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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 hotel
  • 3 floors in hotel
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From$160
Very Good 4.0 /5 Latest 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 property
  • Hotel has 88 rooms
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From$106
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Castle Hill Resort And Spa in Proctorsville 171 Castle Hill Dr., Proctorsville, VT 05153
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~8.66 miles north of Chester
  • 3-star hotel
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From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Pointe at Castle Hill Resort 2940 State Route 103, Proctorsville, VT 05153
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~8.75 miles north of Chester
  • Midscale Rural property
  • Hotel has 2 floors
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From$85
Very Good 4.0 /5 Review Score 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
  • Inexpensive Mountain property
  • Check-in time: 11:00
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain in Londonderry 289 Magic Mountain Access, Londonderry, VT 05148
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~9.78 miles west of Chester
  • 3-star Mountain property
  • 12 rooms in property
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From$119
Very Good 4.5 /5 Hotel 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
  • Luxury 5 star hotel
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From$110
Very Good 4.0 /5 Latest Reviews 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 property
  • Check in: 0:00
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From$90
Very Good 4.0 /5 Hotel 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
  • Three Star property
  • Check in time: 17:00
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From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Solitude Village at Okemo by Vail Resorts - Ludlow Solitude Rd., Ludlow, 05149
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~12.50 miles northwest of Chester
  • Three Star property
  • 13 sleeping rooms in hotel
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Windham Hill Inn 311 Lawrence Dr., West Townshend, VT 05359
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~12.57 miles southwest of Chester
  • 4-star property
  • 21 sleeping rooms in hotel
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From$160
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property 111 Jackson Gore Rd., Ludlow, NY 05149
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~12.63 miles northwest of Chester
  • 3-star hotel
  • 286 rooms in hotel
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From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Royal Inn Claremont in Claremont 24 Sullivan St., Claremont, NH 03743
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~14.92 miles northeast of Chester
  • Cheap property
  • Check in time: 11:00
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From$65
Average 3.0 /5 Read Reviews Call BookMore Details
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Holiday Inn Club Vacations Ascutney Mountain Resort 485 Hotel Rd., Brownsville, VT 05037
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~15.23 miles northeast of Chester
  • Mid-scale Mountain property
  • Check in time: 4:00 PM
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From$120
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Wiley Inn 2759 Route 11, Peru, VT 05152
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~16.14 miles west of Chester
  • 3 star Mountain hotel
  • Free breakfast available
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From$59
Poor 2.0 /5 Recent Reviews Call BookMore Details
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Thoma House : 4216 Vt Rte 11 4216 Vt Rte 11, Peru, VT 05152
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~17.49 miles west of Chester
  • Four-star Resort hotel
  • Check-in: 5:00 PM
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From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Inn at Willow Pond - Manchester 74 Willow Pond Rd., Manchester, VT 05255
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~21.95 miles west of Chester
  • 3-star hotel
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From$80
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
  • Cheap hotel
  • Check-in: 11:00
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From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Olympia Lodge : 7259 Main St. 7259 Main St., Manchester Center, VT 05255
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~22.20 miles west of Chester
  • Three Star Mountain hotel
  • Hotel has an eco-friendly policy See more
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From$125
Very Good 4.0 /5 Latest 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
  • Low priced Resort property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Manchester View Rte 7a North Po Box 1268, Manchester Center, VT 5255
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~22.39 miles west of Chester
  • Midscale hotel
  • Check in time: 15:00
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From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Aspen at Manchester - 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$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection - Manchester Center 5383 Main St., Manchester Center, VT 05255 Website
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~23.47 miles west of Chester
  • Mid-scale Resort property
  • Hotel has 50 rooms
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From$100
Average 3.0 /5 Recent 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
  • Expensive Mountain property
  • 3 floors in property
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From$125
Average 3.0 /5 Read 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 property
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Inn at Mount Snow in West Dover 401 Route 100, West Dover, VT 05356
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~24.81 miles southwest of Chester
  • Mid-scale Mountain hotel
  • 14 rooms in hotel
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From$99
Very Good 4.0 /5 Hotel 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 property
  • 7 suites in hotel
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From$129
Very Good 4.5 /5 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
  • Cheap Resort property
  • 16 conference rooms in property
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From$79
Average 3.5 /5 Recent Reviews Call BookMore Details
The Equinox Golf Resort & Spa : 3567b Main St. Route 7a 3567b Main St. Route 7a, Manchester, VT 05254
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~24.95 miles west of Chester
  • Four star Mountain hotel
  • Check-in time: 3pm
More Photos Photo of The Equinox Golf Resort & Spa
From$119
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 property
  • 10 meeting rooms in property
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From$399
Average 3.0 /5 Recent Reviews Call BookMore Details
Woodstock Inn & Resort Fourteen The Green, Woodstock, VT 05091
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~25.16 miles north of Chester
  • High-end Resort property
  • 10 suites in hotel
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow : 401 Vermont Rte 100 401 Vermont Rte 100, Dover, VT 05356
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~25.20 miles southwest of Chester
  • Economy hotel
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From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Grand Summit Hotel : 89 Mountain Rd. 89 Mountain Rd., West Dover, VT 05356
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~25.39 miles southwest of Chester
  • 3-star Resort hotel
  • Gym / Fitness Center Available
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From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Mount Snow Lodging in West Dover 89 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • 3 star hotel
  • 79 rooms in hotel
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Grand Summit Resort 21 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • Mid-scale property
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From$90
Average 3.0 /5 Review Score Call BookMore Details
The Shire Hotel 46 Pleasant St., Woodstock, VT 05091
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~25.49 miles north of Chester
  • Four star Mountain property
  • Hotel has 50 rooms
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From$125
Average 3.0 /5 Review Score Call BookMore Details
Hideaway Inn Mt. Snow - Dover 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • Low Cost Mountain hotel
  • Complimentary breakfast is offered
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From$50
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Brattleboro 1378 Putney Rd., Brattleboro, VT 05301
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~25.68 miles south of Chester
  • Affordable Rural hotel
  • 73 sleeping rooms in hotel
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From$105
Very Good 4.0 /5 Reviews 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
  • Midscale Mountain property
  • Check-in time: 11:00
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Layla's Riverside Lodge in West Dover 145 Route 100, West Dover, VT 05356
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~25.84 miles southwest of Chester
  • 4-star hotel
  • 15 sleeping rooms in hotel
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From$219
Excellent 5.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Brattleboro VT 1254 Putney Rd., Brattleboro, VT 05301
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~25.92 miles south of Chester
  • Cheap property
  • 2 floors in property
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From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 in Brattleboro 1186 Putney Rd., Brattleboro, VT 05301 Website
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~26.00 miles south of Chester
  • Low priced Highway hotel
  • Fitness + Health Center
More Photos Exterior of Comfort Inn & Suites Brattleboro I 91
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Dexter's Inn 258 Stagecoach Rd., Sunapee, NH 03782
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~26.12 miles east of Chester
  • 3 star Mountain hotel
  • 17 rooms in property
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From$100
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel in West Chesterfield 20 Riverside Dr., West Chesterfield, NH 03466
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~26.26 miles south of Chester
  • 3-star Riverfront property
  • Fitness + Health Center
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From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Black Mountain Inn 959 Putney Rd., Brattleboro, VT 05301
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~26.48 miles south of Chester
  • 2-star Suburban property
  • Has environment-friendly policy See policy
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From$57
Average 3.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro : 100 Chickering Dr. 100 Chickering Dr., Brattleboro, VT 05301
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~26.53 miles south of Chester
  • 3 star Suburban property
  • Fitness / Gym is on-site
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From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Colonial Motel And Spa - Brattleboro 889 Putney Rd., Brattleboro, VT 05301
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~26.57 miles south of Chester
  • Mid-scale Rural hotel
  • 5 suites in hotel
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From$59
Average 3.0 /5 Guest 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 property
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From$149
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee - Newbury 1403 New Hampshire Rte 103, Newbury, NH 03255
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~27.16 miles east of Chester
  • 3-star Resort property
  • Access to gym on-site
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From$80
Average 3.0 /5 Read 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
  • Four-star property
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From$250
Very Good 4.0 /5 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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