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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, Motels & Accommodations

Grafton Inn - Grafton 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£120
Very good 4.0 /5 Latest 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
  • Midscale Highway property
  • Check-in time: 4:00 pm
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From£79
Very good 4.0 /5 Read 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
  • 3-star hotel
  • Hotel has 3 floors
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From£67
Very good 4.0 /5 Guest 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
  • Affordable Rural property
  • 96 sleeping rooms in hotel
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From£63
Very good 4.0 /5 Recent 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
  • Low-priced Mountain hotel
  • 27 rooms in property
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From£45
Average 3.0 /5 Read Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain : 289 Magic Mountain Access 289 Magic Mountain Access, Londonderry, VT 05148
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~9.78 miles west of Chester
  • Three Star Mountain property
  • Free breakfast available
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From£89
Very good 4.5 /5 Latest Reviews Call BookMore Details
Harvest Barn Inn - Bellows Falls 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£82
Very good 4.0 /5 Read 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
  • Affordable hotel
  • Check-in: 0:00
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From£67
Very good 4.0 /5 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
  • Mid-scale property
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From£67
Average 3.0 /5 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
  • 3-star hotel
  • 13 rooms in hotel
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From£67
Very good 4.0 /5 Latest 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
  • High end property
  • Check in: 14:00
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From£120
Very good 4.5 /5 Read 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
  • Mid-scale hotel
  • Hotel has 286 rooms
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From£67
Very good 4.0 /5 Read 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
  • Low-priced property
  • Complimentary breakfast is offered
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From£48
Average 3.0 /5 Recent Reviews Call BookMore Details
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Holiday Inn Club Vacations Ascutney Mountain Resort in Brownsville 485 Hotel Rd., Brownsville, VT 05037
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~15.23 miles northeast of Chester
  • Mid-scale Mountain property
  • Hotel has 133 suites
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From£90
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Wiley Inn in Peru 2759 Route 11, Peru, VT 05152
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~16.14 miles west of Chester
  • 3-star Mountain property
  • Free comp. breakfast
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From£44
Poor 2.0 /5 Latest Reviews 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 hotel
  • 4 rooms in hotel
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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. 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£60
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge - Manchester 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • Economical hotel
  • Check in time: 11:00
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From£45
Very good 4.0 /5 Hotel 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 property
  • Complimentary breakfast is offered
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From£93
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Chalet Motel : 1875 Depot St. 1875 Depot St., Manchester Center, VT 05255
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~22.31 miles west of Chester
  • Two-star Resort hotel
  • Check in: 3:00 pm
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From£60
Average 3.0 /5 Recent 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
  • Mid-scale hotel
  • 36 rooms 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
  • Affordable Rural hotel
  • 28 rooms in property
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From£60
Average 3.0 /5 Read 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
  • 3 star Resort hotel
  • 50 rooms in hotel
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From£75
Average 3.0 /5 Latest 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
  • Check in: 3:00
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From£93
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Manchester in 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 Read Reviews Call BookMore Details
The Inn at Mount Snow - West Dover 401 Route 100, West Dover, VT 05356
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~24.81 miles southwest of Chester
  • Three Star Mountain property
  • Hotel has 3 suites
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From£74
Very good 4.0 /5 Read 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
  • 4 star Rural property
  • Gym is available on property
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From£96
Very good 4.5 /5 Review Score 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
  • Economical Resort hotel
  • Free comp. breakfast
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From£59
Average 3.5 /5 Review Score 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
  • 4 star Mountain hotel
  • 4 floors in property
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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 property
  • Check-in time: 3pm
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From£299
Average 3.0 /5 Hotel 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
  • Expensive Resort property
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From£74
Very good 4.0 /5 Guest 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
  • Inexpensive hotel
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From£45
Average 3.0 /5 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
  • 3-star Resort property
  • Access to gym on-site
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From£96
Very good 4.0 /5 Recent Reviews Call BookMore Details
Mount Snow Lodging : 89 Grand Summit Way 89 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • 3-star hotel
  • Check-in: 18:00
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From£67
Very good 4.0 /5 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
  • Mid-scale hotel
  • Check-in time: 18:00
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From£67
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
  • 4-star Mountain hotel
  • Hotel has 3 floors
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From£93
Average 3.0 /5 Review Score Call BookMore Details
Hideaway Inn Mt. Snow 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • 2 star Mountain hotel
  • Free breakfast
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From£37
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Brattleboro 1378 Putney Rd., Brattleboro, VT 05301
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~25.68 miles south of Chester
  • Three Star Rural hotel
  • 73 sleeping rooms in hotel
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From£78
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Conference Center Brattleboro North : 1380 Putney Rd. 1380 Putney Rd., Brattleboro, VT 05301
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~25.73 miles south of Chester
  • Affordable Mountain hotel
  • Check-in: 11:00
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From£60
Average 3.0 /5 Recent Reviews 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
  • Four-star property
  • Check in time: 15:00
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From£164
Excellent 5.0 /5 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
  • Two star hotel
  • Check-in time: 15:00
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From£45
Average 3.0 /5 Read Reviews 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
  • Inexpensive Highway property
  • 15 suites in hotel
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From£59
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
  • Mid-scale Mountain property
  • 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. 20 Riverside Dr., West Chesterfield, NH 03466
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~26.26 miles south of Chester
  • 3-star Riverfront hotel
  • Check-in: 3:00 PM
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From£96
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 Cost Suburban hotel
  • Free comp. breakfast
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From£42
Average 3.5 /5 Recent 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
  • Fitness center on property
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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
  • Mid-scale Rural property
  • 5 suites in hotel
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From£44
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
  • Affordable Resort property
  • Hotel has 200 rooms
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From£111
Very good 4.0 /5 Read 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
  • 2 meeting rooms in property
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From£60
Average 3.0 /5 Hotel 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
  • 4-star hotel
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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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