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. 92 Main St., Grafton, VT 05146 Call ~6.25 miles south of Chester
  • Expensive hotel
  • 3 floors in property
More Photos
From£141 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Best Western Springfield Hotel 818 Charlestown Rd., Springfield, VT 05156 Call ~8.01 miles east of Chester
  • Mid-scale Highway property
  • Check-in: 4:00 pm
More Photos
From£94 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Castle Hill Resort And Spa 171 Castle Hill Dr., Proctorsville, VT 05153 Call ~8.66 miles north of Chester
  • Affordable property
  • 3 floors in property
More Photos
From£79 total
Very good 4.0 /5 Reviews Call BookMore Details
Pointe at Castle Hill Resort - Proctorsville 2940 State Route 103, Proctorsville, VT 05153 Call ~8.75 miles north of Chester
  • Midscale Rural hotel
  • Check-in time: 3:00 PM
More Photos
From£75 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
Rodeway Inn Bellows Falls 593 Rockingham Rd., Bellows Falls, VT 05101 Call ~9.58 miles southeast of Chester
  • 2 star Mountain property
  • Check-in: 11:00
More Photos
From£53 total
Average 3.0 /5 Review Score 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
  • Midscale Mountain hotel
  • Check in time: 2:00 pm
More Photos
From£105 total
Very good 4.5 /5 Recent 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
More Photos
From£97 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Okemo Mountain Lodging - Ludlow 77 Okemo Ridge Rd., Ludlow, NY 05149 Call ~11.34 miles northwest of Chester
  • 3-star hotel
  • Check in time: 0:00
More Photos
From£79 total
Very good 4.0 /5 Hotel 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
  • Three Star property
  • 36 sleeping rooms in hotel
More Photos
From£79 total
Average 3.0 /5 Hotel Reviews Call BookMore Details
Solitude Village at Okemo by Vail Resorts : Solitude Rd. Solitude Rd., Ludlow, 05149 Call ~12.50 miles northwest of Chester
  • Three Star property
  • Check-in: 17:00
More Photos
From£79 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Windham Hill Inn 311 Lawrence Dr., West Townshend, VT 05359 Call ~12.57 miles southwest of Chester
  • High-end property
  • Check-in: 14:00
More Photos
From£141 total
Very good 4.5 /5 Read 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
  • 3 star hotel
  • 286 rooms in property
More Photos
From£79 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Royal Inn Claremont 24 Sullivan St., Claremont, NH 03743 Call ~14.92 miles northeast of Chester
  • Cheap hotel
  • Check-in: 11:00
More Photos
From£57 total
Average 3.0 /5 Review Score 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
  • 133 suites in hotel
More Photos
From£106 total
Very good 4.0 /5 Reviews Call BookMore Details
Wiley Inn - Peru 2759 Route 11, Peru, VT 05152 Call ~16.14 miles west of Chester
  • Affordable Mountain property
  • Check-in time: 3:00pm
More Photos
From£52 total
Poor 2.0 /5 Recent Reviews Call BookMore Details
Thoma House 4216 Vt Rte 11, Peru, VT 05152 Call ~17.49 miles west of Chester
  • High-end Resort property
  • 2 floors in property
More Photos
From£75 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Willow Pond 74 Willow Pond Rd., Manchester, VT 05255 Call ~21.95 miles west of Chester
  • Affordable hotel
More Photos
From£70 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge - Manchester 2187 Depot St., Manchester, VT 05255 Call ~22.04 miles west of Chester
  • 2 star hotel
  • Check-in: 11:00
More Photos
From£53 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Olympia Lodge : 7259 Main St. 7259 Main St., Manchester Center, VT 05255 Call ~22.20 miles west of Chester
  • Midscale Mountain property
  • Has environment-friendly policy See policy
More Photos
From£110 total
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Chalet Motel : 1875 Depot St. 1875 Depot St., Manchester Center, VT 05255 Call ~22.31 miles west of Chester
  • Two-star Resort hotel
  • Check in: 3:00 pm
More Photos
From£70 total
Average 3.0 /5 Read Reviews Call BookMore Details
The Manchester View : Rte 7a North Po Box 1268 Rte 7a North Po Box 1268, Manchester Center, VT 5255 Call ~22.39 miles west of Chester
  • Affordable property
  • 2 floors in hotel
More Photos
From£79 total
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
  • 3 star Rural hotel
  • 28 sleeping rooms in hotel
More Photos
From£70 total
Average 3.0 /5 Latest Reviews 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
  • Free complimentary breakfast
More Photos
From£88 total
Average 3.0 /5 Guest Reviews Call BookMore Details
On The River Inn Woodstock : 1653 West Woodstock Rd. 1653 West Woodstock Rd., Woodstock, VT 05091 Call ~24.03 miles north of Chester
  • High-end Mountain hotel
  • Gym / Fitness Center Available
More Photos
From£110 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 property
More Photos
From£87 total
Very good 4.0 /5 Guest 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 2 meeting rooms
More Photos
From£87 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Kimpton Taconic Hotel 3835 Main St., Manchester Village, VT 05254 Call ~24.82 miles west of Chester
  • 4 star Rural hotel
  • Fitness center on property
More Photos
From£114 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 Call ~24.95 miles southwest of Chester
  • Low Cost Resort hotel
  • Check-in: 6:00pm
More Photos
From£70 total
Average 3.5 /5 Review Score Call BookMore Details
The Equinox Golf Resort & Spa - Manchester 3567b Main St. Route 7a, Manchester, VT 05254 Call ~24.95 miles west of Chester
  • High end Mountain property
  • 4 floors in property
More Photos
From£105 total
Average 3.0 /5 Recent 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
  • 4 floors in hotel
More Photos
From£353 total
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
  • 4 star Resort hotel
  • 10 suites in property
More Photos
From£87 total
Very good 4.0 /5 Guest 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
  • Economical hotel
More Photos
From£53 total
Average 3.0 /5 Review Score Call BookMore Details
Grand Summit Hotel : 89 Mountain Rd. 89 Mountain Rd., West Dover, VT 05356 Call ~25.39 miles southwest of Chester
  • 3-star Resort hotel
  • 16 meeting rooms in property
More Photos
From£114 total
Very good 4.0 /5 Guest Reviews Call BookMore Details
Mount Snow Lodging : 89 Grand Summit Way 89 Grand Summit Way, West Dover, VT 05356 Call ~25.41 miles southwest of Chester
  • Affordable property
  • 79 sleeping rooms in hotel
More Photos
From£79 total
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 hotel
  • 261 rooms in property
More Photos
From£79 total
Average 3.0 /5 Guest Reviews Call BookMore Details
The Shire Hotel 46 Pleasant St., Woodstock, VT 05091 Call ~25.49 miles north of Chester
  • Expensive Mountain property
  • Hotel has 3 floors
More Photos
From£110 total
Average 3.0 /5 Review Score Call BookMore Details
Hideaway Inn Mt. Snow 270 Handle Rd., Dover, VT 05356 Call ~25.50 miles southwest of Chester
  • 2 star Mountain hotel
  • 3 floors in property
More Photos
From£44 total
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 hotel
  • 12 suites in property
More Photos
From£93 total
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
  • Check in: 11:00
More Photos
From£70 total
Average 3.0 /5 Recent Reviews Call BookMore Details
Layla's Riverside Lodge 145 Route 100, West Dover, VT 05356 Call ~25.84 miles southwest of Chester
  • 4-star hotel
  • Check-in: 15:00
More Photos
From£194 total
Excellent 5.0 /5 Hotel 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
  • Economical hotel
  • Check in: 15:00
More Photos
From£53 total
Average 3.0 /5 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
  • Free breakfast
More Photos
From£70 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Dexter's Inn in Sunapee 258 Stagecoach Rd., Sunapee, NH 03782 Call ~26.12 miles east of Chester
  • Mid-scale Mountain hotel
  • Check in time: 3:00 pm
More Photos
From£88 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel 20 Riverside Dr., West Chesterfield, NH 03466 Call ~26.26 miles south of Chester
  • Affordable Riverfront hotel
  • 34 sleeping rooms in hotel
More Photos
From£114 total
Very good 4.0 /5 Latest Reviews Call BookMore Details
Black Mountain Inn 959 Putney Rd., Brattleboro, VT 05301 Call ~26.48 miles south of Chester
  • 2-star Suburban property
  • Has environment-friendly policy Learn more
More Photos
From£50 total
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
  • Midscale Suburban property
  • Free comp. breakfast
More Photos
From£70 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Colonial Motel 889 Putney Rd., Brattleboro, VT 05301 Call ~26.57 miles south of Chester
  • 3 star Rural hotel
  • Check in time: 2:00 PM
More Photos
From£52 total
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 property
  • Gym / Fitness Center Available
More Photos
From£132 total
Very good 4.0 /5 Latest 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
  • Midscale Resort property
  • 55 sleeping rooms in hotel
More Photos
From£70 total
Average 3.0 /5 Guest Reviews Call BookMore Details
Sunapee Harbor Cottages 4 Lake Ave., Sunapee, NH 03782 Call ~27.22 miles east of Chester
  • 4 star hotel
More Photos
From£221 total
Very good 4.0 /5 Hotel Reviews Call BookMore Details

Next: See My Chester Hotels with Pricing
Back to Top
Table of Contents Top: Check Rates Chester Hotels