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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 & Accommodations

Grafton Inn in Grafton
+1-888-389-4121
92 Main St., Grafton, VT 05146 ~6.25 miles south of Chester
  • Expensive property
  • Check-in: 14:00
From$160
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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Best Western Springfield Hotel
+1-888-675-2083
818 Charlestown Rd., Springfield, VT 05156 ~8.01 miles east of Chester
  • Midscale Highway hotel
  • Check in time: 4:00 pm
From$106
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Castle Hill Resort And Spa
+1-800-716-8490
171 Castle Hill Dr., Proctorsville, VT 05153 ~8.66 miles north of Chester
  • Mid-scale hotel
  • Check in: 15:00
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Pointe at Castle Hill Resort - Proctorsville
+1-800-805-5223
2940 State Route 103, Proctorsville, VT 05153 ~8.75 miles north of Chester
  • 3-star Rural property
  • 26 suites in property
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Rodeway Inn Bellows Falls : 593 Rockingham Rd.
+1-888-965-1860
593 Rockingham Rd., Bellows Falls, VT 05101 ~9.58 miles southeast of Chester
  • Two star Mountain property
  • 27 sleeping rooms in hotel
From$60
Average 3.0 /5 Guest 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
  • Mid-scale Mountain hotel
  • Free breakfast
From$119
Very Good 4.5 /5 Reviews Call BookMore Details
Harvest Barn Inn - Bellows Falls
+1-888-897-9207
16 Webb Terrace, Bellows Falls, VT 05101 ~10.41 miles southeast of Chester
  • Luxurious Five Star hotel
From$110
Very Good 4.0 /5 Review Score Call BookMore Details
Okemo Mountain Lodging
+1-888-311-4278
77 Okemo Ridge Rd., Ludlow, NY 05149 ~11.34 miles northwest of Chester
  • Three Star hotel
  • Check in: 0:00
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Mountain Lodge at Okemo
+1-888-469-4795
318 Mountain Rd., Ludlow, NY 05149 ~11.38 miles northwest of Chester
  • 3 star property
  • 36 rooms in property
From$90
Average 3.0 /5 Recent Reviews Call BookMore Details
Solitude Village at Okemo : Solitude Rd.
+1-888-734-9421
Solitude Rd., Ludlow, 05149 ~12.50 miles northwest of Chester
  • Midscale hotel
  • 13 rooms in hotel
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Windham Hill Inn in West Townshend
+1-888-841-5292
311 Lawrence Dr., West Townshend, VT 05359 ~12.57 miles southwest of Chester
  • High-end property
  • Check-in: 14:00
From$160
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Jackson Gore Village - Ludlow
+1-888-455-5160
111 Jackson Gore Rd., Ludlow, NY 05149 ~12.63 miles northwest of Chester
  • Mid-scale property
  • 286 sleeping rooms in hotel
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Royal Inn Claremont - Claremont
+1-888-965-8297
24 Sullivan St., Claremont, NH 03743 ~14.92 miles northeast of Chester
  • Low-priced property
  • 21 sleeping rooms in hotel
From$65
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort in Brownsville
+1-888-906-6358
485 Hotel Rd., Brownsville, VT 05037 ~15.23 miles northeast of Chester
  • Midscale Mountain hotel
  • Fitness center on property
From$120
Very Good 4.0 /5 Review Score 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
  • Complimentary breakfast is offered
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Thoma House : 4216 Vt Rte 11
+1-888-878-9982
4216 Vt Rte 11, Peru, VT 05152 ~17.49 miles west of Chester
  • High end Resort hotel
  • Check in: 5:00 PM
From$85
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Inn at Willow Pond
+1-888-389-4485
74 Willow Pond Rd., Manchester, VT 05255 ~21.95 miles west of Chester
  • Three Star hotel
From$80
Very Good 4.0 /5 Review Score 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 Cost property
  • 22 rooms in property
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
The Olympia Lodge - Manchester Center
+1-888-675-2083
7259 Main St., Manchester Center, VT 05255 ~22.20 miles west of Chester
  • Affordable Mountain hotel
  • Complimentary breakfast is offered
From$125
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Chalet Motel
+1-800-716-8490
1875 Depot St., Manchester Center, VT 05255 ~22.31 miles west of Chester
  • Two star Resort hotel
  • Check in: 3:00 pm
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Manchester View
+1-800-805-5223
Rte 7a North Po Box 1268, Manchester Center, VT 5255 ~22.39 miles west of Chester
  • 3 star property
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Aspen at Manchester - Manchester
+1-888-965-1860
5669 Main St., Manchester, VT 05255 ~23.30 miles west of Chester
  • Mid-scale Rural property
  • Hotel has 7 suites
From$80
Average 3.0 /5 Review Score Call BookMore Details
Palmer House Resort Ascend Hotel Collection
+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$100
Average 3.0 /5 Recent Reviews Call BookMore Details
On The River Inn Woodstock
+1-888-897-9207
1653 West Woodstock Rd., Woodstock, VT 05091 ~24.03 miles north of Chester
  • Four-star Mountain property
  • 45 rooms in property
From$125
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Manchester
+1-888-311-4278
4519 Main St., Manchester, VT 05255 ~24.26 miles west of Chester
  • 3 star hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Inn at Mount Snow in West Dover
+1-888-469-4795
401 Route 100, West Dover, VT 05356 ~24.81 miles southwest of Chester
  • 3-star Mountain property
  • 14 rooms in hotel
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Kimpton Taconic Hotel
+1-888-734-9421
3835 Main St., Manchester Village, VT 05254 ~24.82 miles west of Chester
  • Expensive Rural property
  • 3 floors in hotel
From$129
Very Good 4.5 /5 Review Score Call BookMore Details
Snow Lake Lodge in West Dover
+1-888-841-5292
Route 100 Po Box 2810, West Dover, VT 05356 ~24.95 miles southwest of Chester
  • Two star Resort property
  • 16 meeting rooms in hotel
From$79
Average 3.5 /5 Guest 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
  • Four-star Mountain hotel
  • 28 meeting rooms in hotel
From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
The Equinox Golf Resort & Spa : 3567 Main St. Route 7a
+1-888-965-8297
3567 Main St. Route 7a, Manchester, VT 05254 ~24.96 miles west of Chester
  • High-end Mountain hotel
  • 4 floors in hotel
From$399
Average 3.0 /5 Latest Reviews Call BookMore Details
Woodstock Inn & Resort
+1-888-906-6358
Fourteen The Green, Woodstock, VT 05091 ~25.16 miles north of Chester
  • Four-star Resort property
  • 10 suites in hotel
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
The Mountaineer Inn at Mt. Snow
+1-888-749-6785
401 Vermont Rte 100, Dover, VT 05356 ~25.20 miles southwest of Chester
  • Cheap hotel
From$60
Average 3.0 /5 Review Score 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
  • Check-in: 6:00pm
From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Mount Snow Lodging
+1-888-389-4485
89 Grand Summit Way, West Dover, VT 05356 ~25.41 miles southwest of Chester
  • 3-star hotel
  • Check in time: 18:00
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Grand Summit Resort
+1-888-389-4121
21 Grand Summit Way, West Dover, VT 05356 ~25.41 miles southwest of Chester
  • 3 star hotel
  • Check in time: 18:00
From$90
Average 3.0 /5 Reviews Call BookMore Details
The Shire Hotel
+1-888-675-2083
46 Pleasant St., Woodstock, VT 05091 ~25.49 miles north of Chester
  • High end Mountain hotel
  • 3 floors in hotel
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Hideaway Inn Mt. Snow
+1-800-716-8490
270 Handle Rd., Dover, VT 05356 ~25.50 miles southwest of Chester
  • Cheap Mountain property
  • 3 floors in property
From$50
Average 3.0 /5 Review Score 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 hotel
  • 4 floors in property
From$105
Very Good 4.0 /5 Reviews 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
  • Mid-scale Mountain property
  • Hotel has 98 rooms
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Layla's Riverside Lodge : 145 Route 100
+1-888-788-5576
145 Route 100, West Dover, VT 05356 ~25.84 miles southwest of Chester
  • 4 star hotel
  • Check in time: 15:00
From$219
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT
+1-888-897-9207
1254 Putney Rd., Brattleboro, VT 05301 ~25.92 miles south of Chester
  • Low priced hotel
  • 59 rooms in hotel
From$60
Average 3.0 /5 Recent Reviews 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
  • Economy Highway property
  • Free breakfast available
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Dexter's Inn : 258 Stagecoach Rd.
+1-888-469-4795
258 Stagecoach Rd., Sunapee, NH 03782 ~26.12 miles east of Chester
  • Midscale Mountain property
  • Check-in time: 3:00 pm
From$100
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel in West Chesterfield
+1-888-734-9421
20 Riverside Dr., West Chesterfield, NH 03466 ~26.26 miles south of Chester
  • 3 star Riverfront property
  • Complimentary breakfast is offered
From$129
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Black Mountain Inn : 959 Putney Rd.
+1-888-841-5292
959 Putney Rd., Brattleboro, VT 05301 ~26.48 miles south of Chester
  • Cheap Suburban property
  • Hotel has 40 rooms
From$57
Average 3.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro
+1-888-455-5160
100 Chickering Dr., Brattleboro, VT 05301 ~26.53 miles south of Chester
  • 3 star Suburban hotel
  • Hotel has a green policy See more
From$79
Very Good 4.0 /5 Latest 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
  • 5 suites in property
From$59
Average 3.0 /5 Reviews Call BookMore Details
Killington Grand Resort Hotel in Killington
+1-888-906-6358
228 East Mountain Rd., Killington, VT 05751 ~27.09 miles northwest of Chester
  • Midscale Resort property
  • Fitness / Gym is on-site
From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee
+1-888-749-6785
1403 New Hampshire Rte 103, Newbury, NH 03255 ~27.16 miles east of Chester
  • Three Star Resort property
  • 3 floors in property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Sunapee Harbor Cottages : 4 Lake Ave.
+1-888-878-9982
4 Lake Ave., Sunapee, NH 03782 ~27.22 miles east of Chester
  • Expensive property
From$250
Very Good 4.0 /5 Review Score 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, an Ascend Collection Hotel are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Chester?

Kimpton Taconic Hotel, 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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