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 Call ~6.25 miles south of Chester
  • 4-star property
  • Hotel has 45 rooms
From£119
Very good 4.0 /5 Guest Reviews Call BookMore Details
Best Western Springfield Hotel 818 Charlestown Rd., Springfield, VT 05156 Call ~8.01 miles east of Chester
  • Mid-scale Highway hotel
  • Free breakfast available
From£79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Castle Hill Resort And Spa - Proctorsville 171 Castle Hill Dr., Proctorsville, VT 05153 Call ~8.66 miles north of Chester
  • 3-star hotel
  • Hotel has 20 rooms
From£67
Very good 4.0 /5 Recent Reviews Call BookMore Details
Pointe at Castle Hill Resort : 2940 State Route 103 2940 State Route 103, Proctorsville, VT 05153 Call ~8.75 miles north of Chester
  • 3 star Rural property
  • Check in time: 3:00 PM
From£63
Very good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn Bellows Falls in Bellows Falls 593 Rockingham Rd., Bellows Falls, VT 05101 Call ~9.58 miles southeast of Chester
  • Inexpensive Mountain property
  • 27 rooms in hotel
From£44
Average 3.0 /5 Recent Reviews 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
  • Mid-scale Mountain property
  • Check-in time: 2:00 pm
From£88
Very good 4.5 /5 Review Score Call BookMore Details
Harvest Barn Inn 16 Webb Terrace, Bellows Falls, VT 05101 Call ~10.41 miles southeast of Chester
  • Luxurious 5-star hotel
From£81
Very good 4.0 /5 Latest Reviews Call BookMore Details
Okemo Mountain Lodging - Ludlow 77 Okemo Ridge Rd., Ludlow, NY 05149 Call ~11.34 miles northwest of Chester
  • Three Star hotel
  • Check in time: 0:00
From£67
Very good 4.0 /5 Read Reviews Call BookMore Details
Mountain Lodge at Okemo, A Vail Resorts Property 318 Mountain Rd., Ludlow, NY 05149 Call ~11.38 miles northwest of Chester
  • 3-star hotel
  • Hotel has 36 rooms
From£67
Average 3.0 /5 Reviews Call BookMore Details
Solitude Village at Okemo by Vail Resorts in Ludlow Solitude Rd., Ludlow, 05149 Call ~12.50 miles northwest of Chester
  • Three Star property
  • 13 rooms in property
From£67
Very good 4.0 /5 Reviews Call BookMore Details
Windham Hill Inn : 311 Lawrence Dr. 311 Lawrence Dr., West Townshend, VT 05359 Call ~12.57 miles southwest of Chester
  • Expensive hotel
  • 21 sleeping rooms in hotel
From£119
Very good 4.5 /5 Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property : 111 Jackson Gore Rd. 111 Jackson Gore Rd., Ludlow, NY 05149 Call ~12.63 miles northwest of Chester
  • Mid-scale property
  • Check in time: 17:00
From£67
Very good 4.0 /5 Reviews Call BookMore Details
Royal Inn Claremont : 24 Sullivan St. 24 Sullivan St., Claremont, NH 03743 Call ~14.92 miles northeast of Chester
  • Low-priced hotel
  • Free comp. breakfast
From£48
Average 3.0 /5 Recent Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort 485 Hotel Rd., Brownsville, VT 05037 Call ~15.23 miles northeast of Chester
  • 3-star Mountain hotel
  • Hotel has an eco-friendly policy Learn more
From£89
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wiley Inn in Peru 2759 Route 11, Peru, VT 05152 Call ~16.14 miles west of Chester
  • 3-star Mountain property
  • Free comp. breakfast
Thoma House - Peru 4216 Vt Rte 11, Peru, VT 05152 Call ~17.49 miles west of Chester
  • 4 star Resort property
  • Check-in: 5:00 PM
From£63
Very good 4.0 /5 Guest 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
  • Mid-scale hotel
From£59
Very good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge in Manchester 2187 Depot St., Manchester, VT 05255 Call ~22.04 miles west of Chester
  • 2 star property
  • 22 rooms in property
From£44
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Olympia Lodge 7259 Main St., Manchester Center, VT 05255 Call ~22.20 miles west of Chester
  • Three Star Mountain property
  • 24 rooms in property
From£93
Very good 4.0 /5 Reviews Call BookMore Details
The Chalet Motel 1875 Depot St., Manchester Center, VT 05255 Call ~22.31 miles west of Chester
  • Cheap Resort hotel
  • Check-in: 3:00 pm
From£59
Average 3.0 /5 Review Score 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
  • 3-star property
  • 36 rooms in hotel
From£67
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
  • Affordable Rural property
  • 7 suites in property
From£59
Average 3.0 /5 Guest 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 hotel
  • 2 floors in hotel
From£74
Average 3.0 /5 Recent Reviews Call BookMore Details
On The River Inn Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091 Call ~24.03 miles north of Chester
  • High end Mountain hotel
  • Check in time: 3:00
From£93
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Manchester - Manchester 4519 Main St., Manchester, VT 05255 Call ~24.26 miles west of Chester
  • Affordable hotel
From£73
Very good 4.0 /5 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
  • Mid-scale Mountain property
  • Hotel has 2 floors
From£73
Very good 4.0 /5 Guest Reviews Call BookMore Details
Kimpton Taconic Hotel - Manchester Village 3835 Main St., Manchester Village, VT 05254 Call ~24.82 miles west of Chester
  • Expensive Rural hotel
  • Check-in: 4:00 PM
From£96
Very good 4.5 /5 Review Score Call BookMore Details
Snow Lake Lodge Route 100 Po Box 2810, West Dover, VT 05356 Call ~24.95 miles southwest of Chester
  • Economical Resort hotel
  • Free breakfast available
From£58
Average 3.5 /5 Review Score Call BookMore Details
The Equinox Golf Resort & Spa 3567b Main St. Route 7a, Manchester, VT 05254 Call ~24.95 miles west of Chester
  • Expensive Mountain hotel
  • Hotel has 12 suites
From£88
Average 3.0 /5 Latest Reviews Call BookMore Details
The Equinox Golf Resort & Spa 3567 Main St. Route 7a, Manchester, VT 05254 Call ~24.96 miles west of Chester
  • 4 star Mountain property
  • Access to gym on-site
From£297
Average 3.0 /5 Review Score Call BookMore Details
Woodstock Inn & Resort Fourteen The Green, Woodstock, VT 05091 Call ~25.16 miles north of Chester
  • Expensive Resort hotel
From£73
Very good 4.0 /5 Hotel 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
  • Inexpensive hotel
From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Grand Summit Hotel 89 Mountain Rd., West Dover, VT 05356 Call ~25.39 miles southwest of Chester
  • 3-star Resort hotel
  • Hotel has 100 suites
From£96
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: 18:00
From£67
Very good 4.0 /5 Read Reviews Call BookMore Details
Grand Summit Resort 21 Grand Summit Way, West Dover, VT 05356 Call ~25.41 miles southwest of Chester
  • 3 star property
  • 261 sleeping rooms in hotel
From£67
Average 3.0 /5 Review Score Call BookMore Details
The Shire Hotel 46 Pleasant St., Woodstock, VT 05091 Call ~25.49 miles north of Chester
  • Expensive Mountain hotel
  • 50 sleeping rooms in hotel
From£93
Average 3.0 /5 Guest Reviews Call BookMore Details
Hideaway Inn Mt. Snow : 270 Handle Rd. 270 Handle Rd., Dover, VT 05356 Call ~25.50 miles southwest of Chester
  • Cheap Mountain hotel
  • Hotel has 2 meeting rooms
From£37
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Brattleboro : 1378 Putney Rd. 1378 Putney Rd., Brattleboro, VT 05301 Call ~25.68 miles south of Chester
  • Mid-scale Rural hotel
  • Hotel has 73 rooms
From£78
Very good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Conference Center Brattleboro North 1380 Putney Rd., Brattleboro, VT 05301 Call ~25.73 miles south of Chester
  • Three Star Mountain property
  • Fitness / Gym is on-site
From£59
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
  • 4-star property
  • Check-in: 15:00
From£163
Excellent 5.0 /5 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
  • Check-in time: 15:00
From£44
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 - Brattleboro 1186 Putney Rd., Brattleboro, VT 05301 Website Call ~26.00 miles south of Chester
  • 2-star Highway hotel
  • Access to gym on-site
From£58
Very good 4.0 /5 Review Score Call BookMore Details
Dexter's Inn - Sunapee 258 Stagecoach Rd., Sunapee, NH 03782 Call ~26.12 miles east of Chester
  • Affordable Mountain hotel
  • Check in: 3:00 pm
From£74
Very good 4.0 /5 Latest 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 breakfast available
From£96
Very good 4.0 /5 Guest Reviews Call BookMore Details
Black Mountain Inn - Brattleboro 959 Putney Rd., Brattleboro, VT 05301 Call ~26.48 miles south of Chester
  • Two-star Suburban property
  • 2 floors in property
From£42
Average 3.5 /5 Read 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
  • 3-star Suburban hotel
  • 2 conference rooms in property
From£58
Very good 4.0 /5 Guest Reviews Call BookMore Details
Colonial Motel And Spa 889 Putney Rd., Brattleboro, VT 05301 Call ~26.57 miles south of Chester
  • Three Star Rural property
  • Check-in time: 2:00 PM
From£43
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
  • Midscale Resort hotel
  • Hotel has 25 suites
From£111
Very good 4.0 /5 Read Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee in Newbury 1403 New Hampshire Rte 103, Newbury, NH 03255 Call ~27.16 miles east of Chester
  • 3-star Resort hotel
  • 2 suites in property
From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Sunapee Harbor Cottages in Sunapee 4 Lake Ave., Sunapee, NH 03782 Call ~27.22 miles east of Chester
  • Four star property
From£186
Very good 4.0 /5 Reviews Call BookMore Details

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