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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 hotel
  • Hotel has 3 floors
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From$160
Very Good 4.0 /5 Read 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 hotel
  • 88 rooms in hotel
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From$106
Very Good 4.0 /5 Review Score 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
  • Midscale hotel
  • Check-in: 15:00
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From$90
Very Good 4.0 /5 Recent 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
  • Three Star Rural property
  • Check-in: 3:00 PM
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From$85
Very Good 4.0 /5 Read 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
  • 2 star Mountain property
  • Hotel has 27 rooms
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain in Londonderry 289 Magic Mountain Access, Londonderry, VT 05148
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~9.78 miles west of Chester
  • Midscale Mountain hotel
  • Free breakfast available
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From$119
Very Good 4.5 /5 Read 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$110
Very Good 4.0 /5 Recent 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
  • Check in time: 0:00
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From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Mountain Lodge at Okemo, A Vail Resorts Property in Ludlow 318 Mountain Rd., Ludlow, NY 05149
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~11.38 miles northwest of Chester
  • Affordable hotel
  • Check in time: 17:00
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From$90
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
  • Midscale hotel
  • Check-in: 17:00
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From$90
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
  • High-end property
  • 21 rooms in hotel
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From$160
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 property
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From$90
Very Good 4.0 /5 Read Reviews 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
  • Economical property
  • Free breakfast available
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From$65
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
  • 3 star Mountain hotel
  • Gym is available on property
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From$120
Very Good 4.0 /5 Reviews Call BookMore Details
Wiley Inn 2759 Route 11, Peru, VT 05152
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~16.14 miles west of Chester
  • Midscale Mountain property
  • Check in: 3:00pm
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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
  • Four-star Resort property
  • Hotel has 2 floors
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From$85
Very Good 4.0 /5 Review Score 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 property
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From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge in Manchester 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • Economy hotel
  • 22 sleeping rooms in hotel
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From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Olympia Lodge - Manchester Center 7259 Main St., Manchester Center, VT 05255
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~22.20 miles west of Chester
  • Midscale Mountain hotel
  • Comp. Breakfast
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From$125
Very Good 4.0 /5 Latest Reviews 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 time: 3:00 pm
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From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Manchester View : Rte 7a North Po Box 1268 Rte 7a North Po Box 1268, Manchester Center, VT 5255
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~22.39 miles west of Chester
  • Mid-scale hotel
  • 2 floors in property
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From$90
Very Good 4.0 /5 Latest 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
  • Check in time: 4:00PM
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From$80
Average 3.0 /5 Review Score 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
  • Affordable Resort hotel
  • Hotel has 2 floors
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From$100
Average 3.0 /5 Recent 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 property
  • Access to gym on-site
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From$125
Average 3.0 /5 Hotel Reviews 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$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Inn at Mount Snow : 401 Route 100 401 Route 100, West Dover, VT 05356
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~24.81 miles southwest of Chester
  • Midscale Mountain hotel
  • 2 meeting rooms in property
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Kimpton Taconic Hotel in Manchester Village 3835 Main St., Manchester Village, VT 05254
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~24.82 miles west of Chester
  • High-end Rural hotel
  • 3 floors in hotel
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From$129
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
  • Free comp. breakfast
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From$79
Average 3.5 /5 Guest 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
  • High-end Mountain hotel
  • Hotel has 150 rooms
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From$119
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
  • High-end Mountain hotel
  • 4 floors in property
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From$399
Average 3.0 /5 Guest 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
  • 4 star Resort property
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From$99
Very Good 4.0 /5 Latest 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
  • Low-priced property
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From$60
Average 3.0 /5 Read 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
  • 197 rooms in hotel
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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
  • Affordable hotel
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From$90
Very Good 4.0 /5 Recent 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
  • Three Star property
  • Check in time: 18:00
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From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Shire Hotel 46 Pleasant St., Woodstock, VT 05091
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~25.49 miles north of Chester
  • 4-star Mountain hotel
  • Check-in: 15:00
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From$125
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
  • Low priced Mountain hotel
  • Free complimentary breakfast
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From$50
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Brattleboro : 1378 Putney Rd. 1378 Putney Rd., Brattleboro, VT 05301
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~25.68 miles south of Chester
  • Three Star Rural property
  • 12 suites in hotel
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From$105
Very Good 4.0 /5 Recent 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
  • Midscale Mountain hotel
  • Check-in time: 11:00
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From$80
Average 3.0 /5 Hotel 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
  • 4-star hotel
  • Hotel has 2 floors
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From$219
Excellent 5.0 /5 Guest 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
  • Economical hotel
  • 59 sleeping rooms in hotel
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From$60
Average 3.0 /5 Guest 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
  • Cheap Highway property
  • 3 meeting rooms in property
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From$79
Very Good 4.0 /5 Guest 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
  • 3-star Mountain hotel
  • Check in: 3:00 pm
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From$100
Very Good 4.0 /5 Review Score 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
  • Midscale Riverfront property
  • Comp. Breakfast
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From$129
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
  • 2 star Suburban property
  • Hotel has 40 rooms
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From$57
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 hotel
  • Fitness / Gym is on-site
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From$79
Very Good 4.0 /5 Recent Reviews 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 property
  • Gym is available on property
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From$59
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
  • Hotel has 3 floors
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From$149
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee 1403 New Hampshire Rte 103, Newbury, NH 03255
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~27.16 miles east of Chester
  • Midscale Resort hotel
  • 3 floors in property
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From$80
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$250
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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