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 - 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 +1-888-389-4121 ~6.26 miles south of Chester
  • Expensive hotel
  • 45 sleeping rooms in hotel
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From£117
Very good 4.0 /5 Reviews Call BookMore Details
Best Western Springfield Hotel
+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 +1-888-675-2083 ~8.02 miles east of Chester
  • Three Star Highway property
  • Check in time: 4:00 pm
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From£77
Very good 4.0 /5 Recent 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 +1-800-716-8490 ~8.67 miles north of Chester
  • 3 star hotel
  • Hotel has 20 rooms
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From£66
Very good 4.0 /5 Latest Reviews Call BookMore Details
Pointe at Castle Hill Resort - 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 +1-800-805-5223 ~8.77 miles north of Chester
  • Midscale Rural hotel
  • 26 suites in hotel
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From£62
Very good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn in Bellows Falls
+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 +1-888-965-1860 ~9.60 miles southeast of Chester
  • Cheap Mountain property
  • Check in: 11:00
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From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain in 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 +1-888-788-5576 ~9.80 miles west of Chester
  • Affordable Mountain hotel
  • Check in: 2:00 pm
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From£87
Very good 4.5 /5 Review Score Call BookMore Details
Harvest Barn Inn - Bellows Falls
+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 +1-888-897-9207 ~10.43 miles southeast of Chester
  • Luxurious 5-star hotel
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From£80
Very good 4.0 /5 Read Reviews Call BookMore Details
Okemo Mountain Lodging - Ludlow
+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 +1-888-311-4278 ~11.35 miles northwest of Chester
  • 3 star property
  • Check-in time: 0:00
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From£66
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Mountain Lodge at Okemo - Ludlow
+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 +1-888-469-4795 ~11.39 miles northwest of Chester
  • 3 star property
  • 36 rooms in property
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From£66
Average 3.0 /5 Hotel Reviews Call BookMore Details
Solitude Village at Okemo
+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 +1-888-734-9421 ~12.51 miles northwest of Chester
  • 3-star property
  • 13 rooms in hotel
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From£66
Very good 4.0 /5 Review Score Call BookMore Details
Windham Hill Inn in 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 +1-888-841-5292 ~12.59 miles southwest of Chester
  • Expensive hotel
  • 21 rooms in hotel
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From£117
Very good 4.5 /5 Read 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 +1-888-455-5160 ~12.64 miles northwest of Chester
  • 3 star hotel
  • 286 rooms in hotel
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From£66
Very good 4.0 /5 Reviews Call BookMore Details
Royal Inn Claremont
+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 +1-888-965-8297 ~14.93 miles northeast of Chester
  • Economical hotel
  • Complimentary breakfast is offered
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From£47
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort : 485 Hotel Rd.
+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 +1-888-906-6358 ~15.25 miles northeast of Chester
  • Three Star Mountain property
  • Check-in: 4:00 PM
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From£88
Very good 4.0 /5 Recent Reviews Call BookMore Details
Wiley Inn in Peru
+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 +1-888-749-6785 ~16.17 miles west of Chester
  • Midscale Mountain hotel
  • Free complimentary breakfast
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From£43
Poor 2.0 /5 Guest Reviews Call BookMore Details
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 +1-888-878-9982 ~17.52 miles west of Chester
  • Four-star Resort hotel
  • 2 floors in property
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From£62
Very good 4.0 /5 Recent 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 +1-888-389-4485 ~21.99 miles west of Chester
  • 3 star hotel
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From£58
Very good 4.0 /5 Latest 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 +1-888-389-4121 ~22.09 miles west of Chester
  • 2 star property
  • Check-in time: 11:00
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From£44
Very good 4.0 /5 Read Reviews Call BookMore Details
The Olympia Lodge - Manchester Center
+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 +1-888-675-2083 ~22.25 miles west of Chester
  • Affordable Mountain property
  • Hotel has an eco-friendly policy Read more
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From£91
Very good 4.0 /5 Read Reviews Call BookMore Details
The Chalet Motel
+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 +1-800-716-8490 ~22.36 miles west of Chester
  • Cheap Resort property
  • Check in time: 3:00 pm
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From£58
Average 3.0 /5 Read Reviews Call BookMore Details
The Manchester View
+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 +1-800-805-5223 ~22.44 miles west of Chester
  • Mid-scale property
  • 2 floors in hotel
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From£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Aspen at Manchester
+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, VT 05255 +1-888-965-1860 ~23.35 miles west of Chester
  • Affordable Rural hotel
  • 7 suites in property
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From£58
Average 3.0 /5 Guest Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection in Manchester Center
+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 +1-888-788-5576 ~23.52 miles west of Chester
  • 3 star Resort hotel
  • 11 suites in hotel
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From£73
Average 3.0 /5 Read Reviews Call BookMore Details
On The River Inn Woodstock in Woodstock
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1653 West Woodstock Rd., Woodstock, VT 05091 +1-888-897-9207 ~24.06 miles north of Chester
  • 4-star Mountain property
  • 13 suites in property
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From£91
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn & Suites Manchester
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
4519 Main St., Manchester, VT 05255 +1-888-311-4278 ~24.31 miles west of Chester
  • 3-star hotel
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From£72
Very good 4.0 /5 Guest Reviews Call BookMore Details
Four Points by Sheraton Hotel & Suites Calgary West
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
3835 Main St., Manchester Village, VT 05254 +1-888-469-4795 ~24.86 miles west of Chester
  • 4-star Rural property
  • Hotel has 3 floors
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From£189
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Mount Snow
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
401 Route 100, West Dover, VT 05356 +1-888-734-9421 ~24.87 miles southwest of Chester
  • Midscale Mountain hotel
  • 14 sleeping rooms in hotel
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From£72
Very good 4.0 /5 Reviews Call BookMore Details
Snow Lake Lodge
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
Route 100 Po Box 2810, West Dover, VT 05356 +1-888-841-5292 ~25.01 miles southwest of Chester
  • Low Cost Resort property
  • 13 suites in hotel
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From£57
Average 3.5 /5 Guest Reviews Call BookMore Details
The Equinox Golf Resort & Spa
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
3567b Main St. Route 7a, Manchester, VT 05254 +1-888-455-5160 ~25.01 miles west of Chester
  • Expensive Mountain property
  • 28 meeting rooms in hotel
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From£87
Average 3.0 /5 Latest Reviews Call BookMore Details
The Equinox Golf Resort & Spa
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
3567 Main St. Route 7a, Manchester, VT 05254 +1-888-965-8297 ~25.01 miles west of Chester
  • Expensive Mountain hotel
  • Hotel has 195 rooms
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From£292
Average 3.0 /5 Reviews Call BookMore Details
Woodstock Inn & Resort : Fourteen The Green
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
Fourteen The Green, Woodstock, VT 05091 +1-888-906-6358 ~25.20 miles north of Chester
  • High end Resort property
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From£72
Very good 4.0 /5 Review Score Call BookMore Details
The Mountaineer Inn at Mt. Snow - Dover
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
401 Vermont Rte 100, Dover, VT 05356 +1-888-749-6785 ~25.26 miles southwest of Chester
  • Two-star property
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From£44
Average 3.0 /5 Recent Reviews Call BookMore Details
Grand Summit Hotel in 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 Mountain Rd., West Dover, VT 05356 +1-888-878-9982 ~25.44 miles southwest of Chester
  • Midscale Resort property
  • Hotel has 197 rooms
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From£94
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Mount Snow Lodging : 89 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
89 Grand Summit Way, West Dover, VT 05356 +1-888-389-4485 ~25.47 miles southwest of Chester
  • Midscale property
  • Check-in: 18:00
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From£66
Very good 4.0 /5 Guest Reviews Call BookMore Details
Grand Summit Resort
+1-888-389-4121

How should we direct your call?

New Reservations: +1-888-389-4121 Group Sales: +1-888-494-8863
21 Grand Summit Way, West Dover, VT 05356 +1-888-389-4121 ~25.47 miles southwest of Chester
  • 3 star hotel
  • Check in time: 18:00
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From£66
Average 3.0 /5 Guest Reviews Call BookMore Details
The Shire Hotel : 46 Pleasant St.
+1-888-675-2083

How should we direct your call?

New Reservations: +1-888-675-2083 Group Sales: +1-888-494-8863
46 Pleasant St., Woodstock, VT 05091 +1-888-675-2083 ~25.53 miles north of Chester
  • 4 star Mountain hotel
  • 3 floors in property
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From£91
Average 3.0 /5 Hotel Reviews Call BookMore Details
Mountaineer Inn : 270 Handle Rd.
+1-800-716-8490

How should we direct your call?

New Reservations: +1-800-716-8490 Group Sales: +1-888-494-8863
270 Handle Rd., Dover, VT 05356 +1-800-716-8490 ~25.56 miles southwest of Chester
  • Inexpensive Mountain property
  • Hotel has 3 floors
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From£36
Average 3.0 /5 Guest Reviews Call BookMore Details
Hampton Inn Brattleboro : 1378 Putney Rd.
+1-800-805-5223

How should we direct your call?

New Reservations: +1-800-805-5223 Group Sales: +1-888-494-8863
1378 Putney Rd., Brattleboro, VT 05301 +1-800-805-5223 ~25.71 miles south of Chester
  • Affordable Rural property
  • Fitness + Health Center
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From£77
Very good 4.0 /5 Latest Reviews Call BookMore Details
Quality Inn & Conference Center in Brattleboro
+1-888-965-1860

How should we direct your call?

New Reservations: +1-888-965-1860 Group Sales: +1-888-494-8863
1380 Putney Rd., Brattleboro, VT 05301 +1-888-965-1860 ~25.77 miles south of Chester
  • Midscale Mountain property
  • 98 sleeping rooms in hotel
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From£58
Average 3.0 /5 Review Score Call BookMore Details
Layla's Riverside Lodge in West Dover
+1-888-788-5576

How should we direct your call?

New Reservations: +1-888-788-5576 Group Sales: +1-888-494-8863
145 Route 100, West Dover, VT 05356 +1-888-788-5576 ~25.89 miles southwest of Chester
  • Four-star property
  • Hotel has 2 floors
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From£160
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT in Brattleboro
+1-888-897-9207

How should we direct your call?

New Reservations: +1-888-897-9207 Group Sales: +1-888-494-8863
1254 Putney Rd., Brattleboro, VT 05301 +1-888-897-9207 ~25.96 miles south of Chester
  • Two-star property
  • Check in time: 15:00
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From£44
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I-91
+1-888-311-4278

How should we direct your call?

New Reservations: +1-888-311-4278 Group Sales: +1-888-494-8863
1186 Putney Rd., Brattleboro, VT 05301 Website +1-888-311-4278 ~26.04 miles south of Chester
  • Inexpensive Highway hotel
  • Check-in time: 3:00pm
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From£57
Very good 4.0 /5 Read Reviews Call BookMore Details
Dexter's Inn : 258 Stagecoach Rd.
+1-888-469-4795

How should we direct your call?

New Reservations: +1-888-469-4795 Group Sales: +1-888-494-8863
258 Stagecoach Rd., Sunapee, NH 03782 +1-888-469-4795 ~26.14 miles east of Chester
  • Affordable Mountain property
  • Check-in time: 3:00 pm
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From£73
Very good 4.0 /5 Guest Reviews Call BookMore Details
Riverside Hotel, Ascend Hotel Collection - West Chesterfield
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
20 Riverside Dr., West Chesterfield, NH 03466 +1-888-734-9421 ~26.30 miles south of Chester
  • Mid-scale Riverfront property
  • Hotel has 34 rooms
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From£94
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Black Mountain Inn - Brattleboro
+1-888-841-5292

How should we direct your call?

New Reservations: +1-888-841-5292 Group Sales: +1-888-494-8863
959 Putney Rd., Brattleboro, VT 05301 +1-888-841-5292 ~26.52 miles south of Chester
  • Low Cost Suburban hotel
  • Check in: 1:00pm
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From£41
Average 3.5 /5 Read Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro
+1-888-455-5160

How should we direct your call?

New Reservations: +1-888-455-5160 Group Sales: +1-888-494-8863
100 Chickering Dr., Brattleboro, VT 05301 +1-888-455-5160 ~26.57 miles south of Chester
  • Mid-scale Suburban hotel
  • Complimentary breakfast is offered
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From£57
Very good 4.0 /5 Review Score Call BookMore Details
Colonial Motel And Spa
+1-888-965-8297

How should we direct your call?

New Reservations: +1-888-965-8297 Group Sales: +1-888-494-8863
889 Putney Rd., Brattleboro, VT 05301 +1-888-965-8297 ~26.61 miles south of Chester
  • Midscale Rural property
  • Complimentary breakfast is offered
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From£43
Average 3.0 /5 Hotel Reviews Call BookMore Details
A Hotel Inn Sunapee
+1-888-906-6358

How should we direct your call?

New Reservations: +1-888-906-6358 Group Sales: +1-888-494-8863
1403 New Hampshire Rte 103, Newbury, NH 03255 +1-888-906-6358 ~27.11 miles east of Chester
  • Economical Resort hotel
  • Check in: 3:00 PM
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From£46
Very good 4.0 /5 Reviews Call BookMore Details
Killington Grand Resort Hotel
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
228 East Mountain Rd., Killington, VT 05751 +1-888-749-6785 ~27.12 miles northwest of Chester
  • 3 star Resort property
  • Hotel has 25 suites
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From£109
Very good 4.0 /5 Latest Reviews Call BookMore Details
Sunapee Harbor Cottages in Sunapee
+1-888-878-9982

How should we direct your call?

New Reservations: +1-888-878-9982 Group Sales: +1-888-494-8863
4 Lake Ave., Sunapee, NH 03782 +1-888-878-9982 ~27.24 miles east of Chester
  • High-end hotel
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From£183
Very good 4.0 /5 Read Reviews Call BookMore Details

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