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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
  • High end hotel
  • Check in: 14:00
From$160
Very Good 4.0 /5 Reviews Call BookMore Details
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Best Western Springfield Hotel in Springfield
+1-888-675-2083
818 Charlestown Rd., Springfield, VT 05156 ~8.02 miles east of Chester
  • Midscale Highway hotel
  • 2 suites in hotel
From$106
Very Good 4.0 /5 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
  • 3-star property
  • 20 rooms in hotel
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 ~8.77 miles north of Chester
  • Midscale Rural hotel
  • Fitness + Health Center
From$85
Very Good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn
+1-888-965-1860
593 Rockingham Rd., Bellows Falls, VT 05101 ~9.60 miles southeast of Chester
  • Economy Mountain property
  • Check-in: 11:00
From$60
Average 3.0 /5 Read 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 ~9.80 miles west of Chester
  • Midscale Mountain property
  • Comp. Breakfast
From$119
Very Good 4.5 /5 Read 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 Read 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 property
  • Check in: 0:00
From$90
Very Good 4.0 /5 Latest 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
  • Affordable hotel
  • Check-in: 17:00
From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Solitude Village at Okemo : Solitude Rd.
+1-888-734-9421
Solitude Rd., Ludlow, 05149 ~12.51 miles northwest of Chester
  • Midscale property
From$90
Very Good 4.0 /5 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
  • 4 star property
  • Shuttle to airport available
From$160
Very Good 4.5 /5 Latest 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 property
  • Check in time: 17:00
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Royal Inn Claremont
+1-888-965-8297
24 Sullivan St., Claremont, NH 03743 ~14.93 miles northeast of Chester
  • 2-star hotel
  • Free comp. breakfast
From$65
Average 3.0 /5 Latest Reviews 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
  • Mid-scale Mountain hotel
  • 133 suites in property
From$120
Very Good 4.0 /5 Reviews Call BookMore Details
Wiley Inn
+1-888-749-6785
2759 Route 11, Peru, VT 05152 ~16.17 miles west of Chester
  • Mid-scale Mountain hotel
  • Check in: 3:00pm
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Thoma House
+1-888-878-9982
4216 Vt Rte 11, Peru, VT 05152 ~17.52 miles west of Chester
  • 4-star Resort property
  • 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 ~21.99 miles west of Chester
  • 3-star property
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Econo Lodge in Manchester
+1-888-389-4121
2187 Depot St., Manchester, VT 05255 ~22.09 miles west of Chester
  • Low-priced hotel
  • Check-in time: 11:00
From$60
Very Good 4.0 /5 Guest Reviews Call BookMore Details
The Olympia Lodge : 7259 Main St.
+1-888-675-2083
7259 Main St., Manchester Center, VT 05255 ~22.25 miles west of Chester
  • Midscale Mountain hotel
  • Free comp. breakfast
From$125
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Chalet Motel : 1875 Depot St.
+1-800-716-8490
1875 Depot St., Manchester Center, VT 05255 ~22.36 miles west of Chester
  • Low Cost Resort hotel
  • 32 rooms in property
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Manchester View
+1-800-805-5223
Rte 7a North Po Box 1268, Manchester Center, VT 5255 ~22.44 miles west of Chester
  • Three Star property
  • 36 rooms in hotel
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Aspen at Manchester : 5669 Main St.
+1-888-965-1860
5669 Main St., Manchester Center, VT 05255 ~23.35 miles west of Chester
  • Inexpensive Rural hotel
  • Check-in: 3:00PM
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection : 5383 Main St.
+1-888-788-5576
5383 Main St., Manchester Center, VT 05255 ~23.52 miles west of Chester
  • Affordable Resort property
  • 11 suites in property
From$100
Average 3.0 /5 Read Reviews Call BookMore Details
Hampton Inn & Suites Manchester
+1-888-897-9207
4519 Main St., Manchester, VT 05255 ~24.31 miles west of Chester
  • 3 star property
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Four Points by Sheraton Hotel & Suites Calgary West in Manchester Village
+1-888-311-4278
3835 Main St., Manchester Village, VT 05254 ~24.86 miles west of Chester
  • High-end Rural property
  • 3 meeting rooms in hotel
From$259
Very Good 4.0 /5 Read 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
  • Mid-scale Mountain property
  • 14 sleeping rooms in hotel
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Equinox, a Luxury Collection Golf Resort & Spa, Vermont
+1-888-734-9421
3567b Main St. Route 7a, Manchester, VT 05254 ~25.01 miles west of Chester
  • Four-star Mountain property
  • Hotel has 4 floors
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
  • Economy Resort hotel
  • 13 suites in property
From$79
Average 3.5 /5 Latest Reviews Call BookMore Details
The Equinox Golf Resort & Spa - Manchester
+1-888-455-5160
3567 Main St. Route 7a, Manchester, VT 05254 ~25.01 miles west of Chester
  • Expensive Mountain property
  • 195 rooms in hotel
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
  • Four-star Resort hotel
  • Fitness + Health Center
From$99
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Grand Summit Hotel in West Dover
+1-888-906-6358
89 Mountain Rd., West Dover, VT 05356 ~25.44 miles southwest of Chester
  • Mid-scale Resort hotel
  • 197 rooms in hotel
From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Mount Snow Lodging
+1-888-749-6785
89 Grand Summit Way, West Dover, VT 05356 ~25.47 miles southwest of Chester
  • Mid-scale hotel
  • Check in: 18:00
From$90
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Grand Summit Resort : 21 Grand Summit Way
+1-888-878-9982
21 Grand Summit Way, West Dover, VT 05356 ~25.47 miles southwest of Chester
  • Midscale hotel
  • 261 rooms in hotel
From$90
Average 3.0 /5 Guest Reviews Call BookMore Details
The Shire - Woodstock
+1-888-389-4485
46 Pleasant St., Woodstock, VT 05091 ~25.52 miles north of Chester
  • Mid-scale hotel
  • Hotel has 2 floors
From$90
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hampton Inn Brattleboro - Brattleboro
+1-888-389-4121
1378 Putney Rd., Brattleboro, VT 05301 ~25.71 miles south of Chester
  • 3-star Rural property
  • Check in time: 03:00pm
From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Conference Center
+1-888-675-2083
1380 Putney Rd., Brattleboro, VT 05301 ~25.77 miles south of Chester
  • Affordable Mountain property
  • Gym is available on property
From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Layla's Riverside Lodge
+1-800-716-8490
145 Route 100, West Dover, VT 05356 ~25.89 miles southwest of Chester
  • 4-star property
  • Hotel has 15 rooms
From$219
Excellent 5.0 /5 Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT
+1-800-805-5223
1254 Putney Rd., Brattleboro, VT 05301 ~25.96 miles south of Chester
  • Inexpensive hotel
  • 2 floors in hotel
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I-91 : 1186 Putney Rd.
+1-888-965-1860
1186 Putney Rd., Brattleboro, VT 05301 ~26.04 miles south of Chester
  • Two star Highway property
  • Hotel has 15 suites
From$79
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Dexter's Inn - Sunapee
+1-888-788-5576
258 Stagecoach Rd., Sunapee, NH 03782 ~26.14 miles east of Chester
  • Affordable Mountain property
  • 17 sleeping rooms in hotel
From$100
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Riverside Hotel, Ascend Hotel Collection in West Chesterfield
+1-888-897-9207
20 Riverside Dr., West Chesterfield, NH 03466 ~26.30 miles south of Chester
  • Mid-scale Riverfront hotel
  • 34 rooms in hotel
From$129
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Black Mountain Inn - Brattleboro
+1-888-311-4278
959 Putney Rd., Brattleboro, VT 05301 ~26.52 miles south of Chester
  • Low-priced Suburban property
  • Free comp. breakfast
From$57
Average 3.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro - Brattleboro
+1-888-469-4795
100 Chickering Dr., Brattleboro, VT 05301 ~26.57 miles south of Chester
  • Mid-scale Rural hotel
  • Fitness center on property
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Colonial Motel And Spa
+1-888-734-9421
889 Putney Rd., Brattleboro, VT 05301 ~26.61 miles south of Chester
  • Midscale Rural property
  • Complimentary breakfast is offered
From$59
Average 3.0 /5 Reviews Call BookMore Details
Bluebird Sunapee in Mount Sunapee
+1-888-841-5292
1403 Route 103, Mount Sunapee, NH 03255 ~27.11 miles east of Chester
  • 2-star Resort property
  • Fitness / Gym is on-site
From$63
Very Good 4.0 /5 Read Reviews Call BookMore Details
Killington Grand Resort Hotel in Killington
+1-888-455-5160
228 East Mountain Rd., Killington, VT 05751 ~27.12 miles northwest of Chester
  • 3-star Resort hotel
  • Check in: 4:00 PM
From$149
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Sunapee Harbor Cottages : 4 Lake Ave.
+1-888-965-8297
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 : 47 Old Mill Rd.
+1-888-906-6358
47 Old Mill Rd., Killington, VT 05751 ~27.34 miles northwest of Chester
  • 3 star Resort property
  • Check-in time: 3:00 PM
From$52
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Killington Mountain Lodge, Tapestry Collection by Hilton
+1-888-749-6785
2617 Killington Rd., Killington, VT 05751 ~27.57 miles north of Chester
  • 4 star Resort hotel
  • Free breakfast
From$69
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn at Quechee Gorge in Quechee
+1-888-878-9982
5817 Woodstock Rd., Quechee, VT 05059 ~27.60 miles north of Chester
  • 3 star property
  • Check-in time: 15:00
From$90
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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