Book Guest Houses in Chester
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Guest Houses in Chester
The Burrell House
112 Washington St, Keene, NH
The price is CA $286 per night
CA $286
per night
Oct. 6 - Oct. 7
Stay at this guesthouse in Keene. Enjoy free WiFi, free parking, and a picnic area. Popular attractions CC&H Framing / Pepper Pete's Hot Shop and Central Square are located nearby.
Parking included
Free WiFi
The Weston
630 Main St, Weston, VT
The price is CA $608 per night
CA $608
per night
Oct. 20 - Oct. 21
Book a stay at this spa guesthouse in Weston. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Weston Playhouse and Mill Museum are located nearby.
Spa
Pet-friendly
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
Stay at this guesthouse in Ludlow. Enjoy free WiFi, tennis courts, and cable/satellite TV service. Popular attractions Okemo Mountain Resort and Dorsey Park are located nearby.
Free WiFi
Parking available
Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly
Stay at this guesthouse in Weston. Enjoy a garden, patios, and in-room fireplaces. Popular attractions Viking Nordic Center and West River are located nearby.
Pet-friendly
Air conditioning
Inn at Clearwater Pond (Quechee)
984 Quechee-Hartland Road, White River Junction, VT
Stay at this 3.5-star guesthouse in White River Junction. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Quechee State Park and Quechee Gorge Bridge are located nearby.
Sutton's Place
50 School Street, Manchester Center, VT
Stay at this guesthouse in Manchester Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Lye Brook Falls and Manchester Designer Outlets are located nearby.
Parking included
Free WiFi
The Inn At Quail Run
106 Smith Road, Wilmington, VT
Stay at this guesthouse in Wilmington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Snow and North Branch Deerfield River are located nearby.
Pool
Parking included
Price drop
Stay at this guesthouse in Danby. Enjoy free WiFi, a garden, and patios. Our guests praise the property condition in our reviews. Popular attraction Emerald Lake State Park is located nearby.
Vermont summer paradise! 30 min to Brattelboro. Private creek and swimming pools
Stay at this guesthouse in Newfane. Enjoy free WiFi, a garden, and patios. Popular attractions Mount Snow Golf Course and North Branch Deerfield River are located nearby.
1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!
Book a stay at this family-friendly guesthouse in Chester. Enjoy free WiFi, a fitness center, and memory foam beds. Popular attractions DaVallia Art & Accents and Bonnie's Bundles Dolls are located nearby.
Free WiFi
Air conditioning
Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham
Book a stay at this family-friendly guesthouse in Wilmington. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Mount Snow and North Branch Deerfield River are located nearby.
Free WiFi
Gym
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 trending hotels in Chester
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
The price is CA $142 per night from Oct. 1 to Oct. 2
CA $142
per night
Oct. 1 - Oct. 2
6.8/10 (1,002 reviews)
Chester Guest Houses essential information
Accommodation | 14 Guest Houses |
|---|---|
Lowest Price | CA $142 |
Highest Price | CA $661 |
Popular accommodation | The Burrell House, The Weston, Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants , Mountain cabin by skiing with fireplaces & well-equipped kitchen - dog-friendly, Inn at Clearwater Pond (Quechee), Sutton's Place, The Inn At Quail Run, Price drop, Vermont summer paradise! 30 min to Brattelboro. Private creek and swimming pools, 1868 CARRIAGE HOUSE-QUAINT + COZY-LESS THAN 20 MIN TO OKEMO!, Cozy, charming cottage 7 mins from Mount Snow and Lake Whitingham , 110 Deluxe Studio Queen on the 1st floor w/ outdoor heated pool |