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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

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
92 Main St., Grafton, VT 05146 ~6.26 miles south of Chester
  • High end hotel
  • 3 floors in property
More Photos Photo of Grafton Inn
From£131
Very good 4.0 /5 Recent Reviews Call BookMore Details
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Best Western Springfield Hotel in Springfield
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
818 Charlestown Rd., Springfield, VT 05156 ~8.02 miles east of Chester
  • Mid-scale Highway property
  • Check in time: 3:00 pm
More Photos Exterior of Best Western Springfield Hotel
From£87
Very good 4.0 /5 Read Reviews Call BookMore Details
Castle Hill Resort And Spa
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
Junction Route 103 & Route 1, Ludlow, VT 05149 ~8.67 miles north of Chester
  • Three Star hotel
  • 3 floors in hotel
More Photos Exterior of Castle Hill Resort And Spa
From£73
Very good 4.0 /5 Latest Reviews Call BookMore Details
Pointe at Castle Hill Resort in Proctorsville
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
2940 State Route 103, Proctorsville, VT 05153 ~8.77 miles north of Chester
  • 3-star Rural hotel
  • Fitness / Gym is on-site
More Photos Photo of Pointe at Castle Hill Resort
From£69
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Rodeway Inn
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
593 Rockingham Rd., Bellows Falls, VT 05101 ~9.60 miles southeast of Chester
  • Cheap Mountain property
  • Check in: 11:00
More Photos Exterior of Rodeway Inn
From£49
Average 3.0 /5 Read Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain - Londonderry
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
289 Magic Mountain Access, Londonderry, VT 05148 ~9.80 miles west of Chester
  • 3 star Mountain hotel
  • Hotel has an eco-friendly policy Learn more
More Photos Exterior of Blue Gentian Lodge at Magic Mountain
From£97
Very good 4.5 /5 Recent Reviews Call BookMore Details
Harvest Barn Inn
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
16 Webb Terrace, Bellows Falls, VT 05101 ~10.43 miles southeast of Chester
  • Luxury 5 star property
More Photos hotel room
From£90
Very good 4.0 /5 Recent Reviews Call BookMore Details
Okemo Mountain Lodging
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
77 Okemo Ridge Rd., Ludlow, NY 05149 ~11.35 miles northwest of Chester
  • Mid-scale hotel
  • Check in time: 0:00
More Photos Photo of Okemo Mountain Lodging
From£73
Very good 4.0 /5 Review Score Call BookMore Details
Mountain Lodge at Okemo
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
318 Mountain Rd., Ludlow, NY 05149 ~11.39 miles northwest of Chester
  • Midscale property
  • Check-in: 17:00
More Photos Photo of Mountain Lodge at Okemo
From£73
Average 3.0 /5 Reviews Call BookMore Details
Solitude Village at Okemo in Ludlow
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
Solitude Rd., Ludlow, 05149 ~12.51 miles northwest of Chester
  • Midscale property
  • 13 sleeping rooms in hotel
More Photos Exterior of Solitude Village at Okemo
From£73
Very good 4.0 /5 Guest Reviews Call BookMore Details
Windham Hill Inn - West Townshend
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
311 Lawrence Dr., West Townshend, VT 05359 ~12.59 miles southwest of Chester
  • 4 star property
  • Hotel has 9 suites
More Photos Exterior of Windham Hill Inn
From£131
Very good 4.5 /5 Latest Reviews Call BookMore Details
Jackson Gore Village - Ludlow
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
111 Jackson Gore Rd., Ludlow, NY 05149 ~12.64 miles northwest of Chester
  • Midscale hotel
More Photos Image of Jackson Gore Village
From£73
Very good 4.0 /5 Latest Reviews Call BookMore Details
Royal Inn Claremont : 24 Sullivan St.
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
24 Sullivan St., Claremont, NH 03743 ~14.93 miles northeast of Chester
  • Low priced hotel
  • 21 sleeping rooms in hotel
More Photos Exterior of Royal Inn Claremont
From£53
Average 3.0 /5 Recent Reviews Call BookMore Details
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Holiday Inn Club Vacations Ascutney Mountain Resort - Brownsville
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
485 Hotel Rd., Brownsville, VT 05037 ~15.25 miles northeast of Chester
  • 3 star Mountain property
  • Hotel has an eco-friendly policy See more
More Photos Photo of Holiday Inn Club Vacations Ascutney Mountain Resort
From£98
Very good 4.0 /5 Guest Reviews Call BookMore Details
Wiley Inn
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
2759 Route 11, Peru, VT 05152 ~16.17 miles west of Chester
  • Midscale Mountain property
  • Check in time: 3:00pm
More Photos Exterior of Wiley Inn
From£48
Poor 2.0 /5 Read Reviews Call BookMore Details
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Thoma House
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
4216 Vt Rte 11, Peru, VT 05152 ~17.52 miles west of Chester
  • 4-star Resort hotel
  • Check-in: 5:00 PM
More Photos Exterior of Thoma House
From£69
Very good 4.0 /5 Read Reviews Call BookMore Details
The Inn at Willow Pond
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
74 Willow Pond Rd., Manchester, VT 05255 ~21.99 miles west of Chester
  • Affordable hotel
More Photos Image of The Inn at Willow Pond
From£65
Very good 4.0 /5 Reviews Call BookMore Details
Econo Lodge in Manchester
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
2187 Depot St., Manchester, VT 05255 ~22.09 miles west of Chester
  • Cheap hotel
  • Check in time: 11:00
More Photos Image of Econo Lodge
From£49
Very good 4.0 /5 Recent Reviews Call BookMore Details
The Olympia Lodge
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
7259 Main St., Manchester Center, VT 05255 ~22.25 miles west of Chester
  • Affordable Mountain hotel
  • Free breakfast
More Photos Image of The Olympia Lodge
From£102
Very good 4.0 /5 Read Reviews Call BookMore Details
The Chalet Motel in Manchester Center
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1875 Depot St., Manchester Center, VT 05255 ~22.36 miles west of Chester
  • Low-priced Resort hotel
  • Check in: 3:00 pm
More Photos Image of The Chalet Motel
From£65
Average 3.0 /5 Guest Reviews Call BookMore Details
The Manchester View : Rte 7a North Po Box 1268
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
Rte 7a North Po Box 1268, Manchester Center, VT 5255 ~22.44 miles west of Chester
  • Midscale hotel
  • 2 floors in property
More Photos Image of The Manchester View
From£73
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Aspen at Manchester in Manchester Center
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
5669 Main St., Manchester Center, VT 05255 ~23.35 miles west of Chester
  • Low-priced Rural hotel
  • 4 suites in property
More Photos Exterior of Aspen at Manchester
From£49
Very good 4.0 /5 Latest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
5383 Main St., Manchester Center, VT 05255 Website ~23.52 miles west of Chester
  • Three Star Resort hotel
  • 11 suites in hotel
More Photos Image of Palmer House Resort Ascend Hotel Collection
From£82
Average 3.0 /5 Review Score Call BookMore Details
Hampton Inn & Suites Manchester in Manchester
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
4519 Main St., Manchester, VT 05255 ~24.31 miles west of Chester
  • Mid-scale property
More Photos Image of Hampton Inn & Suites Manchester
From£81
Very good 4.0 /5 Guest Reviews Call BookMore Details
Four Points by Sheraton Hotel & Suites Calgary West : 3835 Main St.
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
3835 Main St., Manchester Village, VT 05254 ~24.86 miles west of Chester
  • 4-star Rural property
  • Fitness center on property
More Photos Image of Four Points by Sheraton Hotel & Suites Calgary West
From£212
Very good 4.0 /5 Reviews Call BookMore Details
The Inn at Mount Snow - West Dover
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
401 Route 100, West Dover, VT 05356 ~24.87 miles southwest of Chester
  • Affordable Mountain hotel
  • 14 sleeping rooms in hotel
More Photos Exterior of The Inn at Mount Snow
From£81
Very good 4.0 /5 Reviews Call BookMore Details
Snow Lake Lodge in West Dover
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
Route 100 Po Box 2810, West Dover, VT 05356 ~25.01 miles southwest of Chester
  • Economy Resort hotel
  • 92 rooms in property
More Photos Exterior of Snow Lake Lodge
From£64
Average 3.5 /5 Latest Reviews Call BookMore Details
The Equinox, a Luxury Collection Golf Resort & Spa, Vermont
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
3567b Main St. Route 7a, Manchester, VT 05254 ~25.01 miles west of Chester
  • Four star Mountain hotel
  • 28 meeting rooms in property
More Photos Photo of The Equinox, a Luxury Collection Golf Resort & Spa, Vermont
From£97
Average 3.0 /5 Reviews Call BookMore Details
The Equinox Golf Resort & Spa in Manchester
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3567 Main St. Route 7a, Manchester, VT 05254 ~25.01 miles west of Chester
  • 4 star Mountain property
  • 14 suites in hotel
More Photos Image of The Equinox Golf Resort & Spa
From£327
Average 3.0 /5 Read Reviews Call BookMore Details
Woodstock Inn & Resort
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
Fourteen The Green, Woodstock, VT 05091 ~25.20 miles north of Chester
  • High end Resort property
  • Hotel has 10 suites
More Photos Exterior of Woodstock Inn & Resort
From£81
Very good 4.0 /5 Read Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
401 Vermont Rte 100, Dover, VT 05356 ~25.26 miles southwest of Chester
  • Cheap hotel
More Photos hotel room
From£49
Average 3.0 /5 Read Reviews Call BookMore Details
Grand Summit Hotel - West Dover
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
89 Mountain Rd., West Dover, VT 05356 ~25.44 miles southwest of Chester
  • 3-star Resort hotel
  • Check-in: 6:00pm
More Photos Photo of Grand Summit Hotel
From£105
Very good 4.0 /5 Read Reviews Call BookMore Details
Mount Snow Lodging - West Dover
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
89 Grand Summit Way, West Dover, VT 05356 ~25.47 miles southwest of Chester
  • Affordable property
  • 79 sleeping rooms in hotel
More Photos hotel room
From£73
Very good 4.0 /5 Latest Reviews Call BookMore Details
Grand Summit Resort : 21 Grand Summit Way
+1-888-389-4485

How should we direct your call?

New Reservations: +1-888-389-4485 Group Sales: +1-888-494-8863
21 Grand Summit Way, West Dover, VT 05356 ~25.47 miles southwest of Chester
  • 3 star hotel
  • Check-in time: 18:00
More Photos hotel room
From£73
Average 3.0 /5 Hotel Reviews Call BookMore Details
The Shire Hotel in Woodstock
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
46 Pleasant St., Woodstock, VT 05091 ~25.53 miles north of Chester
  • Expensive Mountain property
  • 3 floors in property
More Photos hotel room
From£102
Average 3.0 /5 Recent Reviews Call BookMore Details
Mountaineer Inn in Dover
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 ~25.56 miles southwest of Chester
  • Low-priced Mountain property
  • 3 floors in property
More Photos Photo of Mountaineer Inn
From£41
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Brattleboro : 1378 Putney Rd.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
1378 Putney Rd., Brattleboro, VT 05301 ~25.71 miles south of Chester
  • 3 star Rural hotel
  • Access to gym on-site
More Photos Exterior of Hampton Inn Brattleboro
From£86
Very good 4.0 /5 Read Reviews Call BookMore Details
Quality Inn & Conference Center : 1380 Putney Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1380 Putney Rd., Brattleboro, VT 05301 ~25.77 miles south of Chester
  • Three Star Mountain property
  • Gym is available on property
More Photos Exterior of Quality Inn & Conference Center
From£65
Average 3.0 /5 Read Reviews Call BookMore Details
Layla's Riverside Lodge : 145 Route 100
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
145 Route 100, West Dover, VT 05356 ~25.89 miles southwest of Chester
  • 4 star hotel
  • Check in: 15:00
More Photos Photo of Layla's Riverside Lodge
From£179
Excellent 5.0 /5 Hotel Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
1254 Putney Rd., Brattleboro, VT 05301 ~25.96 miles south of Chester
  • Economical hotel
  • 2 floors in hotel
More Photos Exterior of Travelodge by Wyndham Brattleboro VT
From£49
Average 3.0 /5 Hotel Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I-91
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1186 Putney Rd., Brattleboro, VT 05301 Website ~26.04 miles south of Chester
  • Two star Highway property
  • Fitness center on property
More Photos Exterior of Comfort Inn & Suites Brattleboro I-91
From£64
Very good 4.0 /5 Recent Reviews Call BookMore Details
Dexter's Inn in Sunapee
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
258 Stagecoach Rd., Sunapee, NH 03782 ~26.14 miles east of Chester
  • Midscale Mountain property
  • Check in: 3:00 pm
More Photos Exterior of Dexter's Inn
From£82
Very good 4.0 /5 Latest Reviews Call BookMore Details
Riverside Hotel, Ascend Hotel Collection
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
20 Riverside Dr., West Chesterfield, NH 03466 ~26.30 miles south of Chester
  • Affordable Riverfront property
  • Check-in: 3:00 PM
More Photos Exterior of Riverside Hotel, Ascend Hotel Collection
From£105
Very good 4.0 /5 Recent Reviews Call BookMore Details
Black Mountain Inn : 959 Putney Rd.
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
959 Putney Rd., Brattleboro, VT 05301 ~26.52 miles south of Chester
  • Low priced Suburban hotel
  • Check in time: 1:00pm
More Photos Image of Black Mountain Inn
From£46
Average 3.5 /5 Recent Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
100 Chickering Dr., Brattleboro, VT 05301 ~26.57 miles south of Chester
  • 3 star Suburban property
  • Hotel has a green policy See more
More Photos Exterior of Holiday Inn Express & Suites Brattleboro
From£64
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Colonial Motel And Spa
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
889 Putney Rd., Brattleboro, VT 05301 ~26.61 miles south of Chester
  • Three Star Rural hotel
  • Check in: 2:00 PM
More Photos Photo of Colonial Motel And Spa
From£48
Average 3.0 /5 Reviews Call BookMore Details
Bluebird Sunapee - Newbury
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
1403 New Hampshire Rte 103, Newbury, NH 03255 ~27.11 miles east of Chester
  • Two star Resort property
  • Check-in: 3:00 PM
More Photos Photo of Bluebird Sunapee
From£51
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Killington Grand Resort Hotel in Killington
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
228 East Mountain Rd., Killington, VT 05751 ~27.12 miles northwest of Chester
  • Affordable Resort property
  • 25 suites in hotel
More Photos Image of Killington Grand Resort Hotel
From£122
Very good 4.0 /5 Guest Reviews Call BookMore Details
Sunapee Harbor Cottages in Sunapee
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
4 Lake Ave., Sunapee, NH 03782 ~27.24 miles east of Chester
  • 4-star property
More Photos hotel room
From£205
Very good 4.0 /5 Read Reviews Call BookMore Details
The Mountain Inn at Killington
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
47 Old Mill Rd., Killington, VT 05751 ~27.34 miles northwest of Chester
  • 3 star Resort property
  • Comp. Breakfast
More Photos Photo of The Mountain Inn at Killington
From£42
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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