visit West Dover
- Visit West Halifax
- Visit West Hartford
- Weston Holidays
- Visit Weston
- Visit White River Junction
- Visit Whitingham
- Visit Woodstock
