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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
+1-888-389-4121
92 Main St., Grafton, VT 05146 ~6.25 miles south of Chester
  • Four-star property
  • Check in time: 14:00
From£118
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Best Western Springfield Hotel in Springfield
+1-888-675-2083
818 Charlestown Rd., Springfield, VT 05156 ~8.01 miles east of Chester
  • Affordable Highway hotel
  • 2 floors in property
From£78
Very good 4.0 /5 Review Score Call BookMore Details
Castle Hill Resort And Spa : Junction Route 103 & Route 1
+1-800-716-8490
Junction Route 103 & Route 1, Ludlow, VT 05149 ~8.66 miles north of Chester
  • 3-star property
  • 3 floors in property
From£66
Very good 4.0 /5 Read Reviews Call BookMore Details
Pointe at Castle Hill Resort : 2940 State Route 103
+1-800-805-5223
2940 State Route 103, Proctorsville, VT 05153 ~8.75 miles north of Chester
  • 3 star Rural hotel
  • Check-in time: 3:00 PM
From£62
Very good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn Bellows Falls
+1-888-965-1860
593 Rockingham Rd., Bellows Falls, VT 05101 ~9.58 miles southeast of Chester
  • Low-priced Mountain property
  • 27 rooms in hotel
From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain : 289 Magic Mountain Access
+1-888-788-5576
289 Magic Mountain Access, Londonderry, VT 05148 ~9.78 miles west of Chester
  • Midscale Mountain property
  • Check in: 2:00 pm
From£87
Very good 4.5 /5 Latest Reviews Call BookMore Details
Harvest Barn Inn : 16 Webb Terrace
+1-888-897-9207
16 Webb Terrace, Bellows Falls, VT 05101 ~10.41 miles southeast of Chester
  • Luxurious 5-star property
From£81
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Okemo Mountain Lodging - Ludlow
+1-888-311-4278
77 Okemo Ridge Rd., Ludlow, NY 05149 ~11.34 miles northwest of Chester
  • Three Star property
  • Check-in time: 0:00
From£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Mountain Lodge at Okemo
+1-888-469-4795
318 Mountain Rd., Ludlow, NY 05149 ~11.38 miles northwest of Chester
  • Affordable hotel
  • 36 sleeping rooms in hotel
From£66
Average 3.0 /5 Latest Reviews Call BookMore Details
Solitude Village at Okemo : Solitude Rd.
+1-888-734-9421
Solitude Rd., Ludlow, 05149 ~12.50 miles northwest of Chester
  • 3-star hotel
  • Check-in: 17:00
From£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Windham Hill Inn - West Townshend
+1-888-841-5292
311 Lawrence Dr., West Townshend, VT 05359 ~12.57 miles southwest of Chester
  • Four star property
  • 21 rooms in property
From£118
Very good 4.5 /5 Reviews Call BookMore Details
Jackson Gore Village : 111 Jackson Gore Rd.
+1-888-455-5160
111 Jackson Gore Rd., Ludlow, NY 05149 ~12.63 miles northwest of Chester
  • Midscale hotel
  • 286 sleeping rooms in hotel
From£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Royal Inn Claremont
+1-888-965-8297
24 Sullivan St., Claremont, NH 03743 ~14.92 miles northeast of Chester
  • Cheap hotel
  • 21 sleeping rooms in hotel
From£47
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort - Brownsville
+1-888-906-6358
485 Hotel Rd., Brownsville, VT 05037 ~15.23 miles northeast of Chester
  • Mid-scale Mountain hotel
  • Fitness + Health Center
From£88
Very good 4.0 /5 Read Reviews Call BookMore Details
Wiley Inn
+1-888-749-6785
2759 Route 11, Peru, VT 05152 ~16.14 miles west of Chester
  • 3-star Mountain hotel
From£43
Poor 2.0 /5 Read Reviews Call BookMore Details
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Thoma House
+1-888-878-9982
4216 Vt Rte 11, Peru, VT 05152 ~17.49 miles west of Chester
  • High-end Resort hotel
  • Check in time: 5:00 PM
From£62
Very good 4.0 /5 Read Reviews Call BookMore Details
The Inn at Willow Pond - Manchester
+1-888-389-4485
74 Willow Pond Rd., Manchester, VT 05255 ~21.95 miles west of Chester
  • 3 star property
From£59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge : 2187 Depot St.
+1-888-389-4121
2187 Depot St., Manchester, VT 05255 ~22.04 miles west of Chester
  • Low-priced hotel
  • Free complimentary breakfast
From£44
Very good 4.0 /5 Review Score Call BookMore Details
The Olympia Lodge
+1-888-675-2083
7259 Main St., Manchester Center, VT 05255 ~22.20 miles west of Chester
  • Three Star Mountain property
  • 24 rooms in property
From£92
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Chalet Motel in Manchester Center
+1-800-716-8490
1875 Depot St., Manchester Center, VT 05255 ~22.31 miles west of Chester
  • Economy Resort hotel
  • Check in time: 3:00 pm
From£59
Average 3.0 /5 Review Score Call BookMore Details
The Manchester View in Manchester Center
+1-800-805-5223
Rte 7a North Po Box 1268, Manchester Center, VT 5255 ~22.39 miles west of Chester
  • 3-star hotel
  • Check in: 15:00
From£66
Very good 4.0 /5 Review Score Call BookMore Details
Aspen at Manchester : 5669 Main St.
+1-888-965-1860
5669 Main St., Manchester, VT 05255 ~23.30 miles west of Chester
  • Affordable Rural hotel
  • Hotel has an eco-friendly policy See policy
From£59
Average 3.0 /5 Read Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection : 5383 Main St.
+1-888-788-5576
5383 Main St., Manchester Center, VT 05255 Website ~23.47 miles west of Chester
  • Midscale Resort property
  • Check-in time: 3pm
From£73
Average 3.0 /5 Guest Reviews Call BookMore Details
On The River Inn Woodstock - Woodstock
+1-888-897-9207
1653 West Woodstock Rd., Woodstock, VT 05091 ~24.03 miles north of Chester
  • High end Mountain hotel
  • Check in time: 3:00
From£92
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Manchester : 4519 Main St.
+1-888-311-4278
4519 Main St., Manchester, VT 05255 ~24.26 miles west of Chester
  • 3 star hotel
From£73
Very good 4.0 /5 Review Score Call BookMore Details
Four Points by Sheraton Hotel & Suites Calgary West in Manchester Village
+1-888-469-4795
3835 Main St., Manchester Village, VT 05254 ~24.81 miles west of Chester
  • High-end Rural hotel
  • 7 suites in hotel
From£191
Very good 4.0 /5 Guest Reviews Call BookMore Details
The Inn at Mount Snow in West Dover
+1-888-734-9421
401 Route 100, West Dover, VT 05356 ~24.81 miles southwest of Chester
  • 3 star Mountain hotel
  • 2 floors in hotel
From£73
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Snow Lake Lodge
+1-888-841-5292
Route 100 Po Box 2810, West Dover, VT 05356 ~24.95 miles southwest of Chester
  • 2-star Resort property
  • Check in: 6:00pm
From£58
Average 3.5 /5 Read Reviews Call BookMore Details
The Equinox Golf Resort & Spa
+1-888-455-5160
3567b Main St. Route 7a, Manchester, VT 05254 ~24.95 miles west of Chester
  • High end Mountain hotel
  • Gym / Fitness Center Available
From£87
Average 3.0 /5 Guest Reviews Call BookMore Details
The Equinox Golf Resort & Spa
+1-888-965-8297
3567 Main St. Route 7a, Manchester, VT 05254 ~24.96 miles west of Chester
  • High end Mountain hotel
  • Fitness / Gym is on-site
From£294
Average 3.0 /5 Recent Reviews Call BookMore Details
Woodstock Inn & Resort : Fourteen The Green
+1-888-906-6358
Fourteen The Green, Woodstock, VT 05091 ~25.16 miles north of Chester
  • High-end Resort hotel
  • Hotel has 10 suites
From£73
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow : 401 Vermont Rte 100
+1-888-749-6785
401 Vermont Rte 100, Dover, VT 05356 ~25.20 miles southwest of Chester
  • Economical property
From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Grand Summit Hotel : 89 Mountain Rd.
+1-888-878-9982
89 Mountain Rd., West Dover, VT 05356 ~25.39 miles southwest of Chester
  • 3 star Resort property
  • Fitness + Health Center
From£95
Very good 4.0 /5 Read Reviews Call BookMore Details
Mount Snow Lodging in West Dover
+1-888-389-4485
89 Grand Summit Way, West Dover, VT 05356 ~25.41 miles southwest of Chester
  • 3-star hotel
  • 79 rooms in property
From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Grand Summit Resort
+1-888-389-4121
21 Grand Summit Way, West Dover, VT 05356 ~25.41 miles southwest of Chester
  • Mid-scale hotel
  • Check-in: 18:00
From£66
Average 3.0 /5 Read Reviews Call BookMore Details
The Shire Hotel
+1-888-675-2083
46 Pleasant St., Woodstock, VT 05091 ~25.49 miles north of Chester
  • Expensive Mountain property
  • Hotel has 3 floors
From£92
Average 3.0 /5 Read Reviews Call BookMore Details
Mountaineer Inn : 270 Handle Rd.
+1-800-716-8490
270 Handle Rd., Dover, VT 05356 ~25.50 miles southwest of Chester
  • Economical Mountain hotel
  • 2 conference rooms in property
From£36
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Brattleboro
+1-800-805-5223
1378 Putney Rd., Brattleboro, VT 05301 ~25.68 miles south of Chester
  • 3-star Rural property
  • 73 rooms in hotel
From£77
Very good 4.0 /5 Review Score Call BookMore Details
Quality Inn & Conference Center in Brattleboro
+1-888-965-1860
1380 Putney Rd., Brattleboro, VT 05301 ~25.73 miles south of Chester
  • 3 star Mountain property
  • Check in: 11:00
From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
Layla's Riverside Lodge
+1-888-788-5576
145 Route 100, West Dover, VT 05356 ~25.84 miles southwest of Chester
  • 4-star property
  • 2 floors in property
From£161
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT : 1254 Putney Rd.
+1-888-897-9207
1254 Putney Rd., Brattleboro, VT 05301 ~25.92 miles south of Chester
  • 2-star hotel
  • 59 rooms in hotel
From£44
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Brattleboro I 91
+1-888-311-4278
1186 Putney Rd., Brattleboro, VT 05301 Website ~26.00 miles south of Chester
  • Low-priced Highway property
  • 4 floors in property
From£58
Very good 4.0 /5 Review Score Call BookMore Details
Dexter's Inn
+1-888-469-4795
258 Stagecoach Rd., Sunapee, NH 03782 ~26.12 miles east of Chester
  • 3-star Mountain hotel
  • Hotel has 2 meeting rooms
From£73
Very good 4.0 /5 Review Score Call BookMore Details
Riverside Hotel, Ascend Hotel Collection - West Chesterfield
+1-888-734-9421
20 Riverside Dr., West Chesterfield, NH 03466 ~26.26 miles south of Chester
  • Affordable Riverfront hotel
  • Hotel has 2 suites
From£95
Very good 4.0 /5 Recent Reviews Call BookMore Details
Black Mountain Inn
+1-888-841-5292
959 Putney Rd., Brattleboro, VT 05301 ~26.48 miles south of Chester
  • 2 star Suburban property
  • Check-in: 1:00pm
From£42
Average 3.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro
+1-888-455-5160
100 Chickering Dr., Brattleboro, VT 05301 ~26.53 miles south of Chester
  • 3 star Suburban hotel
  • Check-in: 3 :00 PM
From£58
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Colonial Motel And Spa : 889 Putney Rd.
+1-888-965-8297
889 Putney Rd., Brattleboro, VT 05301 ~26.57 miles south of Chester
  • Midscale Rural hotel
  • 2 floors in hotel
From£43
Average 3.0 /5 Latest Reviews Call BookMore Details
A Hotel Inn Sunapee : 1403 New Hampshire Rte 103
+1-888-906-6358
1403 New Hampshire Rte 103, Newbury, NH 03255 ~27.09 miles east of Chester
  • Two star Resort hotel
  • Fitness center on property
From£46
Very good 4.0 /5 Reviews Call BookMore Details
Killington Grand Resort Hotel
+1-888-749-6785
228 East Mountain Rd., Killington, VT 05751 ~27.09 miles northwest of Chester
  • Affordable Resort hotel
  • 3 floors in property
From£109
Very good 4.0 /5 Latest Reviews Call BookMore Details
Sunapee Harbor Cottages in Sunapee
+1-888-878-9982
4 Lake Ave., Sunapee, NH 03782 ~27.22 miles east of Chester
  • Expensive property
From£184
Very good 4.0 /5 Reviews Call BookMore Details

Next: See My Chester Hotels with Pricing

Graph: Upcoming 20 Days of Chester Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Chester, VT discounts available. The chart reflects the cheapest Chester hotel for each day and each star rating category.

FAQs about hotels in Chester

What are the best rated hotels in Chester?

Layla's Riverside Lodge, Blue Gentian Lodge at Magic Mountain and Windham Hill Inn are the best rated hotels based on customer reviews in the last 365 days.

What are the most up-scale hotels in Chester?

Harvest Barn Inn, Grafton Inn and Windham Hill Inn are the top 3 luxury hotels near Chester city center.

What hotels are closest to the city center of Chester?

Grafton Inn, Best Western Springfield Hotel, and Castle Hill Resort And Spa are the properties closest to Chester city center.

What are the best independent hotels in Chester?

Layla's Riverside Lodge, Blue Gentian Lodge at Magic Mountain and Windham Hill Inn are the best rated independent hotels (not part of a big brand).

What are the best Choice Hotels branded hotels in Chester?

Econo Lodge, Comfort Inn & Suites Brattleboro I 91 and Riverside Hotel, Ascend Hotel Collection are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Chester?

Holiday Inn Club Vacations Ascutney Mountain Resort and Holiday Inn Express & Suites Brattleboro are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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