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
  • High end property
  • 3 floors in property
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From£144 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Best Western Springfield Hotel 818 Charlestown Rd., Springfield, VT 05156 Call ~8.01 miles east of Chester
  • Three Star Highway hotel
  • 2 suites in hotel
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From£95 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Castle Hill Resort And Spa : 171 Castle Hill Dr. 171 Castle Hill Dr., Proctorsville, VT 05153 Call ~8.66 miles north of Chester
  • Midscale hotel
  • 3 floors in property
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From£81 total
Very good 4.0 /5 Review Score Call BookMore Details
Pointe at Castle Hill Resort 2940 State Route 103, Proctorsville, VT 05153 Call ~8.75 miles north of Chester
  • Affordable Rural hotel
  • Check-in: 3:00 PM
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From£76 total
Very good 4.0 /5 Review Score Call BookMore Details
Rodeway Inn Bellows Falls : 593 Rockingham Rd. 593 Rockingham Rd., Bellows Falls, VT 05101 Call ~9.58 miles southeast of Chester
  • Cheap Mountain hotel
  • 27 sleeping rooms in hotel
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From£54 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain : 289 Magic Mountain Access 289 Magic Mountain Access, Londonderry, VT 05148 Call ~9.78 miles west of Chester
  • Mid-scale Mountain property
  • Check in: 2:00 pm
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From£107 total
Very good 4.5 /5 Reviews Call BookMore Details
Harvest Barn Inn 16 Webb Terrace, Bellows Falls, VT 05101 Call ~10.41 miles southeast of Chester
  • Luxurious Five Star hotel
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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 Call ~11.34 miles northwest of Chester
  • 3 star hotel
  • Check-in time: 0:00
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From£81 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Mountain Lodge at Okemo, A Vail Resorts Property : 318 Mountain Rd. 318 Mountain Rd., Ludlow, NY 05149 Call ~11.38 miles northwest of Chester
  • 3 star hotel
  • 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 - Ludlow Solitude Rd., Ludlow, 05149 Call ~12.50 miles northwest of Chester
  • Mid-scale property
  • Hotel has 13 rooms
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From£81 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Windham Hill Inn in West Townshend 311 Lawrence Dr., West Townshend, VT 05359 Call ~12.57 miles southwest of Chester
  • Four-star property
  • Check in time: 14:00
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From£144 total
Very good 4.5 /5 Latest 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
  • Midscale hotel
  • Check-in: 17:00
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From£81 total
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
  • Low-priced property
  • Check-in time: 11:00
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From£58 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort 485 Hotel Rd., Brownsville, VT 05037 Call ~15.23 miles northeast of Chester
  • Midscale Mountain hotel
  • 4 floors in property
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From£108 total
Very good 4.0 /5 Review Score Call BookMore Details
Wiley Inn 2759 Route 11, Peru, VT 05152 Call ~16.14 miles west of Chester
  • Affordable Mountain property
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From£53 total
Poor 2.0 /5 Read Reviews Call BookMore Details
Thoma House 4216 Vt Rte 11, Peru, VT 05152 Call ~17.49 miles west of Chester
  • Four star Resort hotel
  • 2 floors in hotel
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From£76 total
Very good 4.0 /5 Reviews Call BookMore Details
The Inn at Willow Pond - Manchester 74 Willow Pond Rd., Manchester, VT 05255 Call ~21.95 miles west of Chester
  • Three Star property
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From£72 total
Very good 4.0 /5 Review Score Call BookMore Details
Econo Lodge 2187 Depot St., Manchester, VT 05255 Call ~22.04 miles west of Chester
  • Two-star hotel
  • Hotel has 22 rooms
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From£54 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Olympia Lodge 7259 Main St., Manchester Center, VT 05255 Call ~22.20 miles west of Chester
  • Midscale Mountain hotel
  • 24 rooms in hotel
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From£112 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Chalet Motel : 1875 Depot St. 1875 Depot St., Manchester Center, VT 05255 Call ~22.31 miles west of Chester
  • 2-star Resort hotel
  • Check in: 3:00 pm
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From£72 total
Average 3.0 /5 Reviews Call BookMore Details
The Manchester View - Manchester Center Rte 7a North Po Box 1268, Manchester Center, VT 5255 Call ~22.39 miles west of Chester
  • Mid-scale hotel
  • Check in: 15:00
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From£81 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Aspen at Manchester 5669 Main St., Manchester, VT 05255 Call ~23.30 miles west of Chester
  • 3-star Rural hotel
  • Hotel has 7 suites
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From£72 total
Average 3.0 /5 Read Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection - Manchester Center 5383 Main St., Manchester Center, VT 05255 Website Call ~23.47 miles west of Chester
  • Three Star Resort hotel
  • Hotel has 11 suites
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From£90 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
On The River Inn Woodstock - Woodstock 1653 West Woodstock Rd., Woodstock, VT 05091 Call ~24.03 miles north of Chester
  • High end Mountain hotel
  • Hotel has 13 suites
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From£112 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Manchester : 4519 Main St. 4519 Main St., Manchester, VT 05255 Call ~24.26 miles west of Chester
  • Mid-scale hotel
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From£89 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Mount Snow 401 Route 100, West Dover, VT 05356 Call ~24.81 miles southwest of Chester
  • Midscale Mountain property
  • Hotel has 14 rooms
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From£89 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Kimpton Taconic Hotel in Manchester Village 3835 Main St., Manchester Village, VT 05254 Call ~24.82 miles west of Chester
  • Four-star Rural property
  • 3 floors in hotel
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From£116 total
Very good 4.5 /5 Review Score Call BookMore Details
Snow Lake Lodge - West Dover Route 100 Po Box 2810, West Dover, VT 05356 Call ~24.95 miles southwest of Chester
  • 2-star Resort hotel
  • 16 meeting rooms in hotel
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From£71 total
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 hotel
  • 150 rooms in property
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From£107 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Equinox Golf Resort & Spa 3567 Main St. Route 7a, Manchester, VT 05254 Call ~24.96 miles west of Chester
  • High-end Mountain hotel
  • 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 Call ~25.16 miles north of Chester
  • 4-star Resort property
  • 10 suites in property
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From£89 total
Very good 4.0 /5 Read Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow : 401 Vermont Rte 100 401 Vermont Rte 100, Dover, VT 05356 Call ~25.20 miles southwest of Chester
  • Low-priced property
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From£54 total
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
  • 3 star Resort hotel
  • 4 floors in property
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From£116 total
Very good 4.0 /5 Review Score Call BookMore Details
Mount Snow Lodging 89 Grand Summit Way, West Dover, VT 05356 Call ~25.41 miles southwest of Chester
  • Three Star hotel
  • 79 rooms in hotel
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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 Call ~25.41 miles southwest of Chester
  • Affordable hotel
  • 261 rooms in property
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From£81 total
Average 3.0 /5 Review Score Call BookMore Details
The Shire Hotel : 46 Pleasant St. 46 Pleasant St., Woodstock, VT 05091 Call ~25.49 miles north of Chester
  • High-end Mountain property
  • 50 rooms in property
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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 Call ~25.50 miles southwest of Chester
  • Low Cost Mountain hotel
  • Free breakfast available
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From£45 total
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Brattleboro 1378 Putney Rd., Brattleboro, VT 05301 Call ~25.68 miles south of Chester
  • Three Star Rural property
  • Check-in time: 03:00pm
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From£94 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Quality Inn & Conference Center Brattleboro North in Brattleboro 1380 Putney Rd., Brattleboro, VT 05301 Call ~25.73 miles south of Chester
  • 3-star Mountain hotel
  • 98 rooms in hotel
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From£72 total
Average 3.0 /5 Reviews Call BookMore Details
Layla's Riverside Lodge 145 Route 100, West Dover, VT 05356 Call ~25.84 miles southwest of Chester
  • Four-star hotel
  • 15 rooms in hotel
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From£197 total
Excellent 5.0 /5 Read 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
  • 2 floors in hotel
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From£54 total
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 1186 Putney Rd., Brattleboro, VT 05301 Website Call ~26.00 miles south of Chester
  • Two-star Highway hotel
  • Check-in: 3:00pm
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From£71 total
Very good 4.0 /5 Review Score Call BookMore Details
Dexter's Inn 258 Stagecoach Rd., Sunapee, NH 03782 Call ~26.12 miles east of Chester
  • Affordable Mountain property
  • Hotel has 2 meeting rooms
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From£90 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel 20 Riverside Dr., West Chesterfield, NH 03466 Call ~26.26 miles south of Chester
  • Midscale Riverfront property
  • Comp. Breakfast
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From£116 total
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
  • Inexpensive Suburban hotel
  • Hotel has 40 rooms
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From£51 total
Average 3.5 /5 Guest Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro 100 Chickering Dr., Brattleboro, VT 05301 Call ~26.53 miles south of Chester
  • Midscale Suburban hotel
  • Hotel has 2 meeting rooms
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From£71 total
Very good 4.0 /5 Review Score Call BookMore Details
Colonial Motel 889 Putney Rd., Brattleboro, VT 05301 Call ~26.57 miles south of Chester
  • 3-star Rural hotel
  • Free breakfast
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From£53 total
Average 3.0 /5 Latest Reviews Call BookMore Details
Killington Grand Resort Hotel : 228 East Mountain Rd. 228 East Mountain Rd., Killington, VT 05751 Call ~27.09 miles northwest of Chester
  • Midscale Resort property
  • 3 floors in property
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From£134 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee 1403 New Hampshire Rte 103, Newbury, NH 03255 Call ~27.16 miles east of Chester
  • Three Star Resort property
  • Fitness + Health Center
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From£72 total
Average 3.0 /5 Read Reviews Call BookMore Details
Sunapee Harbor Cottages 4 Lake Ave., Sunapee, NH 03782 Call ~27.22 miles east of Chester
  • High-end property
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From£225 total
Very good 4.0 /5 Reviews Call BookMore Details

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