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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 & Accommodations

Grafton Inn : 92 Main St. 92 Main St., Grafton, VT 05146
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~6.25 miles south of Chester
  • Expensive hotel
  • Check in time: 14:00
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From£118
Very good 4.0 /5 Review Score 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
  • 2 floors in property
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From£78
Very good 4.0 /5 Latest 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
  • Three Star hotel
  • Check in: 15:00
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From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Pointe at Castle Hill Resort : 2940 State Route 103 2940 State Route 103, Proctorsville, VT 05153
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~8.75 miles north of Chester
  • Midscale Rural hotel
  • Hotel has 96 rooms
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From£62
Very good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn Bellows Falls in 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£44
Average 3.0 /5 Hotel 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
  • Affordable Mountain property
  • Check in time: 2:00 pm
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From£88
Very good 4.5 /5 Read Reviews Call BookMore Details
Harvest Barn Inn 16 Webb Terrace, Bellows Falls, VT 05101
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~10.41 miles southeast of Chester
  • Luxury Five Star hotel
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From£81
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
  • 3 star hotel
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From£66
Very good 4.0 /5 Recent Reviews 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 property
  • Check in: 17:00
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From£66
Average 3.0 /5 Latest 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
  • Mid-scale property
  • Hotel has 13 rooms
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From£66
Very good 4.0 /5 Read Reviews Call BookMore Details
Windham Hill Inn 311 Lawrence Dr., West Townshend, VT 05359
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~12.57 miles southwest of Chester
  • Four-star property
  • 21 sleeping rooms in hotel
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From£118
Very good 4.5 /5 Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property - Ludlow 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£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Royal Inn Claremont - Claremont 24 Sullivan St., Claremont, NH 03743
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~14.92 miles northeast of Chester
  • Economy property
  • Check-in time: 11:00
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From£48
Average 3.0 /5 Guest 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
  • Hotel has 80 rooms
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From£88
Very good 4.0 /5 Read 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
  • Mid-scale Mountain hotel
  • Free breakfast available
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From£43
Poor 2.0 /5 Latest Reviews 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 hotel
  • 2 floors in property
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From£62
Very good 4.0 /5 Recent 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
  • 3-star property
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From£59
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • 2 star hotel
  • Check in time: 11:00
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From£44
Very good 4.0 /5 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 hotel
  • 24 rooms in property
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From£92
Very good 4.0 /5 Hotel 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: 3:00 pm
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From£59
Average 3.0 /5 Reviews Call BookMore Details
The Manchester View - Manchester Center Rte 7a North Po Box 1268, Manchester Center, VT 5255
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~22.39 miles west of Chester
  • 3 star hotel
  • Check in time: 15:00
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From£66
Very good 4.0 /5 Latest 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
  • Midscale Rural property
  • Has environment-friendly policy Read more
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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
  • Mid-scale Resort hotel
  • Comp. Breakfast
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From£74
Average 3.0 /5 Read 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
  • Fitness center on property
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From£92
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
  • Affordable hotel
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From£73
Very good 4.0 /5 Guest 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
  • Midscale Mountain hotel
  • Check in: 3:00 PM
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From£73
Very good 4.0 /5 Guest Reviews Call BookMore Details
Kimpton Taconic Hotel 3835 Main St., Manchester Village, VT 05254
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~24.82 miles west of Chester
  • 4 star Rural property
  • Hotel has 7 suites
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From£95
Very good 4.5 /5 Latest 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
  • Economy Resort hotel
  • Hotel has 16 meeting rooms
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From£58
Average 3.5 /5 Recent 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 property
  • Hotel has 28 meeting rooms
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From£88
Average 3.0 /5 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
  • 4 floors in property
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From£295
Average 3.0 /5 Guest Reviews Call BookMore Details
Woodstock Inn & Resort - Woodstock Fourteen The Green, Woodstock, VT 05091
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~25.16 miles north of Chester
  • Four star Resort hotel
  • 10 suites in property
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From£73
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow : 401 Vermont Rte 100 401 Vermont Rte 100, Dover, VT 05356
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~25.20 miles southwest of Chester
  • Low-priced property
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From£44
Average 3.0 /5 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
  • Midscale Resort hotel
  • Gym / Fitness Center Available
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From£95
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£66
Very good 4.0 /5 Review Score 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
  • Mid-scale hotel
  • Check in time: 18:00
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From£66
Average 3.0 /5 Read 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
  • 50 rooms in hotel
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From£92
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 property
  • 2 conference rooms in property
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From£37
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Brattleboro in Brattleboro 1378 Putney Rd., Brattleboro, VT 05301
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~25.68 miles south of Chester
  • Affordable Rural hotel
  • Comp. Breakfast
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From£77
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Conference Center Brattleboro North 1380 Putney Rd., Brattleboro, VT 05301
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~25.73 miles south of Chester
  • Mid-scale Mountain property
  • Check-in: 11:00
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From£59
Average 3.0 /5 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
  • 15 rooms in property
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From£162
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
  • Low priced property
  • Check in time: 15:00
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From£44
Average 3.0 /5 Latest 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
  • Inexpensive Highway hotel
  • Check-in: 3:00pm
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From£58
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
  • Midscale Mountain hotel
  • 17 sleeping rooms in hotel
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From£74
Very good 4.0 /5 Read 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
  • Three Star Riverfront hotel
  • Check in: 3:00 PM
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From£95
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
  • Cheap Suburban hotel
  • Hotel has 2 floors
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From£42
Average 3.5 /5 Guest 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
  • Affordable Suburban property
  • Free complimentary breakfast
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From£58
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
  • Three Star Rural hotel
  • Free complimentary breakfast
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From£43
Average 3.0 /5 Latest Reviews Call BookMore Details
Killington Grand Resort Hotel - Killington 228 East Mountain Rd., Killington, VT 05751
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~27.09 miles northwest of Chester
  • Mid-scale Resort hotel
  • 200 sleeping rooms in hotel
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From£110
Very good 4.0 /5 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
  • Midscale Resort hotel
  • Check-in: 3:00 PM
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From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sunapee Harbor Cottages 4 Lake Ave., Sunapee, NH 03782
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~27.22 miles east of Chester
  • High end hotel
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From£185
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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