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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 property
  • Check-in: 14:00
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From£144 total
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 property
  • Fitness / Gym is on-site
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From£95 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Castle Hill Resort And Spa - Proctorsville 171 Castle Hill Dr., Proctorsville, VT 05153
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~8.66 miles north of Chester
  • 3 star property
  • Check-in time: 15:00
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From£81 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Pointe at Castle Hill Resort - Proctorsville 2940 State Route 103, Proctorsville, VT 05153
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~8.75 miles north of Chester
  • Affordable Rural hotel
  • 96 rooms in property
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From£76 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn Bellows Falls : 593 Rockingham Rd. 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£54 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain - Londonderry 289 Magic Mountain Access, Londonderry, VT 05148
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~9.78 miles west of Chester
  • 3 star Mountain property
  • Free complimentary breakfast
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From£107 total
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
  • Luxurious 5 Star property
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From£99 total
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£81 total
Very good 4.0 /5 Latest 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 hotel
  • Hotel has 36 rooms
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From£81 total
Average 3.0 /5 Guest 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
  • 3-star hotel
  • 13 rooms in hotel
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From£81 total
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
  • Expensive property
  • Hotel has 3 floors
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From£144 total
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
  • 3 star property
  • 286 rooms in hotel
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From£81 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Royal Inn Claremont in Claremont 24 Sullivan St., Claremont, NH 03743
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~14.92 miles northeast of Chester
  • Cheap hotel
  • Free complimentary breakfast
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From£58 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
  • 3 star Mountain property
  • Fitness / Gym is on-site
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From£108 total
Very good 4.0 /5 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
  • 3-star Mountain property
  • Free complimentary breakfast
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From£53 total
Poor 2.0 /5 Hotel 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
  • 4 star Resort property
  • Check-in: 5:00 PM
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From£76 total
Very good 4.0 /5 Recent Reviews 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
  • 3 star property
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From£72 total
Very good 4.0 /5 Reviews Call BookMore Details
Econo Lodge in Manchester 2187 Depot St., Manchester, VT 05255
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~22.04 miles west of Chester
  • Low Cost property
  • Check-in: 11:00
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From£54 total
Very good 4.0 /5 Hotel 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
  • 3 star Mountain hotel
  • Check-in: 2PM
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From£112 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Chalet Motel : 1875 Depot St. 1875 Depot St., Manchester Center, VT 05255
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~22.31 miles west of Chester
  • Economical Resort property
  • 32 rooms in hotel
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From£72 total
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
  • Affordable hotel
  • 36 rooms in hotel
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From£81 total
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
  • Mid-scale Rural hotel
  • Check in: 4:00PM
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From£72 total
Average 3.0 /5 Read Reviews 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
  • 3-star Resort hotel
  • 50 sleeping rooms in hotel
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From£90 total
Average 3.0 /5 Recent Reviews Call BookMore Details
On The River Inn Woodstock in Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091
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~24.03 miles north of Chester
  • Four-star Mountain property
  • Check-in time: 3:00
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From£112 total
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 hotel
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From£89 total
Very good 4.0 /5 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
  • 3 star Mountain hotel
  • 14 sleeping rooms in hotel
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From£89 total
Very good 4.0 /5 Latest Reviews 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
  • Four-star Rural property
  • Check-in time: 4:00 PM
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From£116 total
Very good 4.5 /5 Recent 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
  • Low-priced Resort property
  • 13 suites in property
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From£71 total
Average 3.5 /5 Hotel 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
  • 28 meeting rooms in hotel
More Photos Image of The Equinox Golf Resort & Spa
From£107 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
  • Four-star Mountain hotel
  • Fitness center on property
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From£360 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Woodstock Inn & Resort - 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£89 total
Very good 4.0 /5 Recent 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 Cost property
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From£54 total
Average 3.0 /5 Recent 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
  • Three Star Resort hotel
  • Fitness / Gym is on-site
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From£116 total
Very good 4.0 /5 Reviews Call BookMore Details
Mount Snow Lodging in West Dover 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£81 total
Very good 4.0 /5 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
  • 3-star hotel
  • Hotel has 261 rooms
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From£81 total
Average 3.0 /5 Latest 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£112 total
Average 3.0 /5 Reviews Call BookMore Details
Hideaway Inn Mt. Snow 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • Inexpensive Mountain hotel
  • 26 rooms in property
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From£45 total
Average 3.0 /5 Latest 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 property
  • Fitness / Gym is on-site
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From£94 total
Very good 4.0 /5 Read 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
  • 3 star Mountain property
  • Check in time: 11:00
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From£72 total
Average 3.0 /5 Review Score 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 2 floors
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From£197 total
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT : 1254 Putney Rd. 1254 Putney Rd., Brattleboro, VT 05301
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~25.92 miles south of Chester
  • Cheap property
  • 59 sleeping rooms in hotel
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From£54 total
Average 3.0 /5 Read 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
  • Low Cost Highway property
  • 56 sleeping rooms in hotel
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From£71 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Dexter's Inn - Sunapee 258 Stagecoach Rd., Sunapee, NH 03782
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~26.12 miles east of Chester
  • Mid-scale Mountain property
  • 2 conference rooms in property
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From£90 total
Very good 4.0 /5 Latest 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
  • 3-star Riverfront hotel
  • Check-in: 3:00 PM
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From£116 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Black Mountain Inn - Brattleboro 959 Putney Rd., Brattleboro, VT 05301
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~26.48 miles south of Chester
  • Low Cost Suburban property
  • Hotel has a green policy See more
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From£51 total
Average 3.5 /5 Hotel 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
  • Three Star Suburban property
  • 3 floors in hotel
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From£71 total
Very good 4.0 /5 Recent 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
  • 65 rooms in property
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From£53 total
Average 3.0 /5 Hotel 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 property
  • 200 rooms in property
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From£134 total
Very good 4.0 /5 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
  • 3-star Resort hotel
  • Hotel has 3 floors
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From£72 total
Average 3.0 /5 Review Score 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
  • Expensive hotel
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From£225 total
Very good 4.0 /5 Recent 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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