Chester, VT
Travel Guide
Visit Chester
Where to stay in Chester
Chester Depot
4.5/5(15 area reviews)
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
$129 nightly
The price is $141 total per night from Apr 14 to Apr 15
$141 total
Apr 14 - Apr 15
Total with taxes and fees
Stay at this inn in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.2/10 Very Good! (430 reviews)
The carpets could have been vacuumed and it was overpriced for what it was.
Reviewed on Apr 10, 2026
Stone Hearth Inn and Eatery
698 VT-11 Chester VT
$195 nightly
The price is $213 total per night from Apr 23 to Apr 24
$213 total
Apr 23 - Apr 24
Total with taxes and fees
Stay at this B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.2/10 Wonderful! (118 reviews)
Fantastic breakfast in this quaint inn. Right in the road so very easy to find. Wonderful meal in the attached restaurant. Friendly staff. Easy parking.
Reviewed on Mar 29, 2026
Pointe at Castle Hill Resort
2940 State Route 103 Cavendish VT
$135 nightly
The price is $146 total per night from Apr 21 to Apr 22
$146 total
Apr 21 - Apr 22
Total with taxes and fees
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,002 reviews)
Room was perfect (king bed), and big. Hot tub was wonderful after skiing all day and hot, but jets could have been stronger. Staff efficient and very friendly. Location great-10 minutes from Okemo. Will definitely come back!
Reviewed on Apr 10, 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 WiFi, an in-room coffeemaker, 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 Mar 11, 2026
Long Trail House at Stratton Mountain Resort
761 Stratton Access Rd Stratton VT
Book a stay at this ski aparthotel in Stratton. Enjoy free WiFi, free parking, and 10 restaurants. Popular attractions Stratton Mountain Resort and Villager ...
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 Jan 31, 2026
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Mount Holly VT
Stay at this cabin in Mount Holly. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Okemo Mountain Resort and Lake Ninevah are located ...
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.
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- DaVallia Art & Accents
- Bonnie's Bundles Dolls
- Stratton Mountain Resort
- Okemo Mountain Resort
- Mount Snow
- Killington Resort
- Green Mountain National Forest
- Bromley Mountain Ski Resort
- Magic Mountain Ski Resort
- Landmark College
- Keene State College
- Golf Club at Equinox
- Hildene
- Vermont Country Store
- Weston Playhouse
- Equinox Preservation Trust
- Billings Farm and Museum
- Mount Snow Golf Course
- Sunrise Village Triple Ski Lift
- Colonial Theatre
- Connecticut River
- Manchester Designer Outlets
- Spofford Lake
- Historic Main Street
- Stratton Mountain Summit Gondola
- Battenkill River
- American Express Ski Lift
- Mt Ascutney State Park
- Emerald Lake State Park