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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 - Grafton 92 Main St., Grafton, VT 05146
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~6.25 miles south of Chester
  • High-end hotel
  • 3 floors in property
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From£120
Very good 4.0 /5 Reviews Call BookMore Details
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Best Western Springfield Hotel : 818 Charlestown Rd. 818 Charlestown Rd., Springfield, VT 05156
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~8.01 miles east of Chester
  • Three 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 171 Castle Hill Dr., Proctorsville, VT 05153
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~8.66 miles north of Chester
  • Affordable property
  • 20 rooms in property
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From£67
Very good 4.0 /5 Guest 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
  • 2 floors in hotel
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From£63
Very good 4.0 /5 Hotel 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
  • Economical Mountain hotel
  • 27 sleeping rooms in hotel
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From£45
Average 3.0 /5 Review Score 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
  • Three Star Mountain hotel
  • 2 floors in hotel
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From£89
Very good 4.5 /5 Recent Reviews Call BookMore Details
Harvest Barn Inn in Bellows Falls 16 Webb Terrace, Bellows Falls, VT 05101
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~10.41 miles southeast of Chester
  • Luxurious Five Star property
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From£82
Very good 4.0 /5 Review Score Call BookMore Details
Okemo Mountain Lodging in Ludlow 77 Okemo Ridge Rd., Ludlow, NY 05149
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~11.34 miles northwest of Chester
  • 3-star hotel
  • Check in: 0:00
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From£67
Very good 4.0 /5 Guest Reviews Call BookMore Details
Mountain Lodge at Okemo, A Vail Resorts Property - Ludlow 318 Mountain Rd., Ludlow, NY 05149
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~11.38 miles northwest of Chester
  • Affordable hotel
  • Check in: 17:00
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From£67
Average 3.0 /5 Review Score Call BookMore Details
Solitude Village at Okemo by Vail Resorts : Solitude Rd. Solitude Rd., Ludlow, 05149
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~12.50 miles northwest of Chester
  • Affordable property
  • Check in: 17:00
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From£67
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Windham Hill Inn : 311 Lawrence Dr. 311 Lawrence Dr., West Townshend, VT 05359
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~12.57 miles southwest of Chester
  • High-end hotel
  • Airport shuttle available
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From£120
Very good 4.5 /5 Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property in Ludlow 111 Jackson Gore Rd., Ludlow, NY 05149
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~12.63 miles northwest of Chester
  • Midscale hotel
  • Check in: 17:00
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From£67
Very good 4.0 /5 Guest Reviews Call BookMore Details
Royal Inn Claremont : 24 Sullivan St. 24 Sullivan St., Claremont, NH 03743
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~14.92 miles northeast of Chester
  • Low-priced hotel
  • Check in time: 11:00
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From£48
Average 3.0 /5 Review Score 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 property
  • 133 suites in property
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From£90
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Wiley Inn : 2759 Route 11 2759 Route 11, Peru, VT 05152
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~16.14 miles west of Chester
  • 3 star Mountain property
  • Comp. Breakfast
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From£44
Poor 2.0 /5 Review Score Call BookMore Details
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Thoma House 4216 Vt Rte 11, Peru, VT 05152
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~17.49 miles west of Chester
  • Four-star Resort hotel
  • Check in time: 5:00 PM
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From£63
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Willow Pond in Manchester 74 Willow Pond Rd., Manchester, VT 05255
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~21.95 miles west of Chester
  • 3-star property
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From£60
Very good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • Economy property
  • Check-in time: 11:00
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From£45
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Olympia Lodge in Manchester Center 7259 Main St., Manchester Center, VT 05255
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~22.20 miles west of Chester
  • Three Star Mountain hotel
  • Free complimentary breakfast
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From£93
Very good 4.0 /5 Read 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 hotel
  • Check in time: 3:00 pm
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From£60
Average 3.0 /5 Reviews Call BookMore Details
The Manchester View - Manchester Center Rte 7a North Po Box 1268, Manchester Center, VT 5255
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~22.39 miles west of Chester
  • 3-star hotel
  • 2 floors in property
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From£67
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Aspen at Manchester 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • Mid-scale Rural property
  • Check in: 4:00PM
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From£60
Average 3.0 /5 Review Score Call BookMore Details
Palmer House Resort Ascend Hotel Collection 5383 Main St., Manchester Center, VT 05255 Website
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~23.47 miles west of Chester
  • 3 star Resort property
  • 2 floors in hotel
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From£75
Average 3.0 /5 Reviews Call BookMore Details
On The River Inn Woodstock - Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091
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~24.03 miles north of Chester
  • High end Mountain hotel
  • 13 suites in hotel
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From£93
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Manchester 4519 Main St., Manchester, VT 05255
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~24.26 miles west of Chester
  • Three Star hotel
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From£74
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Inn at Mount Snow : 401 Route 100 401 Route 100, West Dover, VT 05356
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~24.81 miles southwest of Chester
  • Mid-scale Mountain property
  • Check in: 3:00 PM
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From£74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Kimpton Taconic Hotel - Manchester Village 3835 Main St., Manchester Village, VT 05254
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~24.82 miles west of Chester
  • Four star Rural hotel
  • Check-in time: 4:00 PM
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From£96
Very good 4.5 /5 Guest Reviews Call BookMore Details
Snow Lake Lodge Route 100 Po Box 2810, West Dover, VT 05356
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~24.95 miles southwest of Chester
  • Low priced Resort hotel
  • 4 floors in hotel
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From£59
Average 3.5 /5 Guest 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
  • Expensive Mountain hotel
  • 4 floors in hotel
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From£89
Average 3.0 /5 Review Score Call BookMore Details
The Equinox Golf Resort & Spa 3567 Main St. Route 7a, Manchester, VT 05254
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~24.96 miles west of Chester
  • High end Mountain hotel
  • 14 suites in property
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From£299
Average 3.0 /5 Reviews Call BookMore Details
Woodstock Inn & Resort - Woodstock Fourteen The Green, Woodstock, VT 05091
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~25.16 miles north of Chester
  • 4-star Resort hotel
  • 10 suites in property
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From£74
Very good 4.0 /5 Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow - Dover 401 Vermont Rte 100, Dover, VT 05356
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~25.20 miles southwest of Chester
  • Cheap hotel
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From£45
Average 3.0 /5 Reviews Call BookMore Details
Grand Summit Hotel 89 Mountain Rd., West Dover, VT 05356
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~25.39 miles southwest of Chester
  • Midscale Resort hotel
  • Check-in time: 6:00pm
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From£96
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Mount Snow Lodging 89 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • 3 star hotel
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From£67
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Grand Summit Resort - West Dover 21 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • Affordable property
  • 261 rooms in hotel
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From£67
Average 3.0 /5 Guest Reviews Call BookMore Details
The Shire Hotel - Woodstock 46 Pleasant St., Woodstock, VT 05091
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~25.49 miles north of Chester
  • Four star Mountain hotel
  • Check in time: 15:00
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From£93
Average 3.0 /5 Recent Reviews Call BookMore Details
Hideaway Inn Mt. Snow in Dover 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • Economical Mountain hotel
  • Hotel has 3 floors
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From£37
Average 3.0 /5 Guest 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
  • Comp. Breakfast
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From£78
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Conference Center Brattleboro North in Brattleboro 1380 Putney Rd., Brattleboro, VT 05301
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~25.73 miles south of Chester
  • Midscale Mountain property
  • Access to gym on-site
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From£60
Average 3.0 /5 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
  • Expensive property
  • Check-in: 15:00
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From£164
Excellent 5.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Brattleboro VT in Brattleboro 1254 Putney Rd., Brattleboro, VT 05301
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~25.92 miles south of Chester
  • Low priced property
  • Hotel has 59 rooms
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From£45
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 : 1186 Putney Rd. 1186 Putney Rd., Brattleboro, VT 05301 Website
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~26.00 miles south of Chester
  • Cheap Highway hotel
  • 15 suites in property
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From£59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Dexter's Inn 258 Stagecoach Rd., Sunapee, NH 03782
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~26.12 miles east of Chester
  • Mid-scale Mountain hotel
  • Hotel has 2 floors
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From£75
Very good 4.0 /5 Guest 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
  • Mid-scale Riverfront property
  • Check-in: 3:00 PM
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From£96
Very good 4.0 /5 Latest Reviews Call BookMore Details
Black Mountain Inn : 959 Putney Rd. 959 Putney Rd., Brattleboro, VT 05301
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~26.48 miles south of Chester
  • Two star Suburban hotel
  • 40 sleeping rooms in hotel
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From£42
Average 3.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro 100 Chickering Dr., Brattleboro, VT 05301
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~26.53 miles south of Chester
  • Three Star Suburban property
  • Hotel has 86 rooms
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From£59
Very good 4.0 /5 Reviews 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
  • Check in time: 2:00 PM
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From£44
Average 3.0 /5 Latest Reviews Call BookMore Details
Killington Grand Resort Hotel - Killington 228 East Mountain Rd., Killington, VT 05751
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~27.09 miles northwest of Chester
  • Affordable Resort hotel
  • 25 suites in hotel
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From£111
Very good 4.0 /5 Guest 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
  • Affordable Resort hotel
  • Free breakfast available
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From£60
Average 3.0 /5 Reviews Call BookMore Details
Sunapee Harbor Cottages in Sunapee 4 Lake Ave., Sunapee, NH 03782
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~27.22 miles east of Chester
  • High-end hotel
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From£187
Very good 4.0 /5 Latest 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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