Book Cheap Hotels in Chester
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Most frequently booked Chester hotels
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Fullerton Inn
40 The Common, Chester, VT
Free cancellation
Reserve now, pay when you stay
0.39 km from city centre
The price is CA $183 per night
CA $183
CA $199 total
includes taxes & fees
3 Mar - 4 Mar
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 attractions DaVallia Art & Accents and Bonnie's Bundles Dolls are located nearby.
Breakfast included
Parking included

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
9.07 km from city centre
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 are located nearby.
Kitchen
Pet-friendly

Mountaineer Inn
270 Handle Rd, West Dover, VT
Free cancellation
Reserve now, pay when you stay
41.12 km from city centre
The price is CA $174 per night
CA $174
CA $211 total
includes taxes & fees
4 Mar - 5 Mar
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mount Snow and Heavy Metal Ski Lift are located nearby.
Pool
Pet-friendly

Kimpton Taconic Hotel, an IHG Hotel
3835 Main St., Manchester, VT
Free cancellation
40.02 km from city centre
The price is CA $225 per night
CA $225
CA $298 total
includes taxes & fees
3 Mar - 4 Mar
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 condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.
Pool
Pet-friendly

Woodstock Inn & Resort
Fourteen The Green, Woodstock, VT
40.53 km from city centre
The price is CA $424 per night
CA $424
CA $529 total
includes taxes & fees
16 Mar - 17 Mar
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Woodstock Town Hall Theatre and Red Wagon Toy Company are located nearby.
Pool
Hot tub
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Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Free cancellation
Reserve now, pay when you stay
42.82 km from city centre
The price is CA $155 per night
CA $155
CA $170 total
includes taxes & fees
23 Feb - 24 Feb
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brattleboro Bowl and United States Navy Seabee Bridge are located nearby.
Pool
Hot tub

Pointe at Castle Hill Resort
2940 State Route 103, Cavendish, VT
14.11 km from city centre
The price is CA $240 per night
CA $240
CA $273 total
includes taxes & fees
16 Mar - 17 Mar
Stay at this 3.5-star 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 our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Pool
Hot tub

Comfort Inn & Suites Brattleboro I-91
1186 Putney Road, Brattleboro, VT
Free cancellation
Reserve now, pay when you stay
41.96 km from city centre
The price is CA $151 per night
CA $151
CA $166 total
includes taxes & fees
4 Mar - 5 Mar
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Pool
Breakfast included

Hampton Inn and Suites Manchester
4519 Main St, Manchester Center, VT
Free cancellation
Reserve now, pay when you stay
39.11 km from city centre
The price is CA $192 per night
CA $192
CA $211 total
includes taxes & fees
9 Mar - 10 Mar
Book a stay at this business-friendly hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Manchester Designer Outlets and American Museum of Fly Fishing are located nearby.
Pool
Hot tub
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.
Top cheap Chester hotel deals
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Motel in the Meadow
936 VT Route 11 West, Chester, VT
8.4/10 Very Good! (71 reviews)
Top hotels in Chester for Extended Stay

Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21921
Killington
The price is CA $223 per night from Feb. 23 to Feb. 24
CA $223
CA $323 total
includes taxes & fees
23 Feb - 24 Feb
10/10 Exceptional! (1 review)
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.
Chester hotels essential information
Accommodation | 2,971 hotels |
---|---|
Lowest Price | CA $151 |
Highest Price | CA $554 |
Popular hotels | Fullerton Inn, Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area, Mountaineer Inn, Kimpton Taconic Hotel, an IHG Hotel, Woodstock Inn & Resort, Colonial Motel And Spa, Pointe at Castle Hill Resort, Comfort Inn & Suites Brattleboro I-91, Hampton Inn and Suites Manchester |
Frequently asked questions
Recent Chester hotel reviews by fellow wanderers

Hampton Inn and Suites Manchester
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Always love staying here! "
A verified traveller stayed at Hampton Inn and Suites Manchester
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