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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 in Grafton
+1-888-389-4121
92 Main St., Grafton, VT 05146 ~6.26 miles south of Chester
  • Four-star hotel
  • 3 floors in property
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
  • Fitness / Gym is on-site
From$106
Very Good 4.0 /5 Recent 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
  • Affordable property
  • Check in time: 15:00
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Pointe at Castle Hill Resort - Proctorsville
+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 Guest Reviews Call BookMore Details
Rodeway Inn - Bellows Falls
+1-888-965-1860
593 Rockingham Rd., Bellows Falls, VT 05101 ~9.60 miles southeast of Chester
  • Economical Mountain property
  • 27 rooms in hotel
From$60
Average 3.0 /5 Hotel 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
  • Three Star Mountain hotel
  • Hotel has a green policy Read more
From$119
Very Good 4.5 /5 Read Reviews Call BookMore Details
Harvest Barn Inn in Bellows Falls
+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 Reviews Call BookMore Details
Okemo Mountain Lodging : 77 Okemo Ridge Rd.
+1-888-311-4278
77 Okemo Ridge Rd., Ludlow, NY 05149 ~11.35 miles northwest of Chester
  • 3-star hotel
  • Check in: 0:00
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Mountain Lodge at Okemo in Ludlow
+1-888-469-4795
318 Mountain Rd., Ludlow, NY 05149 ~11.39 miles northwest of Chester
  • Affordable property
  • Check in time: 17:00
From$90
Average 3.0 /5 Reviews Call BookMore Details
Solitude Village at Okemo : Solitude Rd.
+1-888-734-9421
Solitude Rd., Ludlow, 05149 ~12.51 miles northwest of Chester
  • Affordable property
  • 13 sleeping rooms in hotel
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Windham Hill Inn : 311 Lawrence Dr.
+1-888-841-5292
311 Lawrence Dr., West Townshend, VT 05359 ~12.59 miles southwest of Chester
  • Four star hotel
  • 21 sleeping rooms in hotel
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 ~12.64 miles northwest of Chester
  • 3 star property
  • 286 sleeping rooms in hotel
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Royal Inn Claremont : 24 Sullivan St.
+1-888-965-8297
24 Sullivan St., Claremont, NH 03743 ~14.93 miles northeast of Chester
  • Low priced hotel
  • Free breakfast
From$65
Average 3.0 /5 Review Score Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort in Brownsville
+1-888-906-6358
485 Hotel Rd., Brownsville, VT 05037 ~15.25 miles northeast of Chester
  • 3-star Mountain hotel
  • 4 floors in property
From$120
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Wiley Inn - Peru
+1-888-749-6785
2759 Route 11, Peru, VT 05152 ~16.17 miles west of Chester
  • Midscale Mountain property
  • Comp. Breakfast
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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
  • 4 sleeping rooms in hotel
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
The Inn at Willow Pond in Manchester
+1-888-389-4485
74 Willow Pond Rd., Manchester, VT 05255 ~21.99 miles west of Chester
  • Midscale hotel
From$80
Very Good 4.0 /5 Review Score Call BookMore Details
Econo Lodge
+1-888-389-4121
2187 Depot St., Manchester, VT 05255 ~22.09 miles west of Chester
  • Low-priced property
  • Free comp. breakfast
From$60
Very Good 4.0 /5 Hotel 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
  • 3-star Mountain property
  • 24 rooms in property
From$125
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Chalet Motel
+1-800-716-8490
1875 Depot St., Manchester Center, VT 05255 ~22.36 miles west of Chester
  • Two-star Resort property
  • Check-in: 3:00 pm
From$80
Average 3.0 /5 Latest 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
  • Mid-scale property
  • 36 rooms in property
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Aspen at Manchester
+1-888-965-1860
5669 Main St., Manchester Center, VT 05255 ~23.35 miles west of Chester
  • Low priced Rural hotel
  • Free breakfast available
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection in Manchester Center
+1-888-788-5576
5383 Main St., Manchester Center, VT 05255 ~23.52 miles west of Chester
  • Affordable Resort property
  • Check in time: 3pm
From$100
Average 3.0 /5 Review Score 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 property
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
  • Four star Rural property
  • Check in: 3:00 PM
From$259
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Inn at Mount Snow : 401 Route 100
+1-888-469-4795
401 Route 100, West Dover, VT 05356 ~24.87 miles southwest of Chester
  • Affordable Mountain hotel
  • Hotel has 3 suites
From$99
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Snow Lake Lodge : Route 100 Po Box 2810
+1-888-734-9421
Route 100 Po Box 2810, West Dover, VT 05356 ~25.01 miles southwest of Chester
  • 2 star Resort property
  • 4 floors in hotel
From$79
Average 3.5 /5 Latest Reviews Call BookMore Details
The Equinox, a Luxury Collection Golf Resort & Spa, Vermont
+1-888-841-5292
3567b Main St. Route 7a, Manchester, VT 05254 ~25.01 miles west of Chester
  • Four star Mountain hotel
  • 150 rooms in property
From$119
Average 3.0 /5 Hotel 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
  • High-end Mountain property
  • 195 rooms in property
From$399
Average 3.0 /5 Guest Reviews Call BookMore Details
Woodstock Inn & Resort in Woodstock
+1-888-965-8297
Fourteen The Green, Woodstock, VT 05091 ~25.20 miles north of Chester
  • High end Resort hotel
  • Fitness / Gym is on-site
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow - Dover
+1-888-906-6358
401 Vermont Rte 100, Dover, VT 05356 ~25.26 miles southwest of Chester
  • Economy property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Grand Summit Hotel - West Dover
+1-888-749-6785
89 Mountain Rd., West Dover, VT 05356 ~25.44 miles southwest of Chester
  • 3-star Resort hotel
  • Hotel has 100 suites
From$129
Very Good 4.0 /5 Read Reviews Call BookMore Details
Mount Snow Lodging
+1-888-878-9982
89 Grand Summit Way, West Dover, VT 05356 ~25.47 miles southwest of Chester
  • Midscale property
  • 79 rooms in property
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Grand Summit Resort in West Dover
+1-888-389-4485
21 Grand Summit Way, West Dover, VT 05356 ~25.47 miles southwest of Chester
  • 3-star hotel
From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
The Shire : 46 Pleasant St.
+1-888-389-4121
46 Pleasant St., Woodstock, VT 05091 ~25.52 miles north of Chester
  • Affordable property
  • Check in time: 15:00
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Mountaineer Inn at Mount Snow
+1-888-675-2083
270 Handle Rd., West Dover, VT 05356 ~25.56 miles southwest of Chester
  • Mid-scale hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn Brattleboro - Brattleboro
+1-800-716-8490
1378 Putney Rd., Brattleboro, VT 05301 ~25.71 miles south of Chester
  • Mid-scale Rural hotel
  • 12 suites in hotel
From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Conference Center : 1380 Putney Rd.
+1-800-805-5223
1380 Putney Rd., Brattleboro, VT 05301 ~25.77 miles south of Chester
  • 3 star Mountain hotel
  • 98 rooms in property
From$80
Average 3.0 /5 Read 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
  • 4-star property
  • 2 floors in hotel
From$219
Excellent 5.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT - Brattleboro
+1-888-788-5576
1254 Putney Rd., Brattleboro, VT 05301 ~25.96 miles south of Chester
  • Cheap hotel
  • Check in time: 15:00
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
  • 2 star Highway hotel
  • 3 conference rooms in property
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Dexter's Inn in Sunapee
+1-888-311-4278
258 Stagecoach Rd., Sunapee, NH 03782 ~26.14 miles east of Chester
  • Midscale Mountain property
  • 2 conference rooms in property
From$100
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Riverside Hotel, Ascend Hotel Collection
+1-888-469-4795
20 Riverside Dr., West Chesterfield, NH 03466 ~26.30 miles south of Chester
  • Affordable Riverfront hotel
  • 34 rooms in hotel
From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Black Mountain Inn : 959 Putney Rd.
+1-888-734-9421
959 Putney Rd., Brattleboro, VT 05301 ~26.52 miles south of Chester
  • Economical Suburban property
  • Hotel has 2 floors
From$57
Average 3.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro
+1-888-841-5292
100 Chickering Dr., Brattleboro, VT 05301 ~26.57 miles south of Chester
  • Three Star Rural property
  • 86 sleeping rooms in hotel
From$79
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Colonial Motel And Spa : 889 Putney Rd.
+1-888-455-5160
889 Putney Rd., Brattleboro, VT 05301 ~26.61 miles south of Chester
  • Midscale Rural property
  • 2 floors in hotel
From$59
Average 3.0 /5 Read Reviews Call BookMore Details
Bluebird Sunapee - Newbury
+1-888-965-8297
1403 New Hampshire Rte 103, Newbury, NH 03255 ~27.11 miles east of Chester
  • Cheap Resort hotel
  • Access to gym on-site
From$63
Very Good 4.0 /5 Reviews 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
  • 3-star Resort hotel
  • 200 rooms in property
From$149
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Sunapee Harbor Cottages - Sunapee
+1-888-749-6785
4 Lake Ave., Sunapee, NH 03782 ~27.24 miles east of Chester
  • Expensive hotel
From$250
Very Good 4.0 /5 Review Score Call BookMore Details
The Mountain Inn at Killington - Killington
+1-888-878-9982
47 Old Mill Rd., Killington, VT 05751 ~27.34 miles northwest of Chester
  • Three Star Resort property
  • 2 meeting rooms in property
From$52
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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