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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. 92 Main St., Grafton, VT 05146
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~6.25 miles south of Chester
  • High-end property
  • Check-in time: 14:00
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From£141 total
Very good 4.0 /5 Review Score 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
  • Affordable Highway property
  • 88 sleeping rooms in hotel
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From£94 total
Very good 4.0 /5 Hotel 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
  • 3-star property
  • Hotel has 3 floors
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From£79 total
Very good 4.0 /5 Hotel 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
  • Mid-scale Rural property
  • Hotel has 96 rooms
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From£75 total
Very good 4.0 /5 Read 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 property
  • 27 rooms in hotel
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From£53 total
Average 3.0 /5 Latest 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
  • Mid-scale Mountain property
  • Comp. Breakfast
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From£105 total
Very good 4.5 /5 Review Score Call BookMore Details
Harvest Barn Inn 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£97 total
Very good 4.0 /5 Reviews Call BookMore Details
Okemo Mountain Lodging 77 Okemo Ridge Rd., Ludlow, NY 05149
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~11.34 miles northwest of Chester
  • 3-star hotel
  • Check in time: 0:00
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From£79 total
Very good 4.0 /5 Guest 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
  • 3 star hotel
  • 36 rooms in hotel
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From£79 total
Average 3.0 /5 Hotel 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
  • Check-in: 17:00
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From£79 total
Very good 4.0 /5 Review Score Call BookMore Details
Windham Hill Inn - West Townshend 311 Lawrence Dr., West Townshend, VT 05359
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~12.57 miles southwest of Chester
  • High end hotel
  • Hotel has 9 suites
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From£141 total
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
  • Three Star hotel
  • 286 rooms in hotel
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From£79 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Royal Inn Claremont 24 Sullivan St., Claremont, NH 03743
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~14.92 miles northeast of Chester
  • Economy property
  • Free breakfast
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From£57 total
Average 3.0 /5 Latest Reviews Call BookMore Details
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Holiday Inn Club Vacations Ascutney Mountain Resort 485 Hotel Rd., Brownsville, VT 05037
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~15.23 miles northeast of Chester
  • Affordable Mountain property
  • Check-in: 4:00 PM
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From£106 total
Very good 4.0 /5 Hotel 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 comp. breakfast
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From£52 total
Poor 2.0 /5 Hotel 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
  • High-end Resort property
  • Check-in: 5:00 PM
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From£75 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Willow Pond : 74 Willow Pond Rd. 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£70 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • 2-star property
  • Complimentary breakfast is offered
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From£53 total
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 property
  • Free complimentary breakfast
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From£110 total
Very good 4.0 /5 Read Reviews Call BookMore Details
The Chalet Motel in 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£70 total
Average 3.0 /5 Latest 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
  • 2 floors in property
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From£79 total
Very good 4.0 /5 Review Score Call BookMore Details
Aspen at Manchester 5669 Main St., Manchester, VT 05255
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~23.30 miles west of Chester
  • Affordable Rural hotel
  • Free comp. breakfast
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From£70 total
Average 3.0 /5 Review Score 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
  • Three Star Resort hotel
  • Free breakfast
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From£88 total
Average 3.0 /5 Hotel 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
  • 4-star Mountain property
  • Free breakfast available
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From£110 total
Average 3.0 /5 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
  • 3-star property
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From£87 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Inn at Mount Snow 401 Route 100, West Dover, VT 05356
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~24.81 miles southwest of Chester
  • Midscale Mountain property
  • 14 sleeping rooms in hotel
More Photos Photo of The Inn at Mount Snow
From£87 total
Very good 4.0 /5 Guest 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
  • High-end Rural hotel
  • 7 suites in property
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From£114 total
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Snow Lake Lodge - West Dover Route 100 Po Box 2810, West Dover, VT 05356
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~24.95 miles southwest of Chester
  • Low-priced Resort hotel
  • Hotel has 4 floors
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From£70 total
Average 3.5 /5 Guest 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
  • 4-star Mountain property
  • Check in: 3pm
More Photos Photo of The Equinox Golf Resort & Spa
From£105 total
Average 3.0 /5 Review Score Call BookMore Details
The Equinox Golf Resort & Spa 3567 Main St. Route 7a, Manchester, VT 05254
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~24.96 miles west of Chester
  • 4 star Mountain hotel
  • Check in: 3pm
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From£353 total
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
  • High-end Resort hotel
  • 10 suites in property
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From£87 total
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
  • 2 star hotel
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From£53 total
Average 3.0 /5 Latest 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
  • 197 sleeping rooms in hotel
More Photos Image of Grand Summit Hotel
From£114 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Mount Snow Lodging - West Dover 89 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • 3-star property
  • 79 rooms in property
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From£79 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Grand Summit Resort in West Dover 21 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • 3 star hotel
  • Hotel has 261 rooms
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From£79 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Shire Hotel in Woodstock 46 Pleasant St., Woodstock, VT 05091
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~25.49 miles north of Chester
  • High end Mountain hotel
  • 50 rooms in hotel
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From£110 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hideaway Inn Mt. Snow 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • 2-star Mountain property
  • 26 sleeping rooms in hotel
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From£44 total
Average 3.0 /5 Read 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£93 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Conference Center Brattleboro North : 1380 Putney Rd. 1380 Putney Rd., Brattleboro, VT 05301
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~25.73 miles south of Chester
  • Three Star Mountain property
  • 98 rooms in property
More Photos Image of Quality Inn & Conference Center Brattleboro North
From£70 total
Average 3.0 /5 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
  • High-end property
  • Check in: 15:00
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From£194 total
Excellent 5.0 /5 Read 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 Cost hotel
  • Check-in time: 15:00
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From£53 total
Average 3.0 /5 Hotel 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
  • Low Cost Highway hotel
  • Check-in: 3:00pm
More Photos Image of Comfort Inn & Suites Brattleboro I 91
From£70 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Dexter's Inn : 258 Stagecoach Rd. 258 Stagecoach Rd., Sunapee, NH 03782
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~26.12 miles east of Chester
  • Midscale Mountain property
  • Check in time: 3:00 pm
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From£88 total
Very good 4.0 /5 Recent 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
  • Mid-scale Riverfront property
  • Free comp. breakfast
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From£114 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Black Mountain Inn 959 Putney Rd., Brattleboro, VT 05301
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~26.48 miles south of Chester
  • Two-star Suburban property
  • Check-in: 1:00pm
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From£50 total
Average 3.5 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro 100 Chickering Dr., Brattleboro, VT 05301
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~26.53 miles south of Chester
  • Midscale Suburban hotel
  • Gym / Fitness Center Available
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From£70 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Colonial Motel : 889 Putney Rd. 889 Putney Rd., Brattleboro, VT 05301
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~26.57 miles south of Chester
  • Mid-scale Rural hotel
  • 65 rooms in hotel
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From£52 total
Average 3.0 /5 Review Score 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
  • Affordable Resort hotel
  • Fitness center on property
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From£132 total
Very good 4.0 /5 Review Score 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
  • Three Star Resort property
  • Check-in time: 3:00 PM
More Photos Exterior of Hideaway Inn Mt. Sunapee
From£70 total
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
  • High-end property
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From£221 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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