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Chester Vermont Hotels & Motels

Find the perfect hotel in Chester using our hotel guide provided below. Find discounted hotel accommodations in or close to Chester, VT for your upcoming individual or group travel. Discover the most favored Chester, Vermont hotel and motel rooms. Browse the Chester area hotels to find the perfect lodging! Please use the provided map of the Chester hotels.

The Chester center is around 7 miles south of Fletcher Fields and 11 miles northwest of Bellows Falls Amtrak.

Chester Hotels & Accommodations

Grafton Inn 92 Main St., Grafton, VT 05146
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~6.25 miles south of Chester
  • Four-star property
  • 3 floors in hotel
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From£119
Very good 4.0 /5 Read Reviews Call BookMore Details
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Best Western Springfield Hotel 818 Charlestown Rd., Springfield, VT 05156
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~8.01 miles east of Chester
  • 3-star Highway hotel
  • Gym is available on property
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From£79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Castle Hill Resort And Spa - Proctorsville 171 Castle Hill Dr., Proctorsville, VT 05153
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~8.66 miles north of Chester
  • Affordable property
  • 20 rooms in hotel
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From£67
Very good 4.0 /5 Reviews Call BookMore Details
Pointe at Castle Hill Resort - Proctorsville 2940 State Route 103, Proctorsville, VT 05153
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~8.75 miles north of Chester
  • Midscale Rural hotel
  • Hotel has 26 suites
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From£63
Very good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn Bellows Falls - Bellows Falls 593 Rockingham Rd., Bellows Falls, VT 05101
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~9.58 miles southeast of Chester
  • Two star Mountain hotel
  • Check in time: 11:00
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From£44
Average 3.0 /5 Read Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain - Londonderry 289 Magic Mountain Access, Londonderry, VT 05148
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~9.78 miles west of Chester
  • Midscale Mountain property
  • Hotel has an eco-friendly policy Read more
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From£89
Very good 4.5 /5 Read Reviews Call BookMore Details
Harvest Barn Inn : 16 Webb Terrace 16 Webb Terrace, Bellows Falls, VT 05101
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~10.41 miles southeast of Chester
  • Luxurious 5-star hotel
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From£82
Very good 4.0 /5 Read Reviews Call BookMore Details
Okemo Mountain Lodging - Ludlow 77 Okemo Ridge Rd., Ludlow, NY 05149
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~11.34 miles northwest of Chester
  • 3-star property
  • Check in time: 0:00
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From£67
Very good 4.0 /5 Read Reviews Call BookMore Details
Mountain Lodge at Okemo, A Vail Resorts Property 318 Mountain Rd., Ludlow, NY 05149
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~11.38 miles northwest of Chester
  • Affordable property
  • Check in: 17:00
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From£67
Average 3.0 /5 Hotel Reviews Call BookMore Details
Solitude Village at Okemo by Vail Resorts Solitude Rd., Ludlow, 05149
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~12.50 miles northwest of Chester
  • Mid-scale hotel
  • 13 rooms in hotel
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From£67
Very good 4.0 /5 Latest Reviews Call BookMore Details
Windham Hill Inn 311 Lawrence Dr., West Townshend, VT 05359
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~12.57 miles southwest of Chester
  • High end hotel
  • Check-in: 14:00
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From£119
Very good 4.5 /5 Latest Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property : 111 Jackson Gore Rd. 111 Jackson Gore Rd., Ludlow, NY 05149
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~12.63 miles northwest of Chester
  • 3 star property
  • Hotel has 286 rooms
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From£67
Very good 4.0 /5 Review Score Call BookMore Details
Royal Inn Claremont 24 Sullivan St., Claremont, NH 03743
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~14.92 miles northeast of Chester
  • Economical hotel
  • Free complimentary breakfast
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From£48
Average 3.0 /5 Hotel Reviews Call BookMore Details
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Holiday Inn Club Vacations Ascutney Mountain Resort : 485 Hotel Rd. 485 Hotel Rd., Brownsville, VT 05037
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~15.23 miles northeast of Chester
  • 3-star Mountain hotel
  • Check-in: 4:00 PM
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From£89
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Wiley Inn 2759 Route 11, Peru, VT 05152
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~16.14 miles west of Chester
  • Three Star Mountain property
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From£44
Poor 2.0 /5 Review Score Call BookMore Details
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Thoma House in Peru 4216 Vt Rte 11, Peru, VT 05152
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~17.49 miles west of Chester
  • High-end Resort hotel
  • Check-in time: 5:00 PM
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From£63
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Inn at Willow Pond 74 Willow Pond Rd., Manchester, VT 05255
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~21.95 miles west of Chester
  • Mid-scale hotel
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From£59
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge : 2187 Depot St. 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • Low-priced hotel
  • Free breakfast available
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From£44
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Olympia Lodge 7259 Main St., Manchester Center, VT 05255
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~22.20 miles west of Chester
  • 3 star Mountain hotel
  • Hotel has 2 floors
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From£93
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Chalet Motel - Manchester Center 1875 Depot St., Manchester Center, VT 05255
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~22.31 miles west of Chester
  • Two-star Resort property
  • Check in: 3:00 pm
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From£59
Average 3.0 /5 Read Reviews Call BookMore Details
The Manchester View in Manchester Center Rte 7a North Po Box 1268, Manchester Center, VT 5255
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~22.39 miles west of Chester
  • 3-star property
  • Check in time: 15:00
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From£67
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Aspen at Manchester : 5669 Main St. 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • Mid-scale Rural property
  • Hotel has a green policy See more
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From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection in Manchester Center 5383 Main St., Manchester Center, VT 05255 Website
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~23.47 miles west of Chester
  • 3-star Resort property
  • Hotel has 11 suites
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From£74
Average 3.0 /5 Reviews Call BookMore Details
On The River Inn Woodstock : 1653 West Woodstock Rd. 1653 West Woodstock Rd., Woodstock, VT 05091
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~24.03 miles north of Chester
  • Four star Mountain hotel
  • 45 rooms in property
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From£93
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Manchester 4519 Main St., Manchester, VT 05255
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~24.26 miles west of Chester
  • 3-star hotel
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From£74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Inn at Mount Snow 401 Route 100, West Dover, VT 05356
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~24.81 miles southwest of Chester
  • Affordable Mountain property
  • Comp. Breakfast
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From£74
Very good 4.0 /5 Reviews Call BookMore Details
Kimpton Taconic Hotel in Manchester Village 3835 Main St., Manchester Village, VT 05254
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~24.82 miles west of Chester
  • Four-star Rural hotel
  • 86 rooms in hotel
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From£96
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Snow Lake Lodge - West Dover Route 100 Po Box 2810, West Dover, VT 05356
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~24.95 miles southwest of Chester
  • Cheap Resort hotel
  • Free comp. breakfast
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From£59
Average 3.5 /5 Hotel Reviews Call BookMore Details
The Equinox Golf Resort & Spa - Manchester 3567b Main St. Route 7a, Manchester, VT 05254
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~24.95 miles west of Chester
  • High end Mountain property
  • Gym is available on property
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From£89
Average 3.0 /5 Read Reviews Call BookMore Details
The Equinox Golf Resort & Spa in Manchester 3567 Main St. Route 7a, Manchester, VT 05254
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~24.96 miles west of Chester
  • 4 star Mountain hotel
  • Fitness / Gym is on-site
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From£298
Average 3.0 /5 Recent Reviews Call BookMore Details
Woodstock Inn & Resort in Woodstock Fourteen The Green, Woodstock, VT 05091
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~25.16 miles north of Chester
  • 4-star Resort property
  • 10 suites in hotel
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From£74
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow 401 Vermont Rte 100, Dover, VT 05356
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~25.20 miles southwest of Chester
  • 2-star property
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From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Grand Summit Hotel 89 Mountain Rd., West Dover, VT 05356
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~25.39 miles southwest of Chester
  • Mid-scale Resort hotel
  • 100 suites in property
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From£96
Very good 4.0 /5 Latest Reviews Call BookMore Details
Mount Snow Lodging - West Dover 89 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • Three Star hotel
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From£67
Very good 4.0 /5 Read Reviews Call BookMore Details
Grand Summit Resort in West Dover 21 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • 3-star property
  • 261 rooms in hotel
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From£67
Average 3.0 /5 Review Score Call BookMore Details
The Shire Hotel in Woodstock 46 Pleasant St., Woodstock, VT 05091
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~25.49 miles north of Chester
  • 4-star Mountain hotel
  • Check-in time: 15:00
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From£93
Average 3.0 /5 Guest Reviews Call BookMore Details
Hideaway Inn Mt. Snow - Dover 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • Cheap Mountain property
  • Free complimentary breakfast
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From£37
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Brattleboro 1378 Putney Rd., Brattleboro, VT 05301
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~25.68 miles south of Chester
  • 3-star Rural hotel
  • 12 suites in property
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From£78
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn & Conference Center Brattleboro North 1380 Putney Rd., Brattleboro, VT 05301
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~25.73 miles south of Chester
  • Three Star Mountain hotel
  • 98 rooms in hotel
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From£59
Average 3.0 /5 Guest Reviews Call BookMore Details
Layla's Riverside Lodge 145 Route 100, West Dover, VT 05356
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~25.84 miles southwest of Chester
  • 4 star hotel
  • Hotel has 2 floors
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From£163
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT 1254 Putney Rd., Brattleboro, VT 05301
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~25.92 miles south of Chester
  • Low Cost property
  • 2 floors in property
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From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 1186 Putney Rd., Brattleboro, VT 05301 Website
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~26.00 miles south of Chester
  • Two star Highway hotel
  • Fitness / Gym is on-site
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From£59
Very good 4.0 /5 Reviews Call BookMore Details
Dexter's Inn : 258 Stagecoach Rd. 258 Stagecoach Rd., Sunapee, NH 03782
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~26.12 miles east of Chester
  • Three Star Mountain hotel
  • 2 conference rooms in property
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From£74
Very good 4.0 /5 Recent Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel 20 Riverside Dr., West Chesterfield, NH 03466
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~26.26 miles south of Chester
  • Three Star Riverfront property
  • Fitness center on property
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From£96
Very good 4.0 /5 Reviews Call BookMore Details
Black Mountain Inn 959 Putney Rd., Brattleboro, VT 05301
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~26.48 miles south of Chester
  • Low-priced Suburban hotel
  • 40 sleeping rooms in hotel
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From£42
Average 3.5 /5 Latest Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro 100 Chickering Dr., Brattleboro, VT 05301
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~26.53 miles south of Chester
  • Midscale Suburban property
  • Hotel has 3 floors
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From£59
Very good 4.0 /5 Review Score Call BookMore Details
Colonial Motel And Spa 889 Putney Rd., Brattleboro, VT 05301
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~26.57 miles south of Chester
  • 3-star Rural property
  • Comp. Breakfast
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From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Killington Grand Resort Hotel : 228 East Mountain Rd. 228 East Mountain Rd., Killington, VT 05751
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~27.09 miles northwest of Chester
  • 3-star Resort hotel
  • Check in: 4:00 PM
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From£111
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee 1403 New Hampshire Rte 103, Newbury, NH 03255
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~27.16 miles east of Chester
  • Midscale Resort property
  • 55 rooms in hotel
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From£59
Average 3.0 /5 Reviews Call BookMore Details
Sunapee Harbor Cottages - Sunapee 4 Lake Ave., Sunapee, NH 03782
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~27.22 miles east of Chester
  • 4-star property
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From£187
Very good 4.0 /5 Guest Reviews Call BookMore Details

Next: See My Chester Hotels with Pricing

Graph: Upcoming 20 Days of Chester Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Chester, VT discounts available. The chart reflects the cheapest Chester hotel for each day and each star rating category.

FAQs about hotels in Chester

What are the best rated hotels in Chester?

Layla's Riverside Lodge, Blue Gentian Lodge at Magic Mountain and Windham Hill Inn are the best rated hotels based on customer reviews in the last 365 days.

What are the most up-scale hotels in Chester?

Harvest Barn Inn, Grafton Inn and Windham Hill Inn are the top 3 luxury hotels near Chester city center.

What hotels are closest to the city center of Chester?

Grafton Inn, Best Western Springfield Hotel, and Castle Hill Resort And Spa are the properties closest to Chester city center.

What are the best independent hotels in Chester?

Layla's Riverside Lodge, Blue Gentian Lodge at Magic Mountain and Windham Hill Inn are the best rated independent hotels (not part of a big brand).

What are the best Choice Hotels branded hotels in Chester?

Econo Lodge, Comfort Inn & Suites Brattleboro I 91 and Riverside Hotel, an Ascend Collection Hotel are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Chester?

Kimpton Taconic Hotel, Holiday Inn Club Vacations Ascutney Mountain Resort and Holiday Inn Express & Suites Brattleboro are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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