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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
+1-888-389-4121
92 Main St., Grafton, VT 05146 ~6.26 miles south of Chester
  • Expensive property
  • Check in: 14:00
From$160
Very Good 4.0 /5 Reviews Call BookMore Details
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Best Western Springfield Hotel : 818 Charlestown Rd.
+1-888-675-2083
818 Charlestown Rd., Springfield, VT 05156 ~8.02 miles east of Chester
  • Three Star Highway hotel
  • 2 suites in property
From$106
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Castle Hill Resort And Spa
+1-800-716-8490
Junction Route 103 & Route 1, Ludlow, VT 05149 ~8.67 miles north of Chester
  • Three Star hotel
  • Check-in: 15:00
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Pointe at Castle Hill Resort : 2940 State Route 103
+1-800-805-5223
2940 State Route 103, Proctorsville, VT 05153 ~8.77 miles north of Chester
  • 3-star Rural hotel
  • 26 suites in property
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn
+1-888-965-1860
593 Rockingham Rd., Bellows Falls, VT 05101 ~9.60 miles southeast of Chester
  • Economical Mountain property
  • Check-in: 11:00
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain
+1-888-788-5576
289 Magic Mountain Access, Londonderry, VT 05148 ~9.80 miles west of Chester
  • 3 star Mountain hotel
  • Hotel has 2 floors
From$119
Very Good 4.5 /5 Reviews Call BookMore Details
Harvest Barn Inn
+1-888-897-9207
16 Webb Terrace, Bellows Falls, VT 05101 ~10.43 miles southeast of Chester
  • Luxurious 5-star property
From$110
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Okemo Mountain Lodging in Ludlow
+1-888-311-4278
77 Okemo Ridge Rd., Ludlow, NY 05149 ~11.35 miles northwest of Chester
  • 3 star hotel
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Mountain Lodge at Okemo - Ludlow
+1-888-469-4795
318 Mountain Rd., Ludlow, NY 05149 ~11.39 miles northwest of Chester
  • Mid-scale property
  • 36 rooms in hotel
From$90
Average 3.0 /5 Review Score Call BookMore Details
Solitude Village at Okemo : Solitude Rd.
+1-888-734-9421
Solitude Rd., Ludlow, 05149 ~12.51 miles northwest of Chester
  • 3 star hotel
  • Check in: 17:00
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Windham Hill Inn
+1-888-841-5292
311 Lawrence Dr., West Townshend, VT 05359 ~12.59 miles southwest of Chester
  • 4 star hotel
  • Hotel has 21 rooms
From$160
Very Good 4.5 /5 Hotel Reviews Call BookMore Details
Jackson Gore Village - Ludlow
+1-888-455-5160
111 Jackson Gore Rd., Ludlow, NY 05149 ~12.64 miles northwest of Chester
  • Mid-scale property
  • Check-in: 17:00
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Royal Inn Claremont - Claremont
+1-888-965-8297
24 Sullivan St., Claremont, NH 03743 ~14.93 miles northeast of Chester
  • 2-star property
  • 21 rooms in hotel
From$65
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort : 485 Hotel Rd.
+1-888-906-6358
485 Hotel Rd., Brownsville, VT 05037 ~15.25 miles northeast of Chester
  • Midscale Mountain property
  • 80 sleeping rooms in hotel
From$120
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Wiley Inn in Peru
+1-888-749-6785
2759 Route 11, Peru, VT 05152 ~16.17 miles west of Chester
  • 3-star Mountain hotel
  • Check in: 3:00pm
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Thoma House - Peru
+1-888-878-9982
4216 Vt Rte 11, Peru, VT 05152 ~17.52 miles west of Chester
  • Four star Resort hotel
  • 2 floors in hotel
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Willow Pond : 74 Willow Pond Rd.
+1-888-389-4485
74 Willow Pond Rd., Manchester, VT 05255 ~21.99 miles west of Chester
  • 3-star hotel
From$80
Very Good 4.0 /5 Read Reviews Call BookMore Details
Econo Lodge
+1-888-389-4121
2187 Depot St., Manchester, VT 05255 ~22.09 miles west of Chester
  • Economy hotel
  • Free complimentary breakfast
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Olympia Lodge
+1-888-675-2083
7259 Main St., Manchester Center, VT 05255 ~22.25 miles west of Chester
  • 3-star Mountain hotel
  • Free breakfast
From$125
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 ~22.36 miles west of Chester
  • Cheap Resort hotel
  • 32 rooms in hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Manchester View : Rte 7a North Po Box 1268
+1-800-805-5223
Rte 7a North Po Box 1268, Manchester Center, VT 5255 ~22.44 miles west of Chester
  • Midscale hotel
  • Check in time: 15:00
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Aspen at Manchester
+1-888-965-1860
5669 Main St., Manchester, VT 05255 ~23.35 miles west of Chester
  • Affordable Rural hotel
  • Hotel has 7 suites
From$80
Average 3.0 /5 Review Score Call BookMore Details
Palmer House Resort Ascend Hotel Collection in Manchester Center
+1-888-788-5576
5383 Main St., Manchester Center, VT 05255 Website ~23.52 miles west of Chester
  • 3 star Resort hotel
  • Gym / Fitness Center Available
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
On The River Inn Woodstock in Woodstock
+1-888-897-9207
1653 West Woodstock Rd., Woodstock, VT 05091 ~24.06 miles north of Chester
  • Expensive Mountain property
  • 45 rooms in property
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Manchester : 4519 Main St.
+1-888-311-4278
4519 Main St., Manchester, VT 05255 ~24.31 miles west of Chester
  • Three Star property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
Four Points by Sheraton Hotel & Suites Calgary West
+1-888-469-4795
3835 Main St., Manchester Village, VT 05254 ~24.86 miles west of Chester
  • Four star Rural hotel
  • 7 suites in hotel
From$259
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Inn at Mount Snow
+1-888-734-9421
401 Route 100, West Dover, VT 05356 ~24.87 miles southwest of Chester
  • Affordable Mountain property
  • Hotel has 14 rooms
From$99
Very Good 4.0 /5 Review Score Call BookMore Details
Snow Lake Lodge
+1-888-841-5292
Route 100 Po Box 2810, West Dover, VT 05356 ~25.01 miles southwest of Chester
  • Low priced Resort hotel
  • 4 floors in hotel
From$79
Average 3.5 /5 Hotel Reviews Call BookMore Details
The Equinox Golf Resort & Spa - Manchester
+1-888-455-5160
3567b Main St. Route 7a, Manchester, VT 05254 ~25.01 miles west of Chester
  • 4-star Mountain hotel
  • 150 rooms in hotel
From$119
Average 3.0 /5 Guest Reviews Call BookMore Details
The Equinox Golf Resort & Spa in Manchester
+1-888-965-8297
3567 Main St. Route 7a, Manchester, VT 05254 ~25.01 miles west of Chester
  • Four star Mountain hotel
  • 14 suites in hotel
From$399
Average 3.0 /5 Recent Reviews Call BookMore Details
Woodstock Inn & Resort in Woodstock
+1-888-906-6358
Fourteen The Green, Woodstock, VT 05091 ~25.20 miles north of Chester
  • 4-star Resort hotel
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow - Dover
+1-888-749-6785
401 Vermont Rte 100, Dover, VT 05356 ~25.26 miles southwest of Chester
  • Economy hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Grand Summit Hotel in West Dover
+1-888-878-9982
89 Mountain Rd., West Dover, VT 05356 ~25.44 miles southwest of Chester
  • Mid-scale Resort property
  • Gym / Fitness Center Available
From$129
Very Good 4.0 /5 Review Score Call BookMore Details
Mount Snow Lodging in West Dover
+1-888-389-4485
89 Grand Summit Way, West Dover, VT 05356 ~25.47 miles southwest of Chester
  • 3-star hotel
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Grand Summit Resort in West Dover
+1-888-389-4121
21 Grand Summit Way, West Dover, VT 05356 ~25.47 miles southwest of Chester
  • 3-star hotel
  • 261 rooms in hotel
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
The Shire Hotel - Woodstock
+1-888-675-2083
46 Pleasant St., Woodstock, VT 05091 ~25.53 miles north of Chester
  • High-end Mountain property
  • 3 floors in property
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Mountaineer Inn in Dover
+1-800-716-8490
270 Handle Rd., Dover, VT 05356 ~25.56 miles southwest of Chester
  • Economical Mountain hotel
  • Comp. Breakfast
From$50
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Brattleboro - Brattleboro
+1-800-805-5223
1378 Putney Rd., Brattleboro, VT 05301 ~25.71 miles south of Chester
  • 3 star Rural hotel
  • 4 floors in property
From$105
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn & Conference Center - Brattleboro
+1-888-965-1860
1380 Putney Rd., Brattleboro, VT 05301 ~25.77 miles south of Chester
  • Mid-scale Mountain property
  • Gym is available on property
From$80
Average 3.0 /5 Reviews Call BookMore Details
Layla's Riverside Lodge
+1-888-788-5576
145 Route 100, West Dover, VT 05356 ~25.89 miles southwest of Chester
  • 4 star property
  • Check in time: 15:00
From$219
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT in Brattleboro
+1-888-897-9207
1254 Putney Rd., Brattleboro, VT 05301 ~25.96 miles south of Chester
  • Economical hotel
  • Check-in time: 15:00
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91
+1-888-311-4278
1186 Putney Rd., Brattleboro, VT 05301 Website ~26.04 miles south of Chester
  • Low-priced Highway hotel
  • 15 suites in property
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Dexter's Inn
+1-888-469-4795
258 Stagecoach Rd., Sunapee, NH 03782 ~26.14 miles east of Chester
  • Three Star Mountain hotel
  • 2 floors in hotel
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Riverside Hotel, Ascend Hotel Collection
+1-888-734-9421
20 Riverside Dr., West Chesterfield, NH 03466 ~26.30 miles south of Chester
  • Mid-scale Riverfront property
  • Free comp. breakfast
From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Black Mountain Inn
+1-888-841-5292
959 Putney Rd., Brattleboro, VT 05301 ~26.52 miles south of Chester
  • Low Cost Suburban hotel
  • Hotel has an eco-friendly policy Read more
From$57
Average 3.5 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro
+1-888-455-5160
100 Chickering Dr., Brattleboro, VT 05301 ~26.57 miles south of Chester
  • 3-star Suburban property
  • Has environment-friendly policy Learn more
From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Colonial Motel & Spa
+1-888-965-8297
889 Putney Rd., Brattleboro, VT 05301 ~26.61 miles south of Chester
  • Mid-scale Rural hotel
  • 5 suites in hotel
From$59
Average 3.0 /5 Reviews Call BookMore Details
A Hotel Inn Sunapee
+1-888-906-6358
1403 New Hampshire Rte 103, Newbury, NH 03255 ~27.11 miles east of Chester
  • Two-star Resort hotel
  • Free breakfast available
From$63
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Killington Grand Resort Hotel
+1-888-749-6785
228 East Mountain Rd., Killington, VT 05751 ~27.12 miles northwest of Chester
  • Affordable Resort property
  • Check in: 4:00 PM
From$149
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Sunapee Harbor Cottages
+1-888-878-9982
4 Lake Ave., Sunapee, NH 03782 ~27.24 miles east of Chester
  • Four star property
From$250
Very Good 4.0 /5 Hotel 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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