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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
  • Four star property
  • 3 floors in property
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From£144 total
Very good 4.0 /5 Review Score Call BookMore Details
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Best Western Springfield Hotel in Springfield 818 Charlestown Rd., Springfield, VT 05156
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~8.01 miles east of Chester
  • Affordable Highway hotel
  • Hotel has 88 rooms
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From£95 total
Very good 4.0 /5 Guest 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
  • Check-in: 15:00
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From£81 total
Very good 4.0 /5 Recent 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
  • Mid-scale Rural property
  • Check in: 3:00 PM
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From£76 total
Very good 4.0 /5 Hotel 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
  • Two-star Mountain hotel
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From£54 total
Average 3.0 /5 Review Score 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
  • Mid-scale Mountain property
  • 2 floors in property
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From£107 total
Very good 4.5 /5 Recent Reviews Call BookMore Details
Harvest Barn Inn in 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£99 total
Very good 4.0 /5 Review Score Call BookMore Details
Okemo Mountain Lodging 77 Okemo Ridge Rd., Ludlow, NY 05149
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~11.34 miles northwest of Chester
  • Affordable hotel
  • Check-in time: 0:00
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From£81 total
Very good 4.0 /5 Read 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
  • 3 star hotel
  • Check-in: 17:00
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From£81 total
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 hotel
  • Check-in: 17:00
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From£81 total
Very good 4.0 /5 Read 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
  • High-end hotel
  • Airport shuttle provided
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From£144 total
Very good 4.5 /5 Read 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
  • 286 sleeping rooms in hotel
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From£81 total
Very good 4.0 /5 Review Score Call BookMore Details
Royal Inn Claremont - Claremont 24 Sullivan St., Claremont, NH 03743
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~14.92 miles northeast of Chester
  • Economical property
  • Hotel has 21 rooms
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From£58 total
Average 3.0 /5 Read 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 property
  • Has environment-friendly policy See policy
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From£108 total
Very good 4.0 /5 Reviews Call BookMore Details
Wiley Inn in Peru 2759 Route 11, Peru, VT 05152
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~16.14 miles west of Chester
  • 3 star Mountain property
  • Check in time: 3:00pm
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From£53 total
Poor 2.0 /5 Read 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
  • Expensive Resort hotel
  • Check-in time: 5:00 PM
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From£76 total
Very good 4.0 /5 Guest 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 hotel
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From£72 total
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
  • Economy property
  • 22 rooms in hotel
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From£54 total
Very good 4.0 /5 Guest Reviews 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
  • Mid-scale Mountain property
  • Hotel has an eco-friendly policy Read more
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From£112 total
Very good 4.0 /5 Read 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
  • 32 sleeping rooms in hotel
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From£72 total
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 hotel
  • Check in time: 15:00
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From£81 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Aspen at Manchester 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • Three Star Rural hotel
  • Comp. Breakfast
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From£72 total
Average 3.0 /5 Hotel 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
  • Midscale Resort property
  • Check in time: 3pm
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From£90 total
Average 3.0 /5 Hotel 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
  • Four star Mountain property
  • 13 suites in hotel
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From£112 total
Average 3.0 /5 Read 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
  • Mid-scale property
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From£89 total
Very good 4.0 /5 Latest 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
  • Mid-scale Mountain property
  • Hotel has 14 rooms
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From£89 total
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 hotel
  • Gym / Fitness Center Available
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From£116 total
Very good 4.5 /5 Read 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
  • Inexpensive Resort property
  • Hotel has 92 rooms
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From£71 total
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
  • Expensive Mountain property
  • Fitness + Health Center
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From£107 total
Average 3.0 /5 Recent Reviews Call BookMore Details
The Equinox Golf Resort & Spa in Manchester 3567 Main St. Route 7a, Manchester, VT 05254
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~24.96 miles west of Chester
  • Four star Mountain hotel
  • 10 conference rooms in property
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From£360 total
Average 3.0 /5 Latest 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
  • Expensive Resort hotel
  • 10 suites in hotel
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From£89 total
Very good 4.0 /5 Latest 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 property
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From£54 total
Average 3.0 /5 Recent 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
  • Mid-scale Resort hotel
  • Check in time: 6:00pm
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From£116 total
Very good 4.0 /5 Recent 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
  • 3 star hotel
  • Check in time: 18:00
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From£81 total
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
  • Affordable property
  • Check in: 18:00
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From£81 total
Average 3.0 /5 Review Score Call BookMore Details
The Shire Hotel - Woodstock 46 Pleasant St., Woodstock, VT 05091
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~25.49 miles north of Chester
  • Four-star Mountain property
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From£112 total
Average 3.0 /5 Review Score 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
  • Economy Mountain hotel
  • Hotel has 26 rooms
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From£45 total
Average 3.0 /5 Hotel Reviews 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
  • 3-star Rural property
  • 12 suites in hotel
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From£94 total
Very good 4.0 /5 Latest 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
  • 98 sleeping rooms in hotel
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From£72 total
Average 3.0 /5 Latest Reviews 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 property
  • Check in time: 15:00
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From£197 total
Excellent 5.0 /5 Read 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
  • 2-star property
  • Check in time: 15:00
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From£54 total
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
  • Two-star Highway hotel
  • Complimentary breakfast is offered
More Photos Photo of Comfort Inn & Suites Brattleboro I 91
From£71 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Dexter's Inn - Sunapee 258 Stagecoach Rd., Sunapee, NH 03782
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~26.12 miles east of Chester
  • 3-star Mountain property
  • 2 floors in hotel
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From£90 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel 20 Riverside Dr., West Chesterfield, NH 03466
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~26.26 miles south of Chester
  • Three Star Riverfront hotel
  • Hotel has 3 floors
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From£116 total
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
  • Cheap Suburban hotel
  • Hotel has 40 rooms
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From£51 total
Average 3.5 /5 Latest 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
  • Three Star Suburban property
  • 19 suites in hotel
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From£71 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Colonial Motel in Brattleboro 889 Putney Rd., Brattleboro, VT 05301
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~26.57 miles south of Chester
  • 3-star Rural hotel
  • Hotel has 65 rooms
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From£53 total
Average 3.0 /5 Review Score Call BookMore Details
Killington Grand Resort Hotel 228 East Mountain Rd., Killington, VT 05751
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~27.09 miles northwest of Chester
  • Midscale Resort hotel
  • 200 rooms in property
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From£134 total
Very good 4.0 /5 Recent 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
  • Midscale Resort hotel
  • Hotel has 2 suites
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From£72 total
Average 3.0 /5 Review Score Call BookMore Details
Sunapee Harbor Cottages 4 Lake Ave., Sunapee, NH 03782
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~27.22 miles east of Chester
  • Four star hotel
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From£225 total
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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