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.
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
The price is 8.400.227 ₫ per night from 19 Jan to 20 Jan
8.400.227 ₫
10.398.902 ₫ total
19 Jan - 20 Jan 2026
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! (557 reviews)
Luxurious and friendly resort! Loved it
Reviewed on 18 Dec 2025
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
The price is 4.449.939 ₫ per night from 7 Jan to 8 Jan
4.449.939 ₫
5.072.931 ₫ total
7 Jan - 8 Jan 2026
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 ...
8.6/10 Excellent! (929 reviews)
Good service
Reviewed on 18 Dec 2025
Kimpton Taconic Hotel by IHG
3835 Main St. Manchester VT
The price is 4.081.305 ₫ per night from 21 Jan to 22 Jan
4.081.305 ₫
5.503.180 ₫ total
21 Jan - 22 Jan 2026
includes taxes & fees
Stay at this 4-star golf hotel in Manchester. Enjoy an outdoor pool, breakfast (surcharge) and room service. Our guests praise the helpful staff and the property ...
9.2/10 Wonderful! (819 reviews)
Experience was flawless from Check-In to Checking Out 👌🥰 The Staff was absolutely delightful - attentive , professional, so helpful and the Grouse Staff was equally outstanding - Bartender, and special mention for Chef Jeffery, and Servers Aria and Bean. We definitely plan to stay here again on ...
Reviewed on 15 Dec 2025
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.
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 ...
8.4/10 Very Good! (77 reviews)
Nice lodge. Room needs updating
Reviewed on 19 Oct 2025
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3387 East Mountain Road Killington VT
Stay at this ski cabin in Killington. Enjoy free Wi-Fi, free parking and a sauna. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort ...
9/10 Wonderful! (55 reviews)
Last minute reservations were not a problem. Great location and owner. Very good communication. Cheers
Reviewed on 18 Dec 2025
Solitude Village at Okemo
77 Okemo Ridge Rd Ludlow VT
Stay at this ski aparthotel in Ludlow. Enjoy free Wi-Fi, free parking and a fitness centre. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are ...
8/10 Very Good! (32 reviews)
Great location!
Reviewed on 1 Dec 2025
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
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.
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.
Explore a world of travel with Expedia
- Bonnie's Bundles Dolls
- DaVallia Art & Accents
- Stratton Mountain Resort
- Mount Snow
- Okemo Mountain Resort
- Killington Resort
- Magic Mountain Ski Resort
- Green Mountain National Forest
- Keene State College
- Stratton Mountain Summit Gondola
- Connecticut River
- Sunrise Village Triple Ski Lift
- Golf Club at Equinox
- Spofford Lake
- Landmark College
- Mt Ascutney State Park
- Equinox Preservation Trust
- Connecticut Lakes Region
- Southern Vermont Arts Center
- The Hermitage Club
