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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 property
  • Check in time: 14:00
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From$160
Very Good 4.0 /5 Reviews Call BookMore Details
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Best Western Springfield Hotel 818 Charlestown Rd., Springfield, VT 05156
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~8.01 miles east of Chester
  • 3-star Highway hotel
  • Fitness / Gym is on-site
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From$106
Very Good 4.0 /5 Guest 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
  • Mid-scale hotel
  • Hotel has 3 floors
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From$90
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
  • 3 star Rural hotel
  • Hotel has 26 suites
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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
  • Low-priced Mountain property
  • Check-in time: 11:00
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From$60
Average 3.0 /5 Guest 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
  • Midscale Mountain property
  • 2 floors in property
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From$119
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Harvest Barn Inn : 16 Webb Terrace 16 Webb Terrace, Bellows Falls, VT 05101
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~10.41 miles southeast of Chester
  • Luxury 5 star hotel
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From$110
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Okemo Mountain Lodging - Ludlow 77 Okemo Ridge Rd., Ludlow, NY 05149
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~11.34 miles northwest of Chester
  • 3 star hotel
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From$90
Very Good 4.0 /5 Review Score 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
  • Check in: 17:00
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From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Solitude Village at Okemo by Vail Resorts in Ludlow Solitude Rd., Ludlow, 05149
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~12.50 miles northwest of Chester
  • 3 star property
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Windham Hill Inn : 311 Lawrence Dr. 311 Lawrence Dr., West Townshend, VT 05359
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~12.57 miles southwest of Chester
  • Expensive property
  • 21 rooms in property
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From$160
Very Good 4.5 /5 Read Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property : 111 Jackson Gore Rd. 111 Jackson Gore Rd., Ludlow, NY 05149
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~12.63 miles northwest of Chester
  • Three Star property
  • Check-in time: 17:00
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Royal Inn Claremont : 24 Sullivan St. 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$65
Average 3.0 /5 Hotel 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
  • 4 floors in property
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From$120
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Wiley Inn 2759 Route 11, Peru, VT 05152
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~16.14 miles west of Chester
  • Mid-scale Mountain hotel
  • Free breakfast available
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From$59
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
  • Check-in: 5:00 PM
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From$85
Very Good 4.0 /5 Read 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
  • Mid-scale property
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From$80
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Econo Lodge : 2187 Depot St. 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • Two star hotel
  • Free breakfast available
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From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Olympia Lodge 7259 Main St., Manchester Center, VT 05255
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~22.20 miles west of Chester
  • Midscale Mountain hotel
  • 2 floors in hotel
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From$125
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Chalet Motel 1875 Depot St., Manchester Center, VT 05255
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~22.31 miles west of Chester
  • Low Cost Resort hotel
  • 32 rooms in property
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From$80
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
  • Three Star property
  • 36 rooms in hotel
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Aspen at Manchester : 5669 Main St. 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • Three Star Rural property
  • Hotel has 7 suites
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From$80
Average 3.0 /5 Guest 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
  • Mid-scale Resort hotel
  • 11 suites in hotel
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From$100
Average 3.0 /5 Guest 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
  • High end Mountain hotel
  • Check in: 3:00
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From$125
Average 3.0 /5 Hotel 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
  • Three Star property
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From$99
Very Good 4.0 /5 Recent 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
  • 3-star Mountain hotel
  • 14 rooms in hotel
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Kimpton Taconic Hotel 3835 Main St., Manchester Village, VT 05254
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~24.82 miles west of Chester
  • High end Rural hotel
  • 86 rooms in hotel
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From$129
Very Good 4.5 /5 Recent Reviews 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
  • Inexpensive Resort hotel
  • Check in time: 6:00pm
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From$79
Average 3.5 /5 Reviews Call BookMore Details
The Equinox Golf Resort & Spa : 3567b Main St. Route 7a 3567b Main St. Route 7a, Manchester, VT 05254
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~24.95 miles west of Chester
  • Four star Mountain hotel
  • Check in: 3pm
More Photos Photo of The Equinox Golf Resort & Spa
From$119
Average 3.0 /5 Reviews 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
  • 4-star Mountain property
  • 195 rooms in property
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From$399
Average 3.0 /5 Guest Reviews Call BookMore Details
Woodstock Inn & Resort Fourteen The Green, Woodstock, VT 05091
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~25.16 miles north of Chester
  • Four star Resort hotel
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From$99
Very Good 4.0 /5 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$60
Average 3.0 /5 Recent 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
  • Mid-scale Resort property
  • Hotel has 4 floors
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From$129
Very Good 4.0 /5 Latest 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 property
  • Hotel has 79 rooms
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From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Grand Summit Resort : 21 Grand Summit Way 21 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • Mid-scale property
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From$90
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
  • Four-star Mountain property
  • Hotel has 3 floors
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From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Hideaway Inn Mt. Snow - Dover 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • 2 star Mountain property
  • 2 meeting rooms in hotel
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From$50
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
  • Midscale Rural hotel
  • Complimentary breakfast is offered
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From$105
Very Good 4.0 /5 Hotel 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
  • Three Star Mountain property
  • 98 rooms in property
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From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Layla's Riverside Lodge 145 Route 100, West Dover, VT 05356
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~25.84 miles southwest of Chester
  • 4-star property
  • Hotel has 15 rooms
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From$219
Excellent 5.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Brattleboro VT 1254 Putney Rd., Brattleboro, VT 05301
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~25.92 miles south of Chester
  • 2-star hotel
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From$60
Average 3.0 /5 Review Score 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
  • Economical Highway hotel
  • Check in time: 3:00pm
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From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Dexter's Inn in Sunapee 258 Stagecoach Rd., Sunapee, NH 03782
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~26.12 miles east of Chester
  • Three Star Mountain property
  • Hotel has 2 floors
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From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel in West Chesterfield 20 Riverside Dr., West Chesterfield, NH 03466
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~26.26 miles south of Chester
  • Affordable Riverfront hotel
  • 34 rooms in property
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From$129
Very Good 4.0 /5 Review Score Call BookMore Details
Black Mountain Inn - Brattleboro 959 Putney Rd., Brattleboro, VT 05301
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~26.48 miles south of Chester
  • Cheap Suburban property
  • Free complimentary breakfast
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From$57
Average 3.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro : 100 Chickering Dr. 100 Chickering Dr., Brattleboro, VT 05301
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~26.53 miles south of Chester
  • 3 star Suburban hotel
  • 19 suites in hotel
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From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Colonial Motel And Spa in Brattleboro 889 Putney Rd., Brattleboro, VT 05301
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~26.57 miles south of Chester
  • Midscale Rural property
  • Check in time: 2:00 PM
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From$59
Average 3.0 /5 Hotel 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
  • Mid-scale Resort hotel
  • Gym is available on property
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From$149
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
  • Affordable Resort hotel
  • 2 conference rooms in property
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From$80
Average 3.0 /5 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
  • Expensive hotel
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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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