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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 in Grafton 92 Main St., Grafton, VT 05146
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~6.25 miles south of Chester
  • Four-star hotel
  • Hotel has 9 suites
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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 hotel
  • Hotel has 88 rooms
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From£95 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Castle Hill Resort And Spa : 171 Castle Hill Dr. 171 Castle Hill Dr., Proctorsville, VT 05153
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~8.66 miles north of Chester
  • Mid-scale property
  • 3 floors in hotel
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From£81 total
Very good 4.0 /5 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
  • 3 star Rural hotel
  • 96 sleeping rooms in hotel
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From£76 total
Very good 4.0 /5 Review Score 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
  • Cheap Mountain hotel
  • Check-in time: 11:00
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From£54 total
Average 3.0 /5 Guest 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
  • Hotel has an eco-friendly policy See more
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From£107 total
Very good 4.5 /5 Guest 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 5-star property
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From£99 total
Very good 4.0 /5 Latest 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 property
  • Check-in time: 0:00
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From£81 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Mountain Lodge at Okemo, A Vail Resorts Property - Ludlow 318 Mountain Rd., Ludlow, NY 05149
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~11.38 miles northwest of Chester
  • Three Star property
  • Check-in: 17:00
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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
  • Check-in time: 17:00
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From£81 total
Very good 4.0 /5 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 hotel
  • 21 rooms in hotel
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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
  • Affordable property
  • 286 rooms in hotel
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From£81 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
  • Inexpensive property
  • Comp. Breakfast
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From£58 total
Average 3.0 /5 Recent 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
  • 3 star Mountain property
  • 133 suites in hotel
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From£108 total
Very good 4.0 /5 Reviews Call BookMore Details
Wiley Inn - 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 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 hotel
  • Check in time: 5:00 PM
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From£76 total
Very good 4.0 /5 Latest 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
  • Mid-scale hotel
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From£72 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
  • Cheap property
  • Free complimentary breakfast
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From£54 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Olympia Lodge : 7259 Main St. 7259 Main St., Manchester Center, VT 05255
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~22.20 miles west of Chester
  • Midscale Mountain hotel
  • Hotel has an eco-friendly policy See policy
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From£112 total
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
  • Cheap 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 in 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: 15:00
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From£81 total
Very good 4.0 /5 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
  • 3-star 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
  • Midscale Resort hotel
  • 11 suites in property
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From£90 total
Average 3.0 /5 Review Score 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 hotel
  • Check-in time: 3:00
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From£112 total
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Manchester in Manchester 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 Hotel 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
  • Affordable Mountain hotel
  • Hotel has 3 suites
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From£89 total
Very good 4.0 /5 Hotel 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
  • 4-star Rural hotel
  • Hotel has 7 suites
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From£116 total
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Snow Lake Lodge : Route 100 Po Box 2810 Route 100 Po Box 2810, West Dover, VT 05356
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~24.95 miles southwest of Chester
  • Cheap Resort property
  • 13 suites in hotel
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From£71 total
Average 3.5 /5 Review Score 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 hotel
  • Hotel has 4 floors
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From£107 total
Average 3.0 /5 Recent Reviews 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 property
  • Gym / Fitness Center Available
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From£360 total
Average 3.0 /5 Review Score Call BookMore Details
Woodstock Inn & Resort - Woodstock Fourteen The Green, Woodstock, VT 05091
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~25.16 miles north of Chester
  • Expensive Resort property
  • Hotel has 10 suites
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From£89 total
Very good 4.0 /5 Hotel 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
  • Cheap property
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From£54 total
Average 3.0 /5 Guest 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
  • Midscale Resort property
  • Check in time: 6:00pm
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From£116 total
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
  • Check in: 18:00
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From£81 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Grand Summit Resort 21 Grand Summit Way, West Dover, VT 05356
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~25.41 miles southwest of Chester
  • Midscale hotel
  • Check in: 18:00
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From£81 total
Average 3.0 /5 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 sleeping rooms in hotel
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From£112 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Hideaway Inn Mt. Snow 270 Handle Rd., Dover, VT 05356
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~25.50 miles southwest of Chester
  • Economical Mountain property
  • 3 floors in property
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From£45 total
Average 3.0 /5 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
  • Mid-scale Rural hotel
  • Access to gym 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 hotel
  • 98 sleeping rooms in hotel
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From£72 total
Average 3.0 /5 Hotel 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
  • Expensive property
  • 2 floors in property
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From£197 total
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
  • 2 star property
  • Hotel has 59 rooms
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From£54 total
Average 3.0 /5 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
  • Economical Highway hotel
  • Hotel has 56 rooms
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From£71 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
  • Affordable Mountain property
  • Hotel has 2 floors
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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
  • Three Star Riverfront hotel
  • 34 sleeping rooms in hotel
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From£116 total
Very good 4.0 /5 Review Score Call BookMore Details
Black Mountain Inn - Brattleboro 959 Putney Rd., Brattleboro, VT 05301
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~26.48 miles south of Chester
  • Two-star Suburban hotel
  • 40 rooms in property
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From£51 total
Average 3.5 /5 Latest 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
  • Midscale Suburban hotel
  • Free comp. breakfast
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From£71 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Colonial Motel 889 Putney Rd., Brattleboro, VT 05301
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~26.57 miles south of Chester
  • Affordable Rural property
  • Free comp. breakfast
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From£53 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Killington Grand Resort Hotel : 228 East Mountain Rd. 228 East Mountain Rd., Killington, VT 05751
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~27.09 miles northwest of Chester
  • Mid-scale Resort hotel
  • Check-in time: 4:00 PM
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From£134 total
Very good 4.0 /5 Recent 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 property
  • 55 sleeping rooms in hotel
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From£72 total
Average 3.0 /5 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
  • High end property
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From£225 total
Very good 4.0 /5 Latest 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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