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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
  • 4 star hotel
  • 45 rooms in property
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From£120
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 hotel
  • Fitness + Health Center
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From£79
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
  • Affordable hotel
  • 20 rooms in hotel
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From£67
Very good 4.0 /5 Recent 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
  • 3 star Rural hotel
  • 2 floors in hotel
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From£63
Very good 4.0 /5 Latest Reviews 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
  • 2-star Mountain hotel
  • 27 sleeping rooms in hotel
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From£45
Average 3.0 /5 Read 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
  • 3 star Mountain hotel
  • Hotel has 12 rooms
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From£89
Very good 4.5 /5 Recent 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
  • Luxury 5 star property
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From£82
Very good 4.0 /5 Latest 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
  • Midscale hotel
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From£67
Very good 4.0 /5 Recent 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 sleeping rooms in hotel
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From£67
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
  • Expensive hotel
  • 3 floors in hotel
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From£120
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
  • Midscale property
  • Check-in: 17:00
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From£67
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Royal Inn Claremont - Claremont 24 Sullivan St., Claremont, NH 03743
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~14.92 miles northeast of Chester
  • Inexpensive property
  • Check-in: 11:00
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From£48
Average 3.0 /5 Latest Reviews Call BookMore Details
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Holiday Inn Club Vacations Ascutney Mountain Resort : 485 Hotel Rd. 485 Hotel Rd., Brownsville, VT 05037
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~15.23 miles northeast of Chester
  • Mid-scale Mountain hotel
  • 4 floors in hotel
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From£90
Very good 4.0 /5 Review Score Call BookMore Details
Wiley Inn : 2759 Route 11 2759 Route 11, Peru, VT 05152
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~16.14 miles west of Chester
  • Midscale Mountain hotel
  • Check-in time: 3:00pm
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From£44
Poor 2.0 /5 Review Score Call BookMore Details
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Thoma House - Peru 4216 Vt Rte 11, Peru, VT 05152
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~17.49 miles west of Chester
  • 4-star Resort property
  • 4 rooms in hotel
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From£63
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Inn at Willow Pond in Manchester 74 Willow Pond Rd., Manchester, VT 05255
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~21.95 miles west of Chester
  • Three Star hotel
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From£60
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge - Manchester 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • 2-star property
  • Free comp. breakfast
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From£45
Very good 4.0 /5 Recent 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
  • 3 star Mountain property
  • Check-in time: 2PM
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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
  • 32 sleeping rooms in hotel
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From£60
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
  • 3-star property
  • Check-in time: 15:00
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From£67
Very good 4.0 /5 Review Score Call BookMore Details
Aspen at Manchester - Manchester 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • Three Star Rural property
  • 7 suites in property
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From£60
Average 3.0 /5 Latest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection in Manchester Center 5383 Main St., Manchester Center, VT 05255 Website
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~23.47 miles west of Chester
  • Mid-scale Resort hotel
  • Free comp. breakfast
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From£75
Average 3.0 /5 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
  • 4-star Mountain hotel
  • Free breakfast
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From£93
Average 3.0 /5 Review Score 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 hotel
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From£74
Very good 4.0 /5 Guest 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
  • 3-star Mountain hotel
  • Hotel has 14 rooms
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From£74
Very good 4.0 /5 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
  • 7 suites in property
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From£96
Very good 4.5 /5 Recent 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
  • Two star Resort property
  • 92 sleeping rooms in hotel
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From£59
Average 3.5 /5 Latest Reviews Call BookMore Details
The Equinox Golf Resort & Spa in Manchester 3567b Main St. Route 7a, Manchester, VT 05254
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~24.95 miles west of Chester
  • Expensive Mountain property
  • 150 rooms in property
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From£89
Average 3.0 /5 Review Score Call BookMore Details
The Equinox Golf Resort & Spa - Manchester 3567 Main St. Route 7a, Manchester, VT 05254
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~24.96 miles west of Chester
  • Expensive Mountain property
  • 4 floors in property
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From£299
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
  • 4 star Resort property
  • 10 suites in hotel
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From£74
Very good 4.0 /5 Recent 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
  • 2 star hotel
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From£45
Average 3.0 /5 Guest 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
  • Hotel has 197 rooms
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From£96
Very good 4.0 /5 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 property
  • Hotel has 79 rooms
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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
  • Three Star property
  • Check-in time: 18:00
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From£67
Average 3.0 /5 Recent Reviews Call BookMore Details
The Shire Hotel 46 Pleasant St., Woodstock, VT 05091
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~25.49 miles north of Chester
  • High end Mountain property
  • 50 sleeping rooms in hotel
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From£93
Average 3.0 /5 Read Reviews Call BookMore Details
Hideaway Inn Mt. Snow in Dover 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • Cheap Mountain hotel
  • Free breakfast
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From£37
Average 3.0 /5 Hotel 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
  • Check-in: 03:00pm
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From£78
Very good 4.0 /5 Review Score 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
  • 3 star Mountain hotel
  • 98 rooms in property
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From£60
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
  • Four-star property
  • Hotel has 15 rooms
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From£164
Excellent 5.0 /5 Latest 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
  • Economy property
  • Hotel has 59 rooms
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From£45
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 - Brattleboro 1186 Putney Rd., Brattleboro, VT 05301 Website
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~26.00 miles south of Chester
  • 2-star Highway hotel
  • Fitness center on property
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From£59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Dexter's Inn 258 Stagecoach Rd., Sunapee, NH 03782
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~26.12 miles east of Chester
  • Midscale Mountain property
  • 2 meeting rooms in property
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From£75
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 property
  • Check in time: 3:00 PM
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From£96
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Black Mountain Inn : 959 Putney Rd. 959 Putney Rd., Brattleboro, VT 05301
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~26.48 miles south of Chester
  • 2-star Suburban hotel
  • Complimentary breakfast is offered
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From£42
Average 3.5 /5 Read 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
  • Midscale Suburban property
  • Fitness center on property
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From£59
Very good 4.0 /5 Recent 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
  • Free complimentary breakfast
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From£44
Average 3.0 /5 Read Reviews Call BookMore Details
Killington Grand Resort Hotel in Killington 228 East Mountain Rd., Killington, VT 05751
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~27.09 miles northwest of Chester
  • 3 star Resort hotel
  • 200 sleeping rooms in hotel
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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 hotel
  • Fitness + Health Center
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From£60
Average 3.0 /5 Review Score 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 property
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From£187
Very good 4.0 /5 Read 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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