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 : 92 Main St.
+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
  • Four star hotel
  • 45 sleeping rooms in hotel
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From$160
Very Good 4.0 /5 Hotel 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
  • 3 star Highway hotel
  • Hotel has 2 floors
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From$106
Very Good 4.0 /5 Review Score Call BookMore Details
Castle Hill Resort And Spa - Ludlow
+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
  • Check in time: 15:00
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From$90
Very Good 4.0 /5 Recent 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
  • 3-star Rural hotel
  • Hotel has 2 floors
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From$85
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
  • Low Cost Mountain hotel
  • 27 rooms in property
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From$60
Average 3.0 /5 Hotel Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain : 289 Magic Mountain Access
+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
  • Mid-scale Mountain property
  • 2 floors in hotel
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From$119
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 +1-888-897-9207 ~10.43 miles southeast of Chester
  • Luxurious 5-star hotel
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From$110
Very Good 4.0 /5 Read Reviews Call BookMore Details
Okemo Mountain Lodging : 77 Okemo Ridge Rd.
+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
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From$90
Very Good 4.0 /5 Recent 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 ~11.39 miles northwest of Chester
  • Three Star hotel
  • 36 rooms in property
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From$90
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 +1-888-734-9421 ~12.51 miles northwest of Chester
  • Mid-scale property
  • Check-in: 17:00
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From$90
Very Good 4.0 /5 Hotel 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 ~12.59 miles southwest of Chester
  • 4-star hotel
  • 9 suites in property
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From$160
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Jackson Gore Village
+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
  • Affordable hotel
  • Check-in time: 17:00
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From$90
Very Good 4.0 /5 Recent 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 ~14.93 miles northeast of Chester
  • Two star hotel
  • Free breakfast available
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From$65
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 ~15.25 miles northeast of Chester
  • 3 star Mountain hotel
  • Has environment-friendly policy Read more
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From$120
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Wiley Inn : 2759 Route 11
+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
  • Three Star Mountain property
  • Free breakfast available
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From$59
Poor 2.0 /5 Latest 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 ~17.52 miles west of Chester
  • Expensive Resort property
  • Hotel has 4 rooms
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From$85
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
The Inn at Willow Pond - Manchester
+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$80
Very Good 4.0 /5 Guest 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
  • Inexpensive property
  • Check-in: 11:00
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From$60
Very Good 4.0 /5 Hotel 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
  • 3-star Mountain property
  • Check in time: 2PM
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From$125
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 ~22.36 miles west of Chester
  • Cheap Resort property
  • Check-in time: 3:00 pm
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From$80
Average 3.0 /5 Review Score Call BookMore Details
The Manchester View in Manchester Center
+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
  • 3 star property
  • 2 floors in property
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From$90
Very Good 4.0 /5 Guest 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 +1-888-965-1860 ~23.35 miles west of Chester
  • Low-priced Rural hotel
  • 25 rooms in hotel
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From$60
Very Good 4.0 /5 Review Score 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 +1-888-788-5576 ~23.52 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
Hampton Inn & Suites Manchester : 4519 Main St.
+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 +1-888-897-9207 ~24.31 miles west of Chester
  • Affordable hotel
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From$99
Very Good 4.0 /5 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 +1-888-311-4278 ~24.86 miles west of Chester
  • Four-star Rural hotel
  • Hotel has 7 suites
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From$259
Very Good 4.0 /5 Review Score Call BookMore Details
The Inn at Mount Snow
+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 ~24.87 miles southwest of Chester
  • 3 star Mountain hotel
  • Hotel has 2 floors
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From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Snow Lake Lodge : Route 100 Po Box 2810
+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 +1-888-734-9421 ~25.01 miles southwest of Chester
  • Low-priced Resort property
  • Hotel has 4 floors
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From$79
Average 3.5 /5 Review Score Call BookMore Details
The Equinox, a Luxury Collection Golf Resort & Spa, Vermont - Manchester
+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 +1-888-841-5292 ~25.01 miles west of Chester
  • Four star Mountain hotel
  • Gym is available on property
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From$119
Average 3.0 /5 Recent 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 +1-888-455-5160 ~25.01 miles west of Chester
  • Four-star Mountain hotel
  • 14 suites in hotel
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From$399
Average 3.0 /5 Review Score Call BookMore Details
Woodstock Inn & Resort : Fourteen The Green
+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 +1-888-965-8297 ~25.20 miles north of Chester
  • 4-star Resort property
  • 10 suites in hotel
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From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow - Dover
+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 +1-888-906-6358 ~25.26 miles southwest of Chester
  • Low-priced property
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From$60
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 +1-888-749-6785 ~25.44 miles southwest of Chester
  • Mid-scale Resort property
  • Check in: 6:00pm
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From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Mount Snow Lodging
+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 +1-888-878-9982 ~25.47 miles southwest of Chester
  • 3 star property
  • Check-in time: 18:00
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From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Grand Summit Resort
+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 +1-888-389-4485 ~25.47 miles southwest of Chester
  • Three Star property
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From$90
Average 3.0 /5 Latest Reviews Call BookMore Details
The Shire
+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 +1-888-389-4121 ~25.52 miles north of Chester
  • Affordable property
  • Hotel has 2 floors
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From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Mountaineer Inn - 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 +1-888-675-2083 ~25.56 miles southwest of Chester
  • Low priced Mountain hotel
  • Hotel has 3 floors
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From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Brattleboro - Brattleboro
+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 +1-800-716-8490 ~25.71 miles south of Chester
  • 3 star Rural property
  • 4 floors in property
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From$105
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Quality Inn & Conference Center
+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 +1-800-805-5223 ~25.77 miles south of Chester
  • Affordable Mountain hotel
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From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
Layla's Riverside Lodge in West Dover
+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 +1-888-965-1860 ~25.89 miles southwest of Chester
  • 4-star hotel
  • 2 floors in hotel
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From$219
Excellent 5.0 /5 Recent Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT in Brattleboro
+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 +1-888-788-5576 ~25.96 miles south of Chester
  • Economical property
  • Check in: 15:00
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From$60
Average 3.0 /5 Guest 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 +1-888-897-9207 ~26.04 miles south of Chester
  • Two star Highway hotel
  • Complimentary breakfast is offered
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From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Dexter's Inn
+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 +1-888-311-4278 ~26.14 miles east of Chester
  • Mid-scale Mountain hotel
  • 2 floors in property
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From$100
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Riverside Hotel, Ascend Hotel Collection in West Chesterfield
+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 +1-888-469-4795 ~26.30 miles south of Chester
  • 3-star Riverfront hotel
  • 34 rooms in property
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From$129
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Black Mountain Inn in Brattleboro
+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 +1-888-734-9421 ~26.52 miles south of Chester
  • Cheap Suburban property
  • Check-in: 1:00pm
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From$57
Average 3.5 /5 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 +1-888-841-5292 ~26.57 miles south of Chester
  • 3-star Suburban hotel
  • Hotel has 19 suites
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From$79
Very Good 4.0 /5 Review Score Call BookMore Details
Colonial Motel And Spa in Brattleboro
+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 +1-888-455-5160 ~26.61 miles south of Chester
  • Midscale Rural property
  • Free comp. breakfast
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From$59
Average 3.0 /5 Recent Reviews Call BookMore Details
Bluebird Sunapee
+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 +1-888-965-8297 ~27.11 miles east of Chester
  • Economical Resort hotel
  • Hotel has 3 floors
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From$63
Very Good 4.0 /5 Read Reviews Call BookMore Details
Killington Grand Resort Hotel - 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 +1-888-906-6358 ~27.12 miles northwest of Chester
  • Affordable Resort property
  • Gym / Fitness Center Available
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From$149
Very Good 4.0 /5 Reviews Call BookMore Details
Sunapee Harbor Cottages : 4 Lake Ave.
+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 +1-888-749-6785 ~27.24 miles east of Chester
  • High-end property
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From$250
Very Good 4.0 /5 Latest 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 +1-888-878-9982 ~27.34 miles northwest of Chester
  • Mid-scale Resort property
  • 2 suites in hotel
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From$52
Very Good 4.0 /5 Read Reviews Call BookMore Details

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