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
+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 ~6.25 miles south of Chester
  • Four star hotel
  • 9 suites in property
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From£121
Very good 4.0 /5 Read 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 ~8.01 miles east of Chester
  • Midscale Highway property
  • Fitness + Health Center
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From£80
Very good 4.0 /5 Guest 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
171 Castle Hill Dr., Proctorsville, VT 05153 +1-800-716-8490 ~8.66 miles north of Chester
  • 3 star hotel
  • 20 rooms in property
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From£68
Very good 4.0 /5 Reviews Call BookMore Details
Pointe at Castle Hill Resort
+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 ~8.75 miles north of Chester
  • 3 star Rural hotel
  • 26 suites in hotel
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From£64
Very good 4.0 /5 Reviews Call BookMore Details
Rodeway Inn Bellows Falls : 593 Rockingham Rd.
+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 ~9.58 miles southeast of Chester
  • Inexpensive Mountain hotel
  • Check in: 11:00
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From£45
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 ~9.78 miles west of Chester
  • Midscale Mountain hotel
  • Free comp. breakfast
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From£90
Very good 4.5 /5 Latest Reviews Call BookMore Details
Harvest Barn Inn in 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 ~10.41 miles southeast of Chester
  • Luxurious 5 Star hotel
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From£83
Very good 4.0 /5 Review Score 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 ~11.34 miles northwest of Chester
  • 3-star hotel
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From£68
Very good 4.0 /5 Guest Reviews 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 +1-888-469-4795 ~11.38 miles northwest of Chester
  • Three Star hotel
  • 36 rooms in property
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From£68
Average 3.0 /5 Reviews Call BookMore Details
Solitude Village at Okemo - 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 +1-888-734-9421 ~12.50 miles northwest of Chester
  • Affordable hotel
  • Check-in time: 17:00
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From£68
Very good 4.0 /5 Guest Reviews Call BookMore Details
Windham Hill Inn : 311 Lawrence Dr.
+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 ~12.57 miles southwest of Chester
  • Expensive property
  • 3 floors in property
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From£121
Very good 4.5 /5 Hotel Reviews Call BookMore Details
Jackson Gore Village : 111 Jackson Gore Rd.
+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 ~12.63 miles northwest of Chester
  • 3 star property
  • 286 sleeping rooms in hotel
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From£68
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Royal Inn Claremont - 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 ~14.92 miles northeast of Chester
  • Low-priced property
  • Check in: 11:00
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From£49
Average 3.0 /5 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 ~15.23 miles northeast of Chester
  • Three Star Mountain property
  • Hotel has an eco-friendly policy Learn more
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From£90
Very good 4.0 /5 Latest 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 +1-888-749-6785 ~16.14 miles west of Chester
  • 3-star Mountain hotel
  • Check in: 3:00pm
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From£44
Poor 2.0 /5 Reviews Call BookMore Details
Thoma House - Peru
+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 ~17.49 miles west of Chester
  • High-end Resort hotel
  • 2 floors in hotel
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From£64
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 ~21.95 miles west of Chester
  • Mid-scale hotel
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From£60
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge
+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 ~22.04 miles west of Chester
  • Two star property
  • 22 rooms in hotel
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From£45
Very good 4.0 /5 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 +1-888-675-2083 ~22.20 miles west of Chester
  • Affordable Mountain hotel
  • Hotel has 2 floors
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From£94
Very good 4.0 /5 Guest 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 ~22.31 miles west of Chester
  • Low Cost Resort hotel
  • Check-in: 3:00 pm
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From£60
Average 3.0 /5 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 ~22.39 miles west of Chester
  • Mid-scale property
  • 2 floors in property
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From£68
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Aspen at Manchester in 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 ~23.30 miles west of Chester
  • 3-star Rural property
  • 7 suites in property
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From£60
Average 3.0 /5 Recent 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 +1-888-788-5576 ~23.47 miles west of Chester
  • Midscale Resort property
  • Hotel has 2 floors
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From£75
Average 3.0 /5 Reviews Call BookMore Details
On The River Inn 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 ~24.03 miles north of Chester
  • High end Mountain hotel
  • Check-in time: 3:00
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From£94
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn & Suites Manchester in 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 ~24.26 miles west of Chester
  • Midscale hotel
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From£74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Four Points by Sheraton Hotel & Suites Calgary West - Manchester Village
+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 ~24.81 miles west of Chester
  • Four-star Rural property
  • Check in: 3:00 PM
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From£196
Very good 4.0 /5 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 ~24.81 miles southwest of Chester
  • 3 star Mountain property
  • 3 suites in hotel
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From£74
Very good 4.0 /5 Latest Reviews Call BookMore Details
Snow Lake Lodge : Route 100 Po Box 2810
+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 ~24.95 miles southwest of Chester
  • Cheap Resort property
  • Free breakfast available
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From£59
Average 3.5 /5 Hotel 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
3567b Main St. Route 7a, Manchester, VT 05254 +1-888-455-5160 ~24.95 miles west of Chester
  • 4 star Mountain property
  • Access to gym on-site
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From£90
Average 3.0 /5 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 ~24.96 miles west of Chester
  • High-end Mountain hotel
  • 14 suites in property
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From£301
Average 3.0 /5 Hotel Reviews Call BookMore Details
Woodstock Inn & Resort - Woodstock
+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 ~25.16 miles north of Chester
  • High end Resort property
  • Hotel has 10 suites
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From£74
Very good 4.0 /5 Review Score Call BookMore Details
The Mountaineer Inn at Mt. Snow in 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 ~25.20 miles southwest of Chester
  • Economy hotel
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From£45
Average 3.0 /5 Recent Reviews Call BookMore Details
Grand Summit Hotel
+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 ~25.39 miles southwest of Chester
  • Affordable Resort hotel
  • Fitness center on property
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From£97
Very good 4.0 /5 Latest Reviews Call BookMore Details
Mount Snow Lodging - West Dover
+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 ~25.41 miles southwest of Chester
  • Affordable hotel
  • Hotel has 79 rooms
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From£68
Very good 4.0 /5 Latest Reviews Call BookMore Details
Grand Summit Resort - West Dover
+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 ~25.41 miles southwest of Chester
  • Three Star property
  • Hotel has 261 rooms
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From£68
Average 3.0 /5 Latest Reviews Call BookMore Details
The Shire Hotel in Woodstock
+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 ~25.49 miles north of Chester
  • High end Mountain property
  • 50 rooms in property
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From£94
Average 3.0 /5 Review Score Call BookMore Details
Mountaineer Inn - Dover
+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 ~25.50 miles southwest of Chester
  • Economy Mountain hotel
  • Comp. Breakfast
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From£37
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Brattleboro - Brattleboro
+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 ~25.68 miles south of Chester
  • Mid-scale Rural hotel
  • Fitness + Health Center
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From£79
Very good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Conference Center
+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 ~25.73 miles south of Chester
  • Affordable Mountain hotel
  • Check-in: 11:00
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From£60
Average 3.0 /5 Guest Reviews Call BookMore Details
Layla's Riverside Lodge - 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 ~25.84 miles southwest of Chester
  • Four-star property
  • Check in time: 15:00
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From£165
Excellent 5.0 /5 Latest Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT
+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 ~25.92 miles south of Chester
  • Cheap property
  • 59 rooms in hotel
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From£45
Average 3.0 /5 Latest 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 ~26.00 miles south of Chester
  • Low Cost Highway property
  • 4 floors in property
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From£59
Very good 4.0 /5 Guest Reviews Call BookMore Details
Dexter's Inn in Sunapee
+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 ~26.12 miles east of Chester
  • Affordable Mountain property
  • 17 rooms in hotel
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From£75
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel in 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 ~26.26 miles south of Chester
  • 3-star Riverfront hotel
  • Complimentary breakfast is offered
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From£97
Very good 4.0 /5 Reviews Call BookMore Details
Black Mountain Inn
+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 ~26.48 miles south of Chester
  • Economy Suburban hotel
  • 40 rooms in property
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From£43
Average 3.5 /5 Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in 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 ~26.53 miles south of Chester
  • 3 star Suburban hotel
  • Check in time: 3 :00 PM
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From£59
Very good 4.0 /5 Recent Reviews Call BookMore Details
Colonial Motel And Spa - Brattleboro
+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 ~26.57 miles south of Chester
  • Midscale Rural property
  • Free breakfast available
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From£44
Average 3.0 /5 Guest Reviews Call BookMore Details
Killington Grand Resort Hotel
+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 +1-888-906-6358 ~27.09 miles northwest of Chester
  • Midscale Resort hotel
  • Access to gym on-site
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From£112
Very good 4.0 /5 Latest Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee - Newbury
+1-888-749-6785

How should we direct your call?

New Reservations: +1-888-749-6785 Group Sales: +1-888-494-8863
1403 New Hampshire Rte 103, Newbury, NH 03255 +1-888-749-6785 ~27.16 miles east of Chester
  • Midscale Resort hotel
  • Hotel has 2 meeting rooms
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From£60
Average 3.0 /5 Reviews Call BookMore Details
Sunapee Harbor Cottages - 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 ~27.22 miles east of Chester
  • 4-star hotel
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From£189
Very good 4.0 /5 Recent Reviews Call BookMore Details

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