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 hotel
  • 3 floors in hotel
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From$160
Very Good 4.0 /5 Recent 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
  • Three Star Highway property
  • Free breakfast
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From$106
Very Good 4.0 /5 Review Score 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 property
  • Hotel has 20 rooms
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From$90
Very Good 4.0 /5 Read 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
  • Fitness center on property
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From$85
Very Good 4.0 /5 Read Reviews Call BookMore Details
Rodeway Inn 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
  • Low Cost Mountain hotel
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From$60
Average 3.0 /5 Read 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
  • Mid-scale Mountain hotel
  • Hotel has 2 floors
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From$119
Very Good 4.5 /5 Read 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
  • Luxury 5-star property
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From$110
Very Good 4.0 /5 Latest 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 +1-888-311-4278 ~11.34 miles northwest of Chester
  • Affordable hotel
  • Check-in time: 0:00
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From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Mountain Lodge at Okemo, A Vail Resorts Property
+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
  • 3-star hotel
  • Hotel has 36 rooms
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From$90
Average 3.0 /5 Hotel Reviews Call BookMore Details
Solitude Village at Okemo by Vail Resorts
+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
  • 13 rooms in property
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From$90
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 ~12.57 miles southwest of Chester
  • Expensive hotel
  • Airport shuttle provided
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From$160
Very Good 4.5 /5 Read Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property
+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
  • Three Star hotel
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From$90
Very Good 4.0 /5 Read 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
  • Economical property
  • Free comp. breakfast
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From$65
Average 3.0 /5 Review Score Call BookMore Details
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 +1-888-906-6358 ~15.23 miles northeast of Chester
  • Affordable Mountain property
  • Hotel has 133 suites
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From$120
Very Good 4.0 /5 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 property
  • Free breakfast available
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From$59
Poor 2.0 /5 Guest Reviews Call BookMore Details
Thoma House : 4216 Vt Rte 11
+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
  • 4 star Resort property
  • 2 floors in property
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From$85
Very Good 4.0 /5 Review Score 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$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge : 2187 Depot St.
+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
  • Inexpensive hotel
  • Hotel has 22 rooms
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From$60
Very Good 4.0 /5 Guest 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 ~22.20 miles west of Chester
  • 3 star Mountain hotel
  • Has environment-friendly policy See policy
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From$125
Very Good 4.0 /5 Review Score 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 +1-800-716-8490 ~22.31 miles west of Chester
  • Inexpensive Resort property
  • Check in time: 3:00 pm
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From$80
Average 3.0 /5 Recent 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
  • Check in time: 15:00
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From$90
Very Good 4.0 /5 Read 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 ~23.30 miles west of Chester
  • Three Star Rural property
  • Check-in time: 4:00PM
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From$80
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 ~23.47 miles west of Chester
  • Mid-scale Resort property
  • Comp. Breakfast
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From$100
Average 3.0 /5 Guest 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
  • Expensive Mountain hotel
  • Check in: 3:00
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From$125
Average 3.0 /5 Recent Reviews Call BookMore Details
Hampton Inn & Suites Manchester : 4519 Main St.
+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$99
Very Good 4.0 /5 Hotel 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 +1-888-469-4795 ~24.81 miles southwest of Chester
  • Mid-scale Mountain property
  • Hotel has 3 suites
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From$99
Very Good 4.0 /5 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
  • 4 star Rural hotel
  • 5 meeting rooms in property
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From$129
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
  • Cheap Resort hotel
  • 92 rooms in property
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From$79
Average 3.5 /5 Recent Reviews 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
  • Four star Mountain property
  • 150 rooms in property
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From$119
Average 3.0 /5 Guest 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$399
Average 3.0 /5 Recent Reviews Call BookMore Details
Woodstock Inn & Resort
+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
  • 4 star Resort property
  • Hotel has 10 suites
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From$99
Very Good 4.0 /5 Latest Reviews 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$60
Average 3.0 /5 Review Score 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 property
  • 100 suites in hotel
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From$129
Very Good 4.0 /5 Latest 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 ~25.41 miles southwest of Chester
  • Three Star hotel
  • Check-in: 18:00
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From$90
Very Good 4.0 /5 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
  • Mid-scale hotel
  • Check-in: 18:00
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From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
The Shire Hotel - 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
  • Four-star Mountain property
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From$125
Average 3.0 /5 Guest Reviews Call BookMore Details
Hideaway Inn Mt. Snow : 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 ~25.50 miles southwest of Chester
  • 2-star Mountain property
  • Hotel has 2 meeting rooms
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From$50
Average 3.0 /5 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 ~25.68 miles south of Chester
  • Affordable Rural hotel
  • Check in: 03:00pm
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From$105
Very Good 4.0 /5 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 hotel
  • Gym is available on property
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Layla's Riverside Lodge
+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$219
Excellent 5.0 /5 Hotel 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 ~25.92 miles south of Chester
  • Low-priced hotel
  • 2 floors in property
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From$60
Average 3.0 /5 Recent 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
  • 2-star Highway property
  • Check in time: 3:00pm
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From$79
Very Good 4.0 /5 Latest Reviews 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
  • 3 star Mountain hotel
  • Check in: 3:00 pm
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From$100
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel : 20 Riverside Dr.
+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
  • Mid-scale Riverfront hotel
  • Check in: 3:00 PM
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From$129
Very Good 4.0 /5 Review Score 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
  • Inexpensive Suburban hotel
  • Hotel has 40 rooms
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From$57
Average 3.5 /5 Review Score 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
  • Affordable Suburban property
  • Hotel has a green policy Read more
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From$79
Very Good 4.0 /5 Read 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
  • Affordable Rural property
  • Gym / Fitness Center Available
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From$59
Average 3.0 /5 Hotel Reviews Call BookMore Details
Killington Grand Resort Hotel : 228 East Mountain Rd.
+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
  • Gym is available on property
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From$149
Very Good 4.0 /5 Read 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
  • Affordable Resort property
  • Hotel has 2 suites
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From$80
Average 3.0 /5 Read Reviews Call BookMore Details
Sunapee Harbor Cottages : 4 Lake Ave.
+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
  • Four star hotel
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From$250
Very Good 4.0 /5 Latest Reviews Call BookMore Details

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