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 92 Main St., Grafton, VT 05146 Call ~6.25 miles south of Chester
  • Expensive hotel
  • 45 rooms in property
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From$160
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Springfield Hotel 818 Charlestown Rd., Springfield, VT 05156 Call ~8.01 miles east of Chester
  • Affordable Highway property
  • 88 rooms in property
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From$106
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Castle Hill Resort And Spa in Proctorsville 171 Castle Hill Dr., Proctorsville, VT 05153 Call ~8.66 miles north of Chester
  • Three Star property
  • Check-in: 15:00
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From$90
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
  • Midscale Rural property
  • 2 floors in hotel
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From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn Bellows Falls - Bellows Falls 593 Rockingham Rd., Bellows Falls, VT 05101 Call ~9.58 miles southeast of Chester
  • Low Cost Mountain property
  • Hotel has 27 rooms
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From$60
Average 3.0 /5 Review Score Call BookMore Details
Blue Gentian Lodge at Magic Mountain in Londonderry 289 Magic Mountain Access, Londonderry, VT 05148 Call ~9.78 miles west of Chester
  • Midscale Mountain hotel
  • Hotel has 12 rooms
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From$119
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Harvest Barn Inn 16 Webb Terrace, Bellows Falls, VT 05101 Call ~10.41 miles southeast of Chester
  • Luxury Five Star hotel
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From$110
Very Good 4.0 /5 Read Reviews Call BookMore Details
Okemo Mountain Lodging in Ludlow 77 Okemo Ridge Rd., Ludlow, NY 05149 Call ~11.34 miles northwest of Chester
  • 3 star hotel
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From$90
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 Call ~11.38 miles northwest of Chester
  • Mid-scale property
  • 36 sleeping rooms in hotel
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From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Solitude Village at Okemo by Vail Resorts Solitude Rd., Ludlow, 05149 Call ~12.50 miles northwest of Chester
  • Affordable hotel
  • Hotel has 13 rooms
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From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Windham Hill Inn in West Townshend 311 Lawrence Dr., West Townshend, VT 05359 Call ~12.57 miles southwest of Chester
  • 4-star property
  • Check-in: 14:00
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From$160
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property 111 Jackson Gore Rd., Ludlow, NY 05149 Call ~12.63 miles northwest of Chester
  • Three Star property
  • Check in: 17:00
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From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Royal Inn Claremont 24 Sullivan St., Claremont, NH 03743 Call ~14.92 miles northeast of Chester
  • Economy property
  • Check in time: 11:00
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From$65
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort 485 Hotel Rd., Brownsville, VT 05037 Call ~15.23 miles northeast of Chester
  • Three Star Mountain hotel
  • 4 floors in property
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From$120
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Wiley Inn : 2759 Route 11 2759 Route 11, Peru, VT 05152 Call ~16.14 miles west of Chester
  • 3-star Mountain property
  • Complimentary breakfast is offered
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From$59
Poor 2.0 /5 Review Score Call BookMore Details
Thoma House : 4216 Vt Rte 11 4216 Vt Rte 11, Peru, VT 05152 Call ~17.49 miles west of Chester
  • Four star Resort hotel
  • Check in time: 5:00 PM
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From$85
Very Good 4.0 /5 Reviews Call BookMore Details
The Inn at Willow Pond 74 Willow Pond Rd., Manchester, VT 05255 Call ~21.95 miles west of Chester
  • Mid-scale property
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From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge - Manchester 2187 Depot St., Manchester, VT 05255 Call ~22.04 miles west of Chester
  • Cheap hotel
  • Check-in: 11:00
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From$60
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Olympia Lodge : 7259 Main St. 7259 Main St., Manchester Center, VT 05255 Call ~22.20 miles west of Chester
  • Three Star Mountain hotel
  • 24 rooms in hotel
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From$125
Very Good 4.0 /5 Review Score Call BookMore Details
The Chalet Motel - Manchester Center 1875 Depot St., Manchester Center, VT 05255 Call ~22.31 miles west of Chester
  • Low-priced Resort property
  • Check-in time: 3:00 pm
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
The Manchester View in Manchester Center Rte 7a North Po Box 1268, Manchester Center, VT 5255 Call ~22.39 miles west of Chester
  • Affordable property
  • Check in: 15:00
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Aspen at Manchester : 5669 Main St. 5669 Main St., Manchester, VT 05255 Call ~23.30 miles west of Chester
  • Midscale Rural property
  • Hotel has an eco-friendly policy See more
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From$80
Average 3.0 /5 Review Score Call BookMore Details
Palmer House Resort Ascend Hotel Collection 5383 Main St., Manchester Center, VT 05255 Website Call ~23.47 miles west of Chester
  • Three Star Resort property
  • 2 floors in hotel
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From$100
Average 3.0 /5 Hotel Reviews Call BookMore Details
On The River Inn Woodstock in Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091 Call ~24.03 miles north of Chester
  • High-end Mountain property
  • Check in: 3:00
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From$125
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Manchester 4519 Main St., Manchester, VT 05255 Call ~24.26 miles west of Chester
  • 3-star hotel
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From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Inn at Mount Snow : 401 Route 100 401 Route 100, West Dover, VT 05356 Call ~24.81 miles southwest of Chester
  • 3 star Mountain hotel
  • Hotel has 2 floors
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From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Kimpton Taconic Hotel 3835 Main St., Manchester Village, VT 05254 Call ~24.82 miles west of Chester
  • Four star Rural hotel
  • Fitness center on property
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From$129
Very Good 4.5 /5 Review Score Call BookMore Details
Snow Lake Lodge in West Dover Route 100 Po Box 2810, West Dover, VT 05356 Call ~24.95 miles southwest of Chester
  • Low priced Resort property
  • Hotel has 4 floors
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From$79
Average 3.5 /5 Guest Reviews Call BookMore Details
The Equinox Golf Resort & Spa in Manchester 3567b Main St. Route 7a, Manchester, VT 05254 Call ~24.95 miles west of Chester
  • High end Mountain property
  • Fitness + Health Center
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From$119
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
  • Expensive Mountain property
  • 14 suites in property
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From$399
Average 3.0 /5 Hotel 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
  • 10 suites in property
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From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow 401 Vermont Rte 100, Dover, VT 05356 Call ~25.20 miles southwest of Chester
  • Low Cost hotel
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From$60
Average 3.0 /5 Reviews Call BookMore Details
Grand Summit Hotel 89 Mountain Rd., West Dover, VT 05356 Call ~25.39 miles southwest of Chester
  • Affordable Resort property
  • Check-in time: 6:00pm
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From$129
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Mount Snow Lodging 89 Grand Summit Way, West Dover, VT 05356 Call ~25.41 miles southwest of Chester
  • Midscale hotel
  • Check-in time: 18:00
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From$90
Very Good 4.0 /5 Latest 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
  • 3 star property
  • Check in: 18:00
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From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
The Shire Hotel 46 Pleasant St., Woodstock, VT 05091 Call ~25.49 miles north of Chester
  • 4-star Mountain property
  • 3 floors in hotel
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From$125
Average 3.0 /5 Review Score Call BookMore Details
Hideaway Inn Mt. Snow in Dover 270 Handle Rd., Dover, VT 05356 Call ~25.50 miles southwest of Chester
  • Cheap Mountain property
  • 3 floors in hotel
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From$50
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Brattleboro 1378 Putney Rd., Brattleboro, VT 05301 Call ~25.68 miles south of Chester
  • 3-star Rural property
  • Access to gym on-site
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From$105
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 Call ~25.73 miles south of Chester
  • Affordable Mountain hotel
  • Fitness center on property
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Layla's Riverside Lodge : 145 Route 100 145 Route 100, West Dover, VT 05356 Call ~25.84 miles southwest of Chester
  • Four star hotel
  • Hotel has 15 rooms
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From$219
Excellent 5.0 /5 Guest Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT 1254 Putney Rd., Brattleboro, VT 05301 Call ~25.92 miles south of Chester
  • Two star hotel
  • Hotel has 59 rooms
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From$60
Average 3.0 /5 Recent 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 hotel
  • 3 meeting rooms in property
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From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Dexter's Inn 258 Stagecoach Rd., Sunapee, NH 03782 Call ~26.12 miles east of Chester
  • 3 star Mountain hotel
  • 2 meeting rooms in property
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From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel 20 Riverside Dr., West Chesterfield, NH 03466 Call ~26.26 miles south of Chester
  • 3 star Riverfront hotel
  • Free comp. breakfast
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From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Black Mountain Inn - Brattleboro 959 Putney Rd., Brattleboro, VT 05301 Call ~26.48 miles south of Chester
  • 2 star Suburban hotel
  • Free complimentary breakfast
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From$57
Average 3.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro 100 Chickering Dr., Brattleboro, VT 05301 Call ~26.53 miles south of Chester
  • Mid-scale Suburban hotel
  • 86 rooms in property
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From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Colonial Motel And Spa 889 Putney Rd., Brattleboro, VT 05301 Call ~26.57 miles south of Chester
  • 3-star Rural hotel
  • Free complimentary breakfast
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From$59
Average 3.0 /5 Guest Reviews Call BookMore Details
Killington Grand Resort Hotel 228 East Mountain Rd., Killington, VT 05751 Call ~27.09 miles northwest of Chester
  • Mid-scale Resort hotel
  • 200 sleeping rooms in hotel
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From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee - Newbury 1403 New Hampshire Rte 103, Newbury, NH 03255 Call ~27.16 miles east of Chester
  • 3-star Resort property
  • Fitness + Health Center
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From$80
Average 3.0 /5 Reviews Call BookMore Details
Sunapee Harbor Cottages 4 Lake Ave., Sunapee, NH 03782 Call ~27.22 miles east of Chester
  • Expensive property
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From$250
Very Good 4.0 /5 Latest Reviews Call BookMore Details

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