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 in Grafton 92 Main St., Grafton, VT 05146 Call ~6.25 miles south of Chester
  • Expensive property
  • Hotel has 3 floors
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From$192 total
Very good 4.0 /5 Review Score Call BookMore Details
Best Western Springfield Hotel in Springfield 818 Charlestown Rd., Springfield, VT 05156 Call ~8.01 miles east of Chester
  • Three Star Highway hotel
  • 88 rooms in hotel
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From$127 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Castle Hill Resort And Spa 171 Castle Hill Dr., Proctorsville, VT 05153 Call ~8.66 miles north of Chester
  • 3 star hotel
  • Check in: 15:00
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From$108 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Pointe at Castle Hill Resort 2940 State Route 103, Proctorsville, VT 05153 Call ~8.75 miles north of Chester
  • Three Star Rural hotel
  • Fitness / Gym is on-site
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From$102 total
Very good 4.0 /5 Review Score Call BookMore Details
Rodeway Inn Bellows Falls 593 Rockingham Rd., Bellows Falls, VT 05101 Call ~9.58 miles southeast of Chester
  • Low priced Mountain hotel
  • Hotel has 27 rooms
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From$72 total
Average 3.0 /5 Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain 289 Magic Mountain Access, Londonderry, VT 05148 Call ~9.78 miles west of Chester
  • Midscale Mountain hotel
  • Check-in time: 2:00 pm
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From$142 total
Very good 4.5 /5 Review Score Call BookMore Details
Harvest Barn Inn : 16 Webb Terrace 16 Webb Terrace, Bellows Falls, VT 05101 Call ~10.41 miles southeast of Chester
  • Luxury 5 star hotel
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From$132 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Okemo Mountain Lodging : 77 Okemo Ridge Rd. 77 Okemo Ridge Rd., Ludlow, NY 05149 Call ~11.34 miles northwest of Chester
  • Affordable property
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From$108 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 Call ~11.38 miles northwest of Chester
  • Affordable hotel
  • Check in time: 17:00
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From$108 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Solitude Village at Okemo by Vail Resorts Solitude Rd., Ludlow, 05149 Call ~12.50 miles northwest of Chester
  • Midscale property
  • Check-in: 17:00
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From$108 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Windham Hill Inn in West Townshend 311 Lawrence Dr., West Townshend, VT 05359 Call ~12.57 miles southwest of Chester
  • Expensive hotel
  • 9 suites in property
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From$192 total
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property in Ludlow 111 Jackson Gore Rd., Ludlow, NY 05149 Call ~12.63 miles northwest of Chester
  • Mid-scale hotel
  • Check-in: 17:00
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From$108 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Royal Inn Claremont : 24 Sullivan St. 24 Sullivan St., Claremont, NH 03743 Call ~14.92 miles northeast of Chester
  • Cheap property
  • Check in: 11:00
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From$78 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort in Brownsville 485 Hotel Rd., Brownsville, VT 05037 Call ~15.23 miles northeast of Chester
  • Affordable Mountain hotel
  • 133 suites in hotel
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From$144 total
Very good 4.0 /5 Reviews Call BookMore Details
Wiley Inn 2759 Route 11, Peru, VT 05152 Call ~16.14 miles west of Chester
  • 3 star Mountain property
  • Check in time: 3:00pm
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From$70 total
Poor 2.0 /5 Hotel Reviews Call BookMore Details
Thoma House : 4216 Vt Rte 11 4216 Vt Rte 11, Peru, VT 05152 Call ~17.49 miles west of Chester
  • High end Resort property
  • Check in: 5:00 PM
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From$102 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 Call ~21.95 miles west of Chester
  • 3 star hotel
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From$96 total
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge 2187 Depot St., Manchester, VT 05255 Call ~22.04 miles west of Chester
  • Economical hotel
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From$72 total
Very good 4.0 /5 Review Score Call BookMore Details
The Olympia Lodge : 7259 Main St. 7259 Main St., Manchester Center, VT 05255 Call ~22.20 miles west of Chester
  • 3 star Mountain property
  • 2 floors in hotel
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From$150 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Chalet Motel 1875 Depot St., Manchester Center, VT 05255 Call ~22.31 miles west of Chester
  • Two star Resort hotel
  • 32 sleeping rooms in hotel
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From$96 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Manchester View Rte 7a North Po Box 1268, Manchester Center, VT 5255 Call ~22.39 miles west of Chester
  • Affordable property
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From$108 total
Very good 4.0 /5 Review Score Call BookMore Details
Aspen at Manchester 5669 Main St., Manchester, VT 05255 Call ~23.30 miles west of Chester
  • Mid-scale Rural hotel
  • Hotel has an eco-friendly policy Learn more
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From$96 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection in Manchester Center 5383 Main St., Manchester Center, VT 05255 Website Call ~23.47 miles west of Chester
  • 3 star Resort property
  • 2 floors in hotel
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From$120 total
Average 3.0 /5 Read Reviews Call BookMore Details
On The River Inn Woodstock - Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091 Call ~24.03 miles north of Chester
  • Expensive Mountain hotel
  • Fitness + Health Center
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From$150 total
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Manchester : 4519 Main St. 4519 Main St., Manchester, VT 05255 Call ~24.26 miles west of Chester
  • Affordable hotel
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From$118 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Inn at Mount Snow in West Dover 401 Route 100, West Dover, VT 05356 Call ~24.81 miles southwest of Chester
  • Midscale Mountain property
  • Free complimentary breakfast
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From$118 total
Very good 4.0 /5 Review Score Call BookMore Details
Kimpton Taconic Hotel in Manchester Village 3835 Main St., Manchester Village, VT 05254 Call ~24.82 miles west of Chester
  • High end Rural property
  • Fitness + Health Center
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From$154 total
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Snow Lake Lodge Route 100 Po Box 2810, West Dover, VT 05356 Call ~24.95 miles southwest of Chester
  • Inexpensive Resort hotel
  • Hotel has 16 meeting rooms
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From$94 total
Average 3.5 /5 Guest Reviews Call BookMore Details
The Equinox Golf Resort & Spa 3567b Main St. Route 7a, Manchester, VT 05254 Call ~24.95 miles west of Chester
  • High end Mountain property
  • Check in: 3pm
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From$142 total
Average 3.0 /5 Read Reviews Call BookMore Details
The Equinox Golf Resort & Spa 3567 Main St. Route 7a, Manchester, VT 05254 Call ~24.96 miles west of Chester
  • Four star Mountain property
  • 195 rooms in hotel
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From$478 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Woodstock Inn & Resort in Woodstock Fourteen The Green, Woodstock, VT 05091 Call ~25.16 miles north of Chester
  • Four-star Resort property
  • Hotel has 10 suites
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From$118 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow - Dover 401 Vermont Rte 100, Dover, VT 05356 Call ~25.20 miles southwest of Chester
  • Economy hotel
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From$72 total
Average 3.0 /5 Reviews Call BookMore Details
Grand Summit Hotel - West Dover 89 Mountain Rd., West Dover, VT 05356 Call ~25.39 miles southwest of Chester
  • Midscale Resort property
  • 16 conference rooms in property
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From$154 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Mount Snow Lodging 89 Grand Summit Way, West Dover, VT 05356 Call ~25.41 miles southwest of Chester
  • 3-star property
  • Check in: 18:00
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From$108 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Grand Summit Resort : 21 Grand Summit Way 21 Grand Summit Way, West Dover, VT 05356 Call ~25.41 miles southwest of Chester
  • Mid-scale property
  • Check in: 18:00
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From$108 total
Average 3.0 /5 Latest Reviews Call BookMore Details
The Shire Hotel : 46 Pleasant St. 46 Pleasant St., Woodstock, VT 05091 Call ~25.49 miles north of Chester
  • Four-star Mountain hotel
  • 50 sleeping rooms in hotel
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From$150 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Hideaway Inn Mt. Snow 270 Handle Rd., Dover, VT 05356 Call ~25.50 miles southwest of Chester
  • Two star Mountain property
  • 2 conference rooms in property
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From$60 total
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn Brattleboro 1378 Putney Rd., Brattleboro, VT 05301 Call ~25.68 miles south of Chester
  • Three Star Rural property
  • 73 sleeping rooms in hotel
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From$126 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Conference Center Brattleboro North 1380 Putney Rd., Brattleboro, VT 05301 Call ~25.73 miles south of Chester
  • 3-star Mountain property
  • Fitness + Health Center
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From$96 total
Average 3.0 /5 Review Score Call BookMore Details
Layla's Riverside Lodge 145 Route 100, West Dover, VT 05356 Call ~25.84 miles southwest of Chester
  • Expensive property
  • 2 floors in hotel
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From$262 total
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT : 1254 Putney Rd. 1254 Putney Rd., Brattleboro, VT 05301 Call ~25.92 miles south of Chester
  • Cheap property
  • Check-in time: 15:00
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From$72 total
Average 3.0 /5 Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 in Brattleboro 1186 Putney Rd., Brattleboro, VT 05301 Website Call ~26.00 miles south of Chester
  • Two star Highway property
  • Gym / Fitness Center Available
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From$94 total
Very good 4.0 /5 Reviews Call BookMore Details
Dexter's Inn : 258 Stagecoach Rd. 258 Stagecoach Rd., Sunapee, NH 03782 Call ~26.12 miles east of Chester
  • Mid-scale Mountain property
  • 2 meeting rooms in hotel
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From$120 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel - West Chesterfield 20 Riverside Dr., West Chesterfield, NH 03466 Call ~26.26 miles south of Chester
  • 3 star Riverfront hotel
  • Free breakfast available
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From$154 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Black Mountain Inn 959 Putney Rd., Brattleboro, VT 05301 Call ~26.48 miles south of Chester
  • Cheap Suburban property
  • Check-in time: 1:00pm
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From$68 total
Average 3.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro : 100 Chickering Dr. 100 Chickering Dr., Brattleboro, VT 05301 Call ~26.53 miles south of Chester
  • Three Star Suburban hotel
  • 19 suites in hotel
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From$94 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Colonial Motel 889 Putney Rd., Brattleboro, VT 05301 Call ~26.57 miles south of Chester
  • 3-star Rural property
  • Hotel has 65 rooms
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From$70 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Killington Grand Resort Hotel - Killington 228 East Mountain Rd., Killington, VT 05751 Call ~27.09 miles northwest of Chester
  • Midscale Resort hotel
  • Hotel has 3 floors
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From$178 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee 1403 New Hampshire Rte 103, Newbury, NH 03255 Call ~27.16 miles east of Chester
  • Midscale Resort hotel
  • Hotel has 2 meeting rooms
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From$96 total
Average 3.0 /5 Read Reviews Call BookMore Details
Sunapee Harbor Cottages - Sunapee 4 Lake Ave., Sunapee, NH 03782 Call ~27.22 miles east of Chester
  • 4-star hotel
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From$300 total
Very good 4.0 /5 Recent Reviews Call BookMore Details

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