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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, Motels & Accommodations

Holiday Inn Express
+1-888-690-5281
818 Charlestown Rd., Springfield, VT 05156 ~8.02 miles east of Chester
  • Three Star Highway property
  • 88 rooms in property
  • Most guests said rooms were clean
  • Nice rooms
Pointe at Castle Hill Resort in Proctorsville
+1-800-230-4134
2940 State Route 103, Proctorsville, VT 05153 ~8.77 miles north of Chester
  • Midscale Rural property
  • Hotel has 26 suites
  • Great rooms, food, and service
  • Food is to die for
From$119
Very Good 4.0 /5Read Reviews Call
Holiday Inn Club Vacations at Ascutney Mountain Re in Brownsville 485 Hotel Rd., Brownsville, VT 05037 ~15.37 miles northeast of Chester
  • 3 star Mountain property
  • Check-in: 4:00 PM
  • Most guests thought the view was good
  • Breakfast can be improved
Wiley Inn : 2759 Route 11 2759 Route 11, Peru, VT 05152 ~16.17 miles west of Chester
  • Midscale Mountain property
  • 10 sleeping rooms in hotel
From$59
Very Good 4.5 /5Read Reviews Call
The Lodge at Bromley in Peru
+1-888-305-3366
4216 Rt 11, Peru, VT 05152 ~17.51 miles west of Chester
  • Cheap Resort hotel
  • 5 floors in hotel
  • Vibe wasn't good
  • Friendly service
The Olympia Lodge in Manchester Center
+1-800-881-1523
7259 Main St., Manchester Center, VT 05255 ~22.25 miles west of Chester
  • 3 star Mountain hotel
  • Free complimentary breakfast
Chalet Motel in Manchester Center
+1-888-283-3404
1875 Depot St., Manchester Center, VT 05255 ~22.36 miles west of Chester
  • 2-star Resort hotel
  • Hotel has 43 rooms
  • Great service
  • Big room
From$95
Very Good 4.0 /5Reviews Call
Taconic a Kimpton Hotel - Manchester Village 3835 Main St., Manchester Village, VT 05254 ~24.86 miles west of Chester
  • Four-star Rural hotel
  • 87 rooms in property
From$259
Excellent 5.0 /5Recent Reviews Call
The Inn at Mount Snow
+1-888-690-5281
401 Route 100, West Dover, VT 05356 ~24.87 miles southwest of Chester
  • Affordable Mountain hotel
  • 2 floors in hotel
  • Great view of the mountain
  • Most guests thought the building was wonderful
From$100
Very Good 4.5 /5Hotel Reviews Call
The Equinox a Luxury Collection Golf Resort & Spa - Manchester 3567 Main St. Route 7a, Manchester, VT 05254 Website ~25.01 miles west of Chester
  • High end Mountain property
  • Fitness + Health Center
  • Food is delicious
  • Disappointing internet connection
From$279
Very Good 4.0 /5Latest Reviews Call
Snow Lake Lodge Route 100 Po Box 2810, West Dover, VT 05356 ~25.01 miles southwest of Chester
  • 3 star Resort hotel
  • 13 suites in property
Woodstock Inn & Resort in Woodstock Fourteen The Green, Woodstock, VT 05091 ~25.20 miles north of Chester
  • High-end Resort property
  • Fitness / Gym is on-site
From$179
Very Good 4.5 /5Recent Reviews Call
The Woodstock Inn & Resort - Woodstock 14 The Green, Woodstock, VT 05091 ~25.20 miles north of Chester
  • 4-star Resort property
  • 3 floors in hotel
Grand Summit Hotel
+1-800-881-1523
89 Mountain Rd., West Dover, VT 05356 ~25.44 miles southwest of Chester
  • 3-star Resort property
  • Fitness + Health Center
  • Professional staff
  • Rooms are great
Chesterfield Inn 20 Cross Rd., West Chesterfield, NH 03466 ~25.53 miles south of Chester
  • 4 star hotel
From$150
Excellent 5.0 /5Guest Reviews Call
Quality Inn 1380 Putney Rd., Brattleboro, VT 05301 ~25.69 miles south of Chester
  • Low-priced Mountain hotel
  • 2 floors in hotel
  • Broken soda machines
  • Most guests found the kitchenette to be good
Hampton Inn of Brattleboro 1378 Putney Rd., Brattleboro, VT 05301 ~25.71 miles south of Chester
  • Three Star Rural hotel
  • Free complimentary breakfast
  • Rooms are ok
  • Most guests thought the service was very professional
From$109
Very Good 4.0 /5Review Score Call
The Inn at Sawmill Farm
+1-800-230-4134
7 Crosstown Rd., West Dover, VT 05356 ~25.88 miles southwest of Chester
  • 3-star property
  • Check in: 3pm
  • Gorgeous scenery
  • Incredible jogging track
From$179
Very Good 4.5 /5Guest Reviews Call
Layla's Riverside Lodge : 145 Route 100 145 Route 100, West Dover, VT 05356 ~25.89 miles southwest of Chester
  • High-end property
Comfort Inn & Suites 1186 Putney Rd., Brattleboro, VT 05301 ~26.04 miles south of Chester
  • 3 star Highway property
  • 15 suites in hotel
From$75
Very Good 4.5 /5Review Score Call
Dexter's Inn 258 Stagecoach Rd., Sunapee, NH 03782 ~26.14 miles east of Chester
  • 2 star Mountain hotel
  • Hotel has 2 meeting rooms
From$100
Very Good 4.5 /5Read Reviews Call
Riverside Hotel An Ascend Hotel Collection Member 20 Riverside Dr., West Chesterfield, NH 03466 ~26.30 miles south of Chester
  • Three Star Riverfront hotel
  • Check in: 3:00 PM
  • Exquisite setting
  • Clean
From$109
Very Good 4.5 /5Review Score Call
Super 8 Brattleboro - Brattleboro 1043 Putney Rd., Brattleboro, VT 05301 ~26.43 miles south of Chester
  • Low Cost Highway hotel
  • Comp. Breakfast
From$47
Average 3.0 /5Reviews Call
Black Mountain Inn - Brattleboro
+1-800-997-5149
959 Putney Rd., Brattleboro, VT 05301 ~26.52 miles south of Chester
  • 2 star Suburban hotel
  • Check in: 1:00pm
  • Almost all guests thought rooms were spacious
  • Wifi quality could be improved
Holiday Inn Express & Suites in Brattleboro 100 Chickering Dr., Brattleboro, VT 05301 ~26.57 miles south of Chester
  • 3 star Rural property
  • 2 meeting rooms in property
  • Internet is poor
  • Excellent shopping nearby, comfortable beds and spacious rooms
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