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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. 92 Main St., Grafton, VT 05146
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~6.25 miles south of Chester
  • Four-star hotel
  • 45 sleeping rooms in hotel
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From£118
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Best Western Springfield Hotel - Springfield 818 Charlestown Rd., Springfield, VT 05156
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~8.01 miles east of Chester
  • 3 star Highway property
  • 88 rooms in property
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From£78
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Castle Hill Resort And Spa : 171 Castle Hill Dr. 171 Castle Hill Dr., Proctorsville, VT 05153
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~8.66 miles north of Chester
  • Three Star property
  • Hotel has 3 floors
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From£66
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
  • Three Star Rural property
  • Check-in time: 3:00 PM
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From£63
Very good 4.0 /5 Review Score Call BookMore Details
Rodeway Inn Bellows Falls in Bellows Falls 593 Rockingham Rd., Bellows Falls, VT 05101
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~9.58 miles southeast of Chester
  • Economical Mountain hotel
  • Check in time: 11:00
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From£44
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
  • Mid-scale Mountain hotel
  • Complimentary breakfast is offered
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From£88
Very good 4.5 /5 Guest 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 5-star property
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From£81
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Okemo Mountain Lodging 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£66
Very good 4.0 /5 Guest 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
  • 3-star hotel
  • Check in time: 17:00
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From£66
Average 3.0 /5 Recent Reviews 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
  • 3 star property
  • Check-in: 17:00
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From£66
Very good 4.0 /5 Recent Reviews Call BookMore Details
Windham Hill Inn in West Townshend 311 Lawrence Dr., West Townshend, VT 05359
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~12.57 miles southwest of Chester
  • 4-star property
  • Check in time: 14:00
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From£118
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
  • Three Star hotel
  • 286 rooms in hotel
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From£66
Very good 4.0 /5 Reviews Call BookMore Details
Royal Inn Claremont 24 Sullivan St., Claremont, NH 03743
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~14.92 miles northeast of Chester
  • Cheap property
  • 21 rooms in hotel
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From£48
Average 3.0 /5 Read 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
  • Affordable Mountain hotel
  • 80 rooms in property
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From£89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wiley Inn - Peru 2759 Route 11, Peru, VT 05152
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~16.14 miles west of Chester
  • Affordable Mountain hotel
  • Check in: 3:00pm
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From£43
Poor 2.0 /5 Hotel 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
  • High-end Resort property
  • 2 floors in property
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From£63
Very good 4.0 /5 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
  • Three Star property
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From£59
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
  • Low Cost hotel
  • Check-in: 11:00
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From£44
Very good 4.0 /5 Guest 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
  • 3-star Mountain hotel
  • Free comp. breakfast
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From£92
Very good 4.0 /5 Review Score 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
  • 2 star Resort hotel
  • Check in: 3:00 pm
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From£59
Average 3.0 /5 Guest 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 hotel
  • Check-in: 15:00
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From£66
Very good 4.0 /5 Read Reviews Call BookMore Details
Aspen at Manchester - Manchester 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • 3 star Rural property
  • Hotel has 7 suites
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From£59
Average 3.0 /5 Latest Reviews 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
  • 11 suites in property
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From£74
Average 3.0 /5 Guest 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
  • Fitness + Health Center
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From£92
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Manchester : 4519 Main St. 4519 Main St., Manchester, VT 05255
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~24.26 miles west of Chester
  • 3 star property
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From£73
Very good 4.0 /5 Recent 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
  • Three Star Mountain property
  • 2 meeting rooms in hotel
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From£73
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
  • Expensive Rural property
  • 5 conference rooms in property
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From£95
Very good 4.5 /5 Review Score Call BookMore Details
Snow Lake Lodge : Route 100 Po Box 2810 Route 100 Po Box 2810, West Dover, VT 05356
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~24.95 miles southwest of Chester
  • Low Cost Resort property
  • Hotel has 16 meeting rooms
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From£58
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
  • 4-star Mountain hotel
  • 150 rooms in property
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From£88
Average 3.0 /5 Recent 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
  • 4-star Mountain hotel
  • Hotel has 195 rooms
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From£296
Average 3.0 /5 Reviews Call BookMore Details
Woodstock Inn & Resort Fourteen The Green, Woodstock, VT 05091
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~25.16 miles north of Chester
  • Expensive Resort property
  • Hotel has 10 suites
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From£73
Very good 4.0 /5 Hotel 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
  • Low Cost property
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From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Grand Summit Hotel - West Dover 89 Mountain Rd., West Dover, VT 05356
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~25.39 miles southwest of Chester
  • Affordable Resort property
  • Check-in time: 6:00pm
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From£95
Very good 4.0 /5 Review Score Call BookMore Details
Mount Snow Lodging 89 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • Mid-scale hotel
  • 79 sleeping rooms in hotel
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From£66
Very good 4.0 /5 Guest 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
  • Midscale property
  • 261 sleeping rooms in hotel
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From£66
Average 3.0 /5 Reviews Call BookMore Details
The Shire Hotel : 46 Pleasant St. 46 Pleasant St., Woodstock, VT 05091
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~25.49 miles north of Chester
  • High-end Mountain hotel
  • Check-in: 15:00
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From£92
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
  • Economy Mountain property
  • 3 floors in hotel
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From£37
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Brattleboro 1378 Putney Rd., Brattleboro, VT 05301
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~25.68 miles south of Chester
  • Midscale Rural property
  • 12 suites in hotel
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From£78
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Conference Center Brattleboro North - Brattleboro 1380 Putney Rd., Brattleboro, VT 05301
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~25.73 miles south of Chester
  • Midscale Mountain property
  • Gym / Fitness Center Available
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From£59
Average 3.0 /5 Review Score Call BookMore Details
Layla's Riverside Lodge - West Dover 145 Route 100, West Dover, VT 05356
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~25.84 miles southwest of Chester
  • High end hotel
  • 15 rooms in hotel
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From£162
Excellent 5.0 /5 Reviews 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 Cost property
  • Hotel has 59 rooms
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From£44
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
  • Low priced Highway property
  • Fitness + Health Center
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From£58
Very good 4.0 /5 Guest Reviews Call BookMore Details
Dexter's Inn - Sunapee 258 Stagecoach Rd., Sunapee, NH 03782
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~26.12 miles east of Chester
  • Mid-scale Mountain hotel
  • 2 conference rooms in property
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From£74
Very good 4.0 /5 Read Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel : 20 Riverside Dr. 20 Riverside Dr., West Chesterfield, NH 03466
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~26.26 miles south of Chester
  • 3 star Riverfront hotel
  • Hotel has 3 floors
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From£95
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
  • Low-priced Suburban hotel
  • Hotel has 40 rooms
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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
  • Free comp. breakfast
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From£58
Very good 4.0 /5 Reviews Call BookMore Details
Colonial Motel And Spa : 889 Putney Rd. 889 Putney Rd., Brattleboro, VT 05301
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~26.57 miles south of Chester
  • 3-star Rural property
  • Hotel has 2 floors
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From£43
Average 3.0 /5 Hotel Reviews Call BookMore Details
Killington Grand Resort Hotel 228 East Mountain Rd., Killington, VT 05751
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~27.09 miles northwest of Chester
  • Midscale Resort hotel
  • Gym is available on property
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From£110
Very good 4.0 /5 Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee in Newbury 1403 New Hampshire Rte 103, Newbury, NH 03255
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~27.16 miles east of Chester
  • Three Star Resort property
  • Gym / Fitness Center Available
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From£59
Average 3.0 /5 Recent Reviews Call BookMore Details
Sunapee Harbor Cottages : 4 Lake Ave. 4 Lake Ave., Sunapee, NH 03782
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~27.22 miles east of Chester
  • High end hotel
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From£185
Very good 4.0 /5 Review Score 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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