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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 ~6.26 miles south of Chester
  • High end hotel
  • Check in: 14:00
From$160
Very Good 4.0 /5 Review Score Call BookMore Details
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Best Western Springfield Hotel
+1-888-675-2083
818 Charlestown Rd., Springfield, VT 05156 ~8.02 miles east of Chester
  • 3 star Highway property
  • 2 floors in property
From$106
Very Good 4.0 /5 Reviews 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 ~8.67 miles north of Chester
  • Three Star hotel
  • Check-in: 15:00
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 ~8.77 miles north of Chester
  • Three Star Rural property
  • 2 floors in property
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Rodeway Inn : 593 Rockingham Rd.
+1-888-965-1860
593 Rockingham Rd., Bellows Falls, VT 05101 ~9.60 miles southeast of Chester
  • Economical Mountain property
  • 27 sleeping rooms in hotel
From$60
Average 3.0 /5 Guest Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain in Londonderry
+1-888-788-5576
289 Magic Mountain Access, Londonderry, VT 05148 ~9.80 miles west of Chester
  • Affordable Mountain hotel
  • 2 floors in hotel
From$119
Very Good 4.5 /5 Review Score 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 hotel
From$110
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 ~11.35 miles northwest of Chester
  • Mid-scale property
  • Check-in time: 0:00
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Mountain Lodge at Okemo : 318 Mountain Rd.
+1-888-469-4795
318 Mountain Rd., Ludlow, NY 05149 ~11.39 miles northwest of Chester
  • 3 star hotel
  • Hotel has 36 rooms
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Solitude Village at Okemo in Ludlow
+1-888-734-9421
Solitude Rd., Ludlow, 05149 ~12.51 miles northwest of Chester
  • 3-star property
  • 13 rooms in property
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Windham Hill Inn
+1-888-841-5292
311 Lawrence Dr., West Townshend, VT 05359 ~12.59 miles southwest of Chester
  • High end hotel
  • Hotel has 9 suites
From$160
Very Good 4.5 /5 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
  • 3 star hotel
  • 286 rooms in property
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Royal Inn Claremont in Claremont
+1-888-965-8297
24 Sullivan St., Claremont, NH 03743 ~14.93 miles northeast of Chester
  • Cheap property
  • Check-in: 11:00
From$65
Average 3.0 /5 Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort - Brownsville
+1-888-906-6358
485 Hotel Rd., Brownsville, VT 05037 ~15.25 miles northeast of Chester
  • Mid-scale Mountain hotel
  • Gym / Fitness Center Available
From$120
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Wiley Inn in Peru
+1-888-749-6785
2759 Route 11, Peru, VT 05152 ~16.17 miles west of Chester
  • Mid-scale Mountain property
  • Free breakfast
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Thoma House
+1-888-878-9982
4216 Vt Rte 11, Peru, VT 05152 ~17.52 miles west of Chester
  • Expensive Resort hotel
  • 2 floors in hotel
From$85
Very Good 4.0 /5 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
  • Midscale property
From$80
Very Good 4.0 /5 Reviews Call BookMore Details
Econo Lodge
+1-888-389-4121
2187 Depot St., Manchester, VT 05255 ~22.09 miles west of Chester
  • Inexpensive property
  • Free breakfast
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
The Olympia Lodge in Manchester Center
+1-888-675-2083
7259 Main St., Manchester Center, VT 05255 ~22.25 miles west of Chester
  • Midscale Mountain hotel
  • Check-in: 2PM
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 ~22.36 miles west of Chester
  • Low priced Resort property
  • Check-in time: 3:00 pm
From$80
Average 3.0 /5 Reviews Call BookMore Details
The Manchester View in Manchester Center
+1-800-805-5223
Rte 7a North Po Box 1268, Manchester Center, VT 5255 ~22.44 miles west of Chester
  • Affordable hotel
  • Check in: 15:00
From$90
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 ~23.35 miles west of Chester
  • 3-star Rural hotel
  • 7 suites in property
From$80
Average 3.0 /5 Latest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection
+1-888-788-5576
5383 Main St., Manchester Center, VT 05255 Website ~23.52 miles west of Chester
  • 3 star Resort hotel
  • Access to gym on-site
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Manchester in Manchester
+1-888-897-9207
4519 Main St., Manchester, VT 05255 ~24.31 miles west of Chester
  • Three Star hotel
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Four Points by Sheraton Hotel & Suites Calgary West
+1-888-311-4278
3835 Main St., Manchester Village, VT 05254 ~24.86 miles west of Chester
  • 4 star Rural property
  • Hotel has a green policy See more
From$259
Very Good 4.0 /5 Reviews Call BookMore Details
The Inn at Mount Snow - West Dover
+1-888-469-4795
401 Route 100, West Dover, VT 05356 ~24.87 miles southwest of Chester
  • Midscale Mountain property
  • 2 conference rooms in property
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Equinox, a Luxury Collection Golf Resort & Spa, Vermont in Manchester
+1-888-734-9421
3567b Main St. Route 7a, Manchester, VT 05254 ~25.01 miles west of Chester
  • Expensive Mountain property
  • Fitness + Health Center
From$119
Average 3.0 /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
  • Free complimentary breakfast
From$79
Average 3.5 /5 Guest Reviews Call BookMore Details
The Equinox Golf Resort & Spa
+1-888-455-5160
3567 Main St. Route 7a, Manchester, VT 05254 ~25.01 miles west of Chester
  • Four star Mountain property
  • Check in time: 3pm
From$399
Average 3.0 /5 Review Score Call BookMore Details
Woodstock Inn & Resort - Woodstock
+1-888-965-8297
Fourteen The Green, Woodstock, VT 05091 ~25.20 miles north of Chester
  • Expensive Resort property
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow : 401 Vermont Rte 100
+1-888-906-6358
401 Vermont Rte 100, Dover, VT 05356 ~25.26 miles southwest of Chester
  • Low-priced hotel
From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Grand Summit Hotel
+1-888-749-6785
89 Mountain Rd., West Dover, VT 05356 ~25.44 miles southwest of Chester
  • Midscale Resort property
  • Gym is available on property
From$129
Very Good 4.0 /5 Review Score Call BookMore Details
Mount Snow Lodging
+1-888-878-9982
89 Grand Summit Way, West Dover, VT 05356 ~25.47 miles southwest of Chester
  • 3-star property
  • Hotel has 79 rooms
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Grand Summit Resort : 21 Grand Summit Way
+1-888-389-4485
21 Grand Summit Way, West Dover, VT 05356 ~25.47 miles southwest of Chester
  • Three Star property
  • Check-in: 18:00
From$90
Average 3.0 /5 Recent Reviews Call BookMore Details
The Shire Hotel - Woodstock
+1-888-389-4121
46 Pleasant St., Woodstock, VT 05091 ~25.53 miles north of Chester
  • 4 star Mountain property
  • Check-in time: 15:00
From$125
Average 3.0 /5 Read Reviews Call BookMore Details
Mountaineer Inn - Dover
+1-888-675-2083
270 Handle Rd., Dover, VT 05356 ~25.56 miles southwest of Chester
  • 2-star Mountain hotel
  • Free complimentary breakfast
From$50
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn Brattleboro : 1378 Putney Rd.
+1-800-716-8490
1378 Putney Rd., Brattleboro, VT 05301 ~25.71 miles south of Chester
  • Affordable Rural hotel
  • 12 suites in property
From$105
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn & Conference Center
+1-800-805-5223
1380 Putney Rd., Brattleboro, VT 05301 ~25.77 miles south of Chester
  • 3 star Mountain hotel
  • Check in: 11:00
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Layla's Riverside Lodge
+1-888-965-1860
145 Route 100, West Dover, VT 05356 ~25.89 miles southwest of Chester
  • High-end property
  • 15 rooms in property
From$219
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT in Brattleboro
+1-888-788-5576
1254 Putney Rd., Brattleboro, VT 05301 ~25.96 miles south of Chester
  • Two star property
  • Hotel has 2 floors
From$60
Average 3.0 /5 Review Score Call BookMore Details
Comfort Inn & Suites Brattleboro I-91
+1-888-897-9207
1186 Putney Rd., Brattleboro, VT 05301 Website ~26.04 miles south of Chester
  • Cheap Highway hotel
  • Fitness center on property
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Dexter's Inn
+1-888-311-4278
258 Stagecoach Rd., Sunapee, NH 03782 ~26.14 miles east of Chester
  • 3-star Mountain property
  • Check in time: 3:00 pm
From$100
Very Good 4.0 /5 Reviews Call BookMore Details
Riverside Hotel, Ascend Hotel Collection : 20 Riverside Dr.
+1-888-469-4795
20 Riverside Dr., West Chesterfield, NH 03466 ~26.30 miles south of Chester
  • 3-star Riverfront hotel
  • Free breakfast
From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Black Mountain Inn in Brattleboro
+1-888-734-9421
959 Putney Rd., Brattleboro, VT 05301 ~26.52 miles south of Chester
  • 2-star Suburban hotel
  • Check-in: 1:00pm
From$57
Average 3.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro : 100 Chickering Dr.
+1-888-841-5292
100 Chickering Dr., Brattleboro, VT 05301 ~26.57 miles south of Chester
  • Midscale Suburban property
  • 86 sleeping rooms in hotel
From$79
Very Good 4.0 /5 Reviews Call BookMore Details
Colonial Motel And Spa
+1-888-455-5160
889 Putney Rd., Brattleboro, VT 05301 ~26.61 miles south of Chester
  • 3 star Rural property
  • Check in: 2:00 PM
From$59
Average 3.0 /5 Guest Reviews Call BookMore Details
Bluebird Sunapee : 1403 New Hampshire Rte 103
+1-888-965-8297
1403 New Hampshire Rte 103, Newbury, NH 03255 ~27.11 miles east of Chester
  • Low-priced Resort property
  • Hotel has 2 meeting rooms
From$63
Very Good 4.0 /5 Review Score Call BookMore Details
Killington Grand Resort Hotel in Killington
+1-888-906-6358
228 East Mountain Rd., Killington, VT 05751 ~27.12 miles northwest of Chester
  • Mid-scale Resort hotel
  • Hotel has 3 floors
From$149
Very Good 4.0 /5 Read Reviews Call BookMore Details
Sunapee Harbor Cottages : 4 Lake Ave.
+1-888-749-6785
4 Lake Ave., Sunapee, NH 03782 ~27.24 miles east of Chester
  • 4 star property
From$250
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Mountain Inn at Killington
+1-888-878-9982
47 Old Mill Rd., Killington, VT 05751 ~27.34 miles northwest of Chester
  • Three Star Resort hotel
  • Hotel has 51 rooms
From$52
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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