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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
  • 9 suites in property
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From$160
Very Good 4.0 /5 Read Reviews Call BookMore Details
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Best Western Springfield Hotel in Springfield 818 Charlestown Rd., Springfield, VT 05156
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~8.01 miles east of Chester
  • Mid-scale Highway hotel
  • 88 sleeping rooms in hotel
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From$106
Very Good 4.0 /5 Guest 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 property
  • 3 floors in property
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Pointe at Castle Hill Resort in Proctorsville 2940 State Route 103, Proctorsville, VT 05153
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~8.75 miles north of Chester
  • Affordable Rural hotel
  • 96 rooms in hotel
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From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn Bellows Falls 593 Rockingham Rd., Bellows Falls, VT 05101
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~9.58 miles southeast of Chester
  • Inexpensive Mountain hotel
  • 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 - Londonderry 289 Magic Mountain Access, Londonderry, VT 05148
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~9.78 miles west of Chester
  • Three Star Mountain hotel
  • Free complimentary breakfast
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From$119
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Harvest Barn Inn 16 Webb Terrace, Bellows Falls, VT 05101
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~10.41 miles southeast of Chester
  • Luxurious Five Star hotel
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From$110
Very Good 4.0 /5 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
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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
  • Affordable property
  • 36 rooms in property
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From$90
Average 3.0 /5 Read 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 hotel
  • Check in: 17:00
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From$90
Very Good 4.0 /5 Review Score 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
  • Hotel has 9 suites
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From$160
Very Good 4.5 /5 Hotel 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
  • Three Star property
  • 286 rooms in property
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From$90
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 property
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From$65
Average 3.0 /5 Latest Reviews Call BookMore Details
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Holiday Inn Club Vacations Ascutney Mountain Resort - Brownsville 485 Hotel Rd., Brownsville, VT 05037
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~15.23 miles northeast of Chester
  • 3-star Mountain hotel
  • 133 suites in hotel
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From$120
Very Good 4.0 /5 Read Reviews Call BookMore Details
Wiley Inn in Peru 2759 Route 11, Peru, VT 05152
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~16.14 miles west of Chester
  • Mid-scale Mountain property
  • Check in: 3:00pm
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From$59
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
  • High end Resort property
  • 4 sleeping rooms in hotel
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From$85
Very Good 4.0 /5 Recent 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 Hotel Reviews Call BookMore Details
Econo Lodge 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • Economical property
  • 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., Manchester Center, VT 05255
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~22.20 miles west of Chester
  • 3 star Mountain hotel
  • Hotel has 24 rooms
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From$125
Very Good 4.0 /5 Review Score Call BookMore Details
The Chalet Motel 1875 Depot St., Manchester Center, VT 05255
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~22.31 miles west of Chester
  • Cheap Resort hotel
  • Check in time: 3:00 pm
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From$80
Average 3.0 /5 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
  • Mid-scale property
  • Hotel has 36 rooms
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From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Aspen at Manchester 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • 3 star Rural hotel
  • 28 rooms in hotel
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection : 5383 Main St. 5383 Main St., Manchester Center, VT 05255 Website
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~23.47 miles west of Chester
  • Midscale Resort hotel
  • 50 sleeping rooms in hotel
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From$100
Average 3.0 /5 Recent 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 property
  • Check in time: 3:00
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From$125
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
  • Affordable property
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From$99
Very Good 4.0 /5 Guest 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
  • 3 star Mountain property
  • Hotel has 3 suites
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Kimpton Taconic Hotel : 3835 Main St. 3835 Main St., Manchester Village, VT 05254
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~24.82 miles west of Chester
  • High-end Rural hotel
  • Hotel has 5 meeting rooms
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From$129
Very Good 4.5 /5 Reviews Call BookMore Details
Snow Lake Lodge in West Dover Route 100 Po Box 2810, West Dover, VT 05356
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~24.95 miles southwest of Chester
  • Low priced Resort property
  • Check in: 6:00pm
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From$79
Average 3.5 /5 Read Reviews Call BookMore Details
The Equinox Golf Resort & Spa 3567b Main St. Route 7a, Manchester, VT 05254
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~24.95 miles west of Chester
  • High-end Mountain hotel
  • Fitness / Gym is on-site
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From$119
Average 3.0 /5 Reviews Call BookMore Details
The Equinox Golf Resort & Spa : 3567 Main St. Route 7a 3567 Main St. Route 7a, Manchester, VT 05254
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~24.96 miles west of Chester
  • Four-star Mountain property
  • Check in time: 3pm
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From$399
Average 3.0 /5 Read Reviews Call BookMore Details
Woodstock Inn & Resort - Woodstock Fourteen The Green, Woodstock, VT 05091
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~25.16 miles north of Chester
  • Expensive Resort hotel
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow in Dover 401 Vermont Rte 100, Dover, VT 05356
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~25.20 miles southwest of Chester
  • Low-priced hotel
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From$60
Average 3.0 /5 Guest 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
  • 16 conference rooms in property
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From$129
Very Good 4.0 /5 Guest 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
  • Midscale hotel
  • 79 rooms in hotel
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From$90
Very Good 4.0 /5 Latest 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 hotel
  • 261 rooms in property
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From$90
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
  • 50 rooms in property
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Hideaway Inn Mt. Snow 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • Cheap Mountain property
  • 26 rooms in property
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From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Brattleboro - Brattleboro 1378 Putney Rd., Brattleboro, VT 05301
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~25.68 miles south of Chester
  • 3 star Rural hotel
  • Hotel has 4 floors
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From$105
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
  • 3-star Mountain property
  • Access to gym on-site
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From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Layla's Riverside Lodge : 145 Route 100 145 Route 100, West Dover, VT 05356
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~25.84 miles southwest of Chester
  • High-end hotel
  • Check in: 15:00
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From$219
Excellent 5.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT : 1254 Putney Rd. 1254 Putney Rd., Brattleboro, VT 05301
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~25.92 miles south of Chester
  • Low-priced property
  • Check-in time: 15:00
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From$60
Average 3.0 /5 Read 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
  • Cheap Highway property
  • 56 rooms in property
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From$79
Very Good 4.0 /5 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 hotel
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From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel - West Chesterfield 20 Riverside Dr., West Chesterfield, NH 03466
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~26.26 miles south of Chester
  • 3 star Riverfront property
  • Check in time: 3:00 PM
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From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Black Mountain Inn 959 Putney Rd., Brattleboro, VT 05301
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~26.48 miles south of Chester
  • Cheap Suburban property
  • Hotel has 2 floors
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From$57
Average 3.5 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro - Brattleboro 100 Chickering Dr., Brattleboro, VT 05301
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~26.53 miles south of Chester
  • Affordable Suburban property
  • Fitness / Gym is on-site
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Colonial Motel And Spa - Brattleboro 889 Putney Rd., Brattleboro, VT 05301
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~26.57 miles south of Chester
  • Midscale Rural property
  • Check-in: 2:00 PM
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From$59
Average 3.0 /5 Hotel 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
  • 3-star Resort property
  • Hotel has 25 suites
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From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee : 1403 New Hampshire Rte 103 1403 New Hampshire Rte 103, Newbury, NH 03255
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~27.16 miles east of Chester
  • 3-star Resort property
  • Check in: 3:00 PM
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From$80
Average 3.0 /5 Hotel 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 property
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From$250
Very Good 4.0 /5 Hotel 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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