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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/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
  • 4-star property
  • 3 floors in hotel
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From£119
Very good 4.0 /5 Read Reviews Call BookMore Details
Best Western Springfield Hotel : 818 Charlestown Rd.
+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
  • 3 star Highway property
  • 88 rooms in property
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From£79
Very good 4.0 /5 Guest Reviews Call BookMore Details
Castle Hill Resort And Spa in Proctorsville
+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
  • Three Star hotel
  • 20 sleeping rooms in hotel
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From£67
Very good 4.0 /5 Recent Reviews Call BookMore Details
Pointe at Castle Hill Resort : 2940 State Route 103
+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
  • 2 floors in property
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From£63
Very good 4.0 /5 Guest Reviews Call BookMore Details
Rodeway Inn Bellows Falls 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 ~9.58 miles southeast of Chester
  • Economical Mountain property
  • Check-in time: 11:00
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From£44
Average 3.0 /5 Latest Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain
+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 property
  • Check-in time: 2:00 pm
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From£89
Very good 4.5 /5 Hotel 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 +1-888-897-9207 ~10.41 miles southeast of Chester
  • Luxury 5 star property
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From£82
Very good 4.0 /5 Review Score 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 +1-888-311-4278 ~11.34 miles northwest of Chester
  • 3-star property
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From£67
Very good 4.0 /5 Recent 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 ~11.38 miles northwest of Chester
  • Mid-scale property
  • 36 rooms in hotel
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From£67
Average 3.0 /5 Review Score 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 ~12.50 miles northwest of Chester
  • 3-star property
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From£67
Very good 4.0 /5 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 +1-888-841-5292 ~12.57 miles southwest of Chester
  • Expensive property
  • Shuttle from airport available
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From£119
Very good 4.5 /5 Latest 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
  • Affordable property
  • Check-in time: 17:00
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From£67
Very good 4.0 /5 Hotel 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 +1-888-965-8297 ~14.92 miles northeast of Chester
  • Economical hotel
  • Check-in time: 11:00
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From£48
Average 3.0 /5 Guest Reviews Call BookMore Details
Holiday Inn Club Vacations Ascutney Mountain Resort
+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
  • Midscale Mountain hotel
  • 133 suites in property
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From£89
Very good 4.0 /5 Recent 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
  • Mid-scale Mountain hotel
  • Free breakfast
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From£44
Poor 2.0 /5 Reviews Call BookMore Details
Thoma House in 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
  • Four star Resort property
  • 2 floors in hotel
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From£63
Very good 4.0 /5 Guest 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
  • Midscale hotel
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From£59
Very good 4.0 /5 Latest Reviews Call BookMore Details
Econo Lodge - 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 ~22.04 miles west of Chester
  • Cheap property
  • 22 rooms in property
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From£44
Very good 4.0 /5 Read 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
  • Midscale Mountain hotel
  • Hotel has 2 floors
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From£93
Very good 4.0 /5 Hotel 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
  • Two-star Resort property
  • 32 sleeping rooms in hotel
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From£59
Average 3.0 /5 Hotel 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
  • 3 star hotel
  • 36 rooms in hotel
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From£67
Very good 4.0 /5 Reviews Call BookMore Details
Aspen at Manchester : 5669 Main St.
+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
  • Hotel has an eco-friendly policy Read more
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From£59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection : 5383 Main St.
+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
  • Check-in time: 3pm
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From£74
Average 3.0 /5 Recent 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 ~24.03 miles north of Chester
  • Four-star Mountain hotel
  • 13 suites in hotel
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From£93
Average 3.0 /5 Review Score 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 ~24.26 miles west of Chester
  • Affordable hotel
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From£74
Very good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Mount Snow : 401 Route 100
+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 +1-888-469-4795 ~24.81 miles southwest of Chester
  • Affordable Mountain property
  • 2 floors in hotel
More Photos
From£74
Very good 4.0 /5 Guest Reviews Call BookMore Details
Kimpton Taconic Hotel
+1-888-734-9421

How should we direct your call?

New Reservations: +1-888-734-9421 Group Sales: +1-888-494-8863
3835 Main St., Manchester Village, VT 05254 +1-888-734-9421 ~24.82 miles west of Chester
  • High end Rural hotel
  • Hotel has an eco-friendly policy Read more
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From£96
Very good 4.5 /5 Hotel 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
  • Economical Resort hotel
  • Hotel has 4 floors
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From£59
Average 3.5 /5 Review Score Call BookMore Details
The Equinox Golf Resort & Spa - 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
  • Hotel has 28 meeting rooms
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From£89
Average 3.0 /5 Hotel 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
  • Four star Mountain hotel
  • Hotel has 4 floors
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From£298
Average 3.0 /5 Latest Reviews Call BookMore Details
Woodstock Inn & Resort in 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
  • Four star Resort hotel
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From£74
Very good 4.0 /5 Hotel Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow : 401 Vermont Rte 100
+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
  • 2-star property
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From£44
Average 3.0 /5 Hotel Reviews Call BookMore Details
Grand Summit Hotel - 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 ~25.39 miles southwest of Chester
  • 3 star Resort property
  • Check in time: 6:00pm
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From£96
Very good 4.0 /5 Latest Reviews Call BookMore Details
Mount Snow Lodging in 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 property
  • 79 sleeping rooms in hotel
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From£67
Very good 4.0 /5 Read 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 ~25.41 miles southwest of Chester
  • Three Star hotel
  • Check in: 18:00
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From£67
Average 3.0 /5 Recent Reviews Call BookMore Details
The Shire Hotel
+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
  • 4-star Mountain hotel
  • Hotel has 3 floors
More Photos
From£93
Average 3.0 /5 Guest Reviews Call BookMore Details
Hideaway Inn Mt. Snow
+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
  • Cheap Mountain hotel
  • 3 floors in hotel
More Photos
From£37
Average 3.0 /5 Reviews Call BookMore Details
Hampton Inn 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
  • Gym is available on property
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From£78
Very good 4.0 /5 Latest 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
  • 3 star Mountain property
  • 98 sleeping rooms in hotel
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From£59
Average 3.0 /5 Latest Reviews Call BookMore Details
Layla's Riverside Lodge : 145 Route 100
+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
  • High end hotel
  • 15 sleeping rooms in hotel
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From£163
Excellent 5.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT - 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 ~25.92 miles south of Chester
  • Inexpensive hotel
  • Check-in: 15:00
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From£44
Average 3.0 /5 Read Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 - Brattleboro
+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
  • Economy Highway hotel
  • Check-in: 3:00pm
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From£59
Very good 4.0 /5 Review Score Call BookMore Details
Dexter's Inn
+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£74
Very good 4.0 /5 Read 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 property
  • 3 floors in property
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From£96
Very good 4.0 /5 Review Score Call BookMore Details
Black Mountain Inn : 959 Putney Rd.
+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
  • 2-star Suburban property
  • Free breakfast
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From£42
Average 3.5 /5 Guest 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 ~26.53 miles south of Chester
  • Three Star Suburban hotel
  • Hotel has 19 suites
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From£59
Very good 4.0 /5 Hotel Reviews 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 ~26.57 miles south of Chester
  • 3-star Rural property
  • 65 sleeping rooms in hotel
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From£44
Average 3.0 /5 Read 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
  • Three Star Resort hotel
  • Check in: 4:00 PM
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From£111
Very good 4.0 /5 Hotel Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee
+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
  • Affordable Resort hotel
  • 3 floors in hotel
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From£59
Average 3.0 /5 Guest 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 ~27.22 miles east of Chester
  • 4-star hotel
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From£187
Very good 4.0 /5 Latest Reviews Call BookMore Details

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