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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

Holiday Inn Express
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
818 Charlestown Rd., Springfield, VT 05156 ~8.02 miles east of Chester
  • 3-star Highway hotel
  • Check in time: 3:00 pm
More Photos Exterior of Holiday Inn Express
From$89
Very Good 4.5 /5 Review Score Call
Pointe at Castle Hill Resort in Proctorsville
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863
2940 State Route 103, Proctorsville, VT 05153 ~8.77 miles north of Chester
  • Mid-scale Rural hotel
  • Fitness + Health Center
More Photos Exterior of Pointe at Castle Hill Resort
From$119
Very Good 4.0 /5 Reviews Call
Frog's Leap Inn : 7455 Route 100
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863
7455 Route 100, Londonderry, VT 05148 ~12.04 miles west of Chester
  • Four star Mountain property
  • 5 suites in hotel
More Photos Exterior of Frog's Leap Inn
From$85
Excellent 5.0 /5 Read Reviews Call
Holiday Inn Club Vacations at Ascutney Mountain Re - Brownsville
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 1-802-484-7711
485 Hotel Rd., Brownsville, VT 05037 ~15.37 miles northeast of Chester
  • Midscale Mountain hotel
  • 4 floors in property
More Photos Photo of Holiday Inn Club Vacations at Ascutney Mountain Re
From$109
Average 3.5 /5 Guest Reviews Call
Wiley Inn
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 1-802-824-1095
2759 Route 11, Peru, VT 05152 ~16.17 miles west of Chester
  • Three Star Mountain property
  • Free breakfast
More Photos Image of Wiley Inn
From$59
Very Good 4.5 /5 Guest Reviews Call
The Lodge at Bromley : 4216 Rt 11
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
4216 Rt 11, Peru, VT 05152 ~17.51 miles west of Chester
  • Economical Resort hotel
  • 5 floors in property
More Photos Exterior of The Lodge at Bromley
From$70
Average 3.5 /5 Guest Reviews Call
The Olympia Lodge
+1-800-997-5149

How should we direct your call?

New Reservations: +1-800-997-5149 Group Sales: +1-888-494-8863
7259 Main St., Manchester Center, VT 05255 ~22.25 miles west of Chester
  • Affordable Mountain property
  • Free breakfast
More Photos Image of The Olympia Lodge
From$125
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Chalet Motel
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
1875 Depot St., Manchester Center, VT 05255 ~22.36 miles west of Chester
  • Economical Resort property
  • 43 sleeping rooms in hotel
More Photos Image of Chalet Motel
From$95
Very Good 4.0 /5 Review Score Call
Taconic a Kimpton Hotel
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863 Front Desk: 1-802-362-0147
3835 Main St., Manchester Village, VT 05254 ~24.86 miles west of Chester
  • 4 star Rural hotel
  • 3 floors in hotel
More Photos Image of Taconic a Kimpton Hotel
From$259
Excellent 5.0 /5 Review Score Call
The Inn at Mount Snow
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863
401 Route 100, West Dover, VT 05356 ~24.87 miles southwest of Chester
  • 3 star Mountain property
  • 3 suites in hotel
More Photos Exterior of The Inn at Mount Snow
From$55
Very Good 4.5 /5 Recent Reviews Call
The Equinox a Luxury Collection Golf Resort & Spa
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 1-802-362-7824
3567 Main St. Route 7a, Manchester, VT 05254 Website ~25.01 miles west of Chester
  • 4 star Mountain property
  • Hotel has 12 suites
More Photos Photo of The Equinox a Luxury Collection Golf Resort & Spa
From$279
Very Good 4.0 /5 Latest Reviews Call
Snow Lake Lodge
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863 Front Desk: 1-802-464-6600
Route 100 Po Box 2810, West Dover, VT 05356 ~25.01 miles southwest of Chester
  • 3 star Resort property
  • Comp. Breakfast
More Photos Image of Snow Lake Lodge
From$79
Average 3.5 /5 Reviews Call
Woodstock Inn & Resort
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863
Fourteen The Green, Woodstock, VT 05091 ~25.20 miles north of Chester
  • 4 star Resort property
  • 3 floors in hotel
More Photos Image of Woodstock Inn & Resort
From$179
Very Good 4.5 /5 Reviews Call
The Woodstock Inn & Resort
+1-800-997-5149

How should we direct your call?

New Reservations: +1-800-997-5149 Group Sales: +1-888-494-8863
14 The Green, Woodstock, VT 05091 ~25.22 miles north of Chester
  • Expensive Resort hotel
  • Check in time: 3:00 PM
More Photos Image of The Woodstock Inn & Resort
From$100
Call
Grand Summit Hotel : 89 Mountain Rd.
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863
89 Mountain Rd., West Dover, VT 05356 ~25.44 miles southwest of Chester
  • 3 star Resort hotel
  • Check in: 6:00pm
More Photos Exterior of Grand Summit Hotel
From$119
Average 3.5 /5 Read Reviews Call
Chesterfield Inn
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863 Front Desk: 1-603-256-3211
20 Cross Rd., West Chesterfield, NH 03466 ~25.53 miles south of Chester
  • Expensive hotel
More Photos hotel room
From$150
Excellent 5.0 /5 Latest Reviews Call
Quality Inn
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863 Front Desk: 1-802-254-8701
1380 Putney Rd., Brattleboro, VT 05301 ~25.69 miles south of Chester
  • Inexpensive Mountain property
  • 7 meeting rooms in property
More Photos Exterior of Quality Inn
From$55
Average 3.0 /5 Read Reviews Call
Hampton Inn of Brattleboro
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863 Front Desk: 1-802-254-5700
1378 Putney Rd., Brattleboro, VT 05301 ~25.71 miles south of Chester
  • Three Star Rural hotel
  • Hotel has 4 floors
More Photos Exterior of Hampton Inn of Brattleboro
From$109
Very Good 4.0 /5 Hotel Reviews Call
The Inn at Sawmill Farm - West Dover
+1-888-305-3366

How should we direct your call?

New Reservations: +1-888-305-3366 Group Sales: +1-888-494-8863
7 Crosstown Rd., West Dover, VT 05356 ~25.88 miles southwest of Chester
  • Three Star hotel
  • Hotel has 17 suites
More Photos Exterior of The Inn at Sawmill Farm
From$179
Very Good 4.5 /5 Recent Reviews Call
Layla's Riverside Lodge
+1-800-881-1523

How should we direct your call?

New Reservations: +1-800-881-1523 Group Sales: +1-888-494-8863 Front Desk: 1-802-464-7400
145 Route 100, West Dover, VT 05356 ~25.89 miles southwest of Chester
  • High-end property
More Photos hotel room
From$75
Call
Comfort Inn & Suites
+1-800-997-5149

How should we direct your call?

New Reservations: +1-800-997-5149 Group Sales: +1-888-494-8863 Front Desk: 1-802-579-1344
1186 Putney Rd., Brattleboro, VT 05301 ~26.04 miles south of Chester
  • 3-star Highway property
  • Hotel has 56 rooms
More Photos Exterior of Comfort Inn & Suites
From$69
Very Good 4.5 /5 Latest Reviews Call
Dexter's Inn
+1-888-690-5281

How should we direct your call?

New Reservations: +1-888-690-5281 Group Sales: +1-888-494-8863 Front Desk: 1-603-763-5571
258 Stagecoach Rd., Sunapee, NH 03782 ~26.14 miles east of Chester
  • Inexpensive Mountain property
  • Check in: 3:00 pm
More Photos Image of Dexter's Inn
From$100
Very Good 4.5 /5 Guest Reviews Call
Riverside Hotel An Ascend Hotel Collection Member - West Chesterfield
+1-800-230-4134

How should we direct your call?

New Reservations: +1-800-230-4134 Group Sales: +1-888-494-8863 Front Desk: 1-603-256-4200
20 Riverside Dr., West Chesterfield, NH 03466 ~26.28 miles south of Chester
  • Three Star Riverfront hotel
  • Check-in time: 3:00 PM
More Photos Exterior of Riverside Hotel An Ascend Hotel Collection Member
From$125
Very Good 4.5 /5 Read Reviews Call
Weathervane Lodge
+1-800-997-5148

How should we direct your call?

New Reservations: +1-800-997-5148 Group Sales: +1-888-494-8863
113 Dorr Fitch Rd., West Dover, VT 05356 ~26.28 miles southwest of Chester
  • High-end Mountain hotel
  • 4 suites in property
More Photos Exterior of Weathervane Lodge
From$90
Call
Super 8 Brattleboro Vt
+1-888-690-5247

How should we direct your call?

New Reservations: +1-888-690-5247 Group Sales: +1-888-494-8863
1043 Putney Rd., Brattleboro, VT 05301 ~26.47 miles south of Chester
  • Low Cost Highway property
  • 10 suites in hotel
More Photos hotel room
From$69
Average 3.0 /5 Hotel Reviews Call
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