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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 ~6.25 miles south of Chester
  • Four-star property
  • 9 suites in property
From$160
Very Good 4.0 /5 Recent 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
  • Three Star Highway hotel
  • Free breakfast available
From$106
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Castle Hill Resort And Spa in Ludlow
+1-800-716-8490
Junction Route 103 & Route 1, Ludlow, VT 05149 ~8.66 miles north of Chester
  • Affordable property
  • 3 floors in property
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Pointe at Castle Hill Resort
+1-800-805-5223
2940 State Route 103, Proctorsville, VT 05153 ~8.75 miles north of Chester
  • Midscale Rural hotel
  • 2 floors in hotel
From$85
Very Good 4.0 /5 Guest Reviews 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 hotel
  • Hotel has 27 rooms
From$60
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
  • 3-star Mountain property
  • Hotel has an eco-friendly policy Learn more
From$119
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Harvest Barn Inn in Bellows Falls
+1-888-897-9207
16 Webb Terrace, Bellows Falls, VT 05101 ~10.41 miles southeast of Chester
  • Luxury Five Star hotel
From$110
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Okemo Mountain Lodging
+1-888-311-4278
77 Okemo Ridge Rd., Ludlow, NY 05149 ~11.34 miles northwest of Chester
  • 3 star property
  • Check-in time: 0:00
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Mountain Lodge at Okemo - Ludlow
+1-888-469-4795
318 Mountain Rd., Ludlow, NY 05149 ~11.38 miles northwest of Chester
  • Three Star hotel
  • Check in: 17:00
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Solitude Village at Okemo in Ludlow
+1-888-734-9421
Solitude Rd., Ludlow, 05149 ~12.50 miles northwest of Chester
  • 3 star hotel
  • 13 rooms in hotel
From$90
Very Good 4.0 /5 Review Score 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 time: 14:00
From$160
Very Good 4.5 /5 Read Reviews Call BookMore Details
Jackson Gore Village
+1-888-455-5160
111 Jackson Gore Rd., Ludlow, NY 05149 ~12.63 miles northwest of Chester
  • Three Star property
  • Check in time: 17:00
From$90
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
  • Economical hotel
  • Free complimentary breakfast
From$65
Average 3.0 /5 Read Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort
+1-888-906-6358
485 Hotel Rd., Brownsville, VT 05037 ~15.23 miles northeast of Chester
  • Affordable Mountain property
  • 80 sleeping rooms in hotel
From$120
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
  • Midscale Mountain hotel
  • Check in time: 3:00pm
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Thoma House
+1-888-878-9982
4216 Vt Rte 11, Peru, VT 05152 ~17.49 miles west of Chester
  • 4-star Resort hotel
  • 4 sleeping rooms in hotel
From$85
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Inn at Willow Pond : 74 Willow Pond Rd.
+1-888-389-4485
74 Willow Pond Rd., Manchester, VT 05255 ~21.95 miles west of Chester
  • 3 star property
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge - Manchester
+1-888-389-4121
2187 Depot St., Manchester, VT 05255 ~22.04 miles west of Chester
  • Two-star property
  • 22 rooms in property
From$60
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Olympia Lodge : 7259 Main St.
+1-888-675-2083
7259 Main St., Manchester Center, VT 05255 ~22.20 miles west of Chester
  • 3-star Mountain hotel
  • Hotel has 2 floors
From$125
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Chalet Motel - Manchester Center
+1-800-716-8490
1875 Depot St., Manchester Center, VT 05255 ~22.31 miles west of Chester
  • Low-priced Resort property
  • 32 rooms in property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
The Manchester View - Manchester Center
+1-800-805-5223
Rte 7a North Po Box 1268, Manchester Center, VT 5255 ~22.39 miles west of Chester
  • Three Star property
  • 2 floors in property
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Aspen at Manchester
+1-888-965-1860
5669 Main St., Manchester, VT 05255 ~23.30 miles west of Chester
  • Three Star Rural hotel
  • Hotel has an eco-friendly policy Learn more
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection - Manchester Center
+1-888-788-5576
5383 Main St., Manchester Center, VT 05255 Website ~23.47 miles west of Chester
  • Three Star Resort hotel
  • Fitness center on property
From$100
Average 3.0 /5 Read 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 hotel
  • 2 meeting rooms in hotel
From$125
Average 3.0 /5 Review Score 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 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 ~24.81 miles west of Chester
  • Expensive Rural hotel
  • Hotel has 3 floors
From$259
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Inn at Mount Snow : 401 Route 100
+1-888-734-9421
401 Route 100, West Dover, VT 05356 ~24.81 miles southwest of Chester
  • Affordable Mountain hotel
  • 2 meeting rooms in property
From$99
Very Good 4.0 /5 Reviews 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
  • Low Cost Resort hotel
  • 4 floors in property
From$79
Average 3.5 /5 Review Score 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
  • 150 sleeping rooms in hotel
From$119
Average 3.0 /5 Reviews Call BookMore Details
The Equinox Golf Resort & Spa - Manchester
+1-888-965-8297
3567 Main St. Route 7a, Manchester, VT 05254 ~24.96 miles west of Chester
  • High-end Mountain property
  • 14 suites in hotel
From$399
Average 3.0 /5 Guest Reviews Call BookMore Details
Woodstock Inn & Resort
+1-888-906-6358
Fourteen The Green, Woodstock, VT 05091 ~25.16 miles north of Chester
  • 4 star Resort property
From$99
Very Good 4.0 /5 Guest Reviews 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
  • Two-star hotel
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Grand Summit Hotel - West Dover
+1-888-878-9982
89 Mountain Rd., West Dover, VT 05356 ~25.39 miles southwest of Chester
  • Midscale Resort property
  • 100 suites in property
From$129
Very Good 4.0 /5 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
  • Three Star hotel
  • 79 rooms in property
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Grand Summit Resort - West Dover
+1-888-389-4121
21 Grand Summit Way, West Dover, VT 05356 ~25.41 miles southwest of Chester
  • Affordable hotel
  • Check in: 18:00
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Shire Hotel : 46 Pleasant St.
+1-888-675-2083
46 Pleasant St., Woodstock, VT 05091 ~25.49 miles north of Chester
  • Expensive Mountain hotel
  • Check in time: 15:00
From$125
Average 3.0 /5 Review Score Call BookMore Details
Mountaineer Inn
+1-800-716-8490
270 Handle Rd., Dover, VT 05356 ~25.50 miles southwest of Chester
  • Low priced Mountain hotel
  • Free comp. breakfast
From$50
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn Brattleboro in Brattleboro
+1-800-805-5223
1378 Putney Rd., Brattleboro, VT 05301 ~25.68 miles south of Chester
  • 3 star Rural hotel
  • 73 sleeping rooms in hotel
From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Conference Center
+1-888-965-1860
1380 Putney Rd., Brattleboro, VT 05301 ~25.73 miles south of Chester
  • 3-star Mountain property
  • Access to gym on-site
From$80
Average 3.0 /5 Review Score Call BookMore Details
Layla's Riverside Lodge - West Dover
+1-888-788-5576
145 Route 100, West Dover, VT 05356 ~25.84 miles southwest of Chester
  • 4 star hotel
  • Hotel has 2 floors
From$219
Excellent 5.0 /5 Review Score Call BookMore Details
Travelodge by Wyndham Brattleboro VT
+1-888-897-9207
1254 Putney Rd., Brattleboro, VT 05301 ~25.92 miles south of Chester
  • Cheap property
  • Check in: 15:00
From$60
Average 3.0 /5 Read 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 hotel
  • Gym is available on property
From$79
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Dexter's Inn
+1-888-469-4795
258 Stagecoach Rd., Sunapee, NH 03782 ~26.12 miles east of Chester
  • Three Star Mountain property
  • Check in: 3:00 pm
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel : 20 Riverside Dr.
+1-888-734-9421
20 Riverside Dr., West Chesterfield, NH 03466 ~26.26 miles south of Chester
  • Three Star Riverfront property
  • Free breakfast available
From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Black Mountain Inn
+1-888-841-5292
959 Putney Rd., Brattleboro, VT 05301 ~26.48 miles south of Chester
  • Economical Suburban property
  • 2 floors in hotel
From$57
Average 3.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro : 100 Chickering Dr.
+1-888-455-5160
100 Chickering Dr., Brattleboro, VT 05301 ~26.53 miles south of Chester
  • Midscale Suburban property
  • Check-in: 3 :00 PM
From$79
Very Good 4.0 /5 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 property
  • 5 suites in property
From$59
Average 3.0 /5 Guest Reviews Call BookMore Details
A Hotel Inn Sunapee
+1-888-906-6358
1403 New Hampshire Rte 103, Newbury, NH 03255 ~27.09 miles east of Chester
  • Economy Resort property
  • 3 floors in hotel
From$63
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Killington Grand Resort Hotel in Killington
+1-888-749-6785
228 East Mountain Rd., Killington, VT 05751 ~27.09 miles northwest of Chester
  • 3-star Resort property
  • 3 floors in property
From$149
Very Good 4.0 /5 Guest 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
  • 4-star property
From$250
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, 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?

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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