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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 92 Main St., Grafton, VT 05146
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~6.25 miles south of Chester
  • High-end hotel
  • 9 suites in property
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From£119
Very good 4.0 /5 Hotel 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
  • Three Star Highway property
  • 2 suites in hotel
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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 hotel
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From£67
Very good 4.0 /5 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
  • Three Star Rural property
  • Check in time: 3:00 PM
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From£63
Very good 4.0 /5 Read Reviews Call BookMore Details
Rodeway Inn Bellows Falls : 593 Rockingham Rd. 593 Rockingham Rd., Bellows Falls, VT 05101
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~9.58 miles southeast of Chester
  • Economical Mountain property
  • 27 sleeping rooms in hotel
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From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain 289 Magic Mountain Access, Londonderry, VT 05148
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~9.78 miles west of Chester
  • Three Star Mountain property
  • Hotel has 2 floors
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From£89
Very good 4.5 /5 Hotel 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 5 Star hotel
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From£82
Very good 4.0 /5 Reviews Call BookMore Details
Okemo Mountain Lodging : 77 Okemo Ridge Rd. 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£67
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Mountain Lodge at Okemo, A Vail Resorts Property : 318 Mountain Rd. 318 Mountain Rd., Ludlow, NY 05149
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~11.38 miles northwest of Chester
  • 3 star hotel
  • Hotel has 36 rooms
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From£67
Average 3.0 /5 Read 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
  • Affordable hotel
  • 13 sleeping rooms in hotel
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From£67
Very good 4.0 /5 Reviews Call BookMore Details
Windham Hill Inn 311 Lawrence Dr., West Townshend, VT 05359
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~12.57 miles southwest of Chester
  • Expensive hotel
  • Hotel has 21 rooms
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From£119
Very good 4.5 /5 Latest 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
  • Check in time: 17:00
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From£67
Very good 4.0 /5 Hotel 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
  • 2 star hotel
  • Free comp. breakfast
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From£48
Average 3.0 /5 Hotel 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
  • Affordable Mountain property
  • Has environment-friendly policy See more
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From£89
Very good 4.0 /5 Recent 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
  • Three Star Mountain hotel
  • Free breakfast
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From£44
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
  • 4-star Resort property
  • 2 floors in hotel
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From£63
Very good 4.0 /5 Read Reviews Call BookMore Details
The Inn at Willow Pond 74 Willow Pond Rd., Manchester, VT 05255
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~21.95 miles west of Chester
  • Mid-scale hotel
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From£59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • Two-star property
  • Free breakfast available
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From£44
Very good 4.0 /5 Review Score 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
  • Midscale Mountain property
  • 2 floors in property
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From£93
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Chalet Motel 1875 Depot St., Manchester Center, VT 05255
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~22.31 miles west of Chester
  • Economy Resort property
  • Hotel has 32 rooms
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From£59
Average 3.0 /5 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
  • 3-star hotel
  • Hotel has 36 rooms
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From£67
Very good 4.0 /5 Reviews Call BookMore Details
Aspen at Manchester in Manchester 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • Midscale Rural property
  • Hotel has a green policy See policy
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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 hotel
  • Comp. Breakfast
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From£74
Average 3.0 /5 Latest Reviews Call BookMore Details
On The River Inn Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091
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~24.03 miles north of Chester
  • 4-star Mountain property
  • Free comp. breakfast
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From£93
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Manchester - Manchester 4519 Main St., Manchester, VT 05255
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~24.26 miles west of Chester
  • Midscale property
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From£74
Very good 4.0 /5 Review Score 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
  • Midscale Mountain hotel
  • 3 suites in property
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From£74
Very good 4.0 /5 Recent 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
  • 4-star Rural property
  • 5 meeting rooms in property
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From£96
Very good 4.5 /5 Guest 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
  • 2 star Resort property
  • Hotel has 13 suites
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From£59
Average 3.5 /5 Recent 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
  • 4-star Mountain hotel
  • 150 rooms in hotel
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From£89
Average 3.0 /5 Latest 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 property
  • Check-in time: 3pm
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From£298
Average 3.0 /5 Review Score Call BookMore Details
Woodstock Inn & Resort : Fourteen The Green Fourteen The Green, Woodstock, VT 05091
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~25.16 miles north of Chester
  • High-end Resort hotel
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From£74
Very good 4.0 /5 Review Score 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 priced hotel
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From£44
Average 3.0 /5 Reviews Call BookMore Details
Grand Summit Hotel in West Dover 89 Mountain Rd., West Dover, VT 05356
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~25.39 miles southwest of Chester
  • Three Star Resort hotel
  • 4 floors in hotel
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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
  • Affordable hotel
  • Check-in: 18:00
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From£67
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
  • 3-star property
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From£67
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Shire Hotel in Woodstock 46 Pleasant St., Woodstock, VT 05091
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~25.49 miles north of Chester
  • Four-star Mountain property
  • 50 sleeping rooms in hotel
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From£93
Average 3.0 /5 Latest 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 sleeping rooms 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
  • 3 star Rural hotel
  • 73 rooms in property
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From£78
Very good 4.0 /5 Recent 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
  • 3-star Mountain hotel
  • Check-in: 11:00
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From£59
Average 3.0 /5 Review Score 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
  • High-end hotel
  • Check in: 15:00
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From£163
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT - Brattleboro 1254 Putney Rd., Brattleboro, VT 05301
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~25.92 miles south of Chester
  • Low-priced property
  • 59 sleeping rooms in hotel
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From£44
Average 3.0 /5 Latest 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
  • Low priced Highway property
  • Free comp. breakfast
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From£59
Very good 4.0 /5 Recent Reviews Call BookMore Details
Dexter's Inn : 258 Stagecoach Rd. 258 Stagecoach Rd., Sunapee, NH 03782
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~26.12 miles east of Chester
  • 3 star Mountain hotel
  • 2 floors in hotel
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From£74
Very good 4.0 /5 Hotel 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
  • Midscale Riverfront hotel
  • 3 floors in property
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From£96
Very good 4.0 /5 Recent Reviews Call BookMore Details
Black Mountain Inn in Brattleboro 959 Putney Rd., Brattleboro, VT 05301
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~26.48 miles south of Chester
  • Low priced Suburban property
  • Hotel has an eco-friendly policy See more
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From£42
Average 3.5 /5 Latest 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
  • 3-star Suburban property
  • Free complimentary breakfast
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From£59
Very good 4.0 /5 Review Score 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 hotel
  • 65 rooms in hotel
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From£44
Average 3.0 /5 Reviews Call BookMore Details
Killington Grand Resort Hotel : 228 East Mountain Rd. 228 East Mountain Rd., Killington, VT 05751
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~27.09 miles northwest of Chester
  • Affordable Resort hotel
  • Gym / Fitness Center Available
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From£111
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
  • Affordable Resort hotel
  • Check-in: 3:00 PM
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From£59
Average 3.0 /5 Reviews Call BookMore Details
Sunapee Harbor Cottages - Sunapee 4 Lake Ave., Sunapee, NH 03782
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~27.22 miles east of Chester
  • Four star hotel
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From£187
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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