Star Rating
Hotel Name
Price Range (USD) to
Amenities
+ More

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

Grafton Inn 92 Main St., Grafton, VT 05146
Call Us
~6.25 miles south of Chester
  • Four-star property
  • Check in: 14:00
More Photos Image of Grafton Inn
From$160
Very Good 4.0 /5 Review Score Call BookMore Details
Tired of clicking around? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Chester" Get Alexa Skill →
Best Western Springfield Hotel in Springfield 818 Charlestown Rd., Springfield, VT 05156
Call Us
~8.01 miles east of Chester
  • Mid-scale Highway property
  • Comp. Breakfast
More Photos Exterior of Best Western Springfield Hotel
From$106
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Castle Hill Resort And Spa 171 Castle Hill Dr., Proctorsville, VT 05153
Call Us
~8.66 miles north of Chester
  • Three Star property
  • Check in: 15:00
More Photos Image of Castle Hill Resort And Spa
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Pointe at Castle Hill Resort 2940 State Route 103, Proctorsville, VT 05153
Call Us
~8.75 miles north of Chester
  • 3-star Rural hotel
  • Check in: 3:00 PM
More Photos Image of Pointe at Castle Hill Resort
From$85
Very Good 4.0 /5 Review Score Call BookMore Details
Rodeway Inn Bellows Falls - Bellows Falls 593 Rockingham Rd., Bellows Falls, VT 05101
Call Us
~9.58 miles southeast of Chester
  • Cheap Mountain hotel
  • Check in time: 11:00
More Photos Image of Rodeway Inn Bellows Falls
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Blue Gentian Lodge at Magic Mountain in Londonderry 289 Magic Mountain Access, Londonderry, VT 05148
Call Us
~9.78 miles west of Chester
  • Three Star Mountain property
  • 2 floors in property
More Photos Photo of Blue Gentian Lodge at Magic Mountain
From$119
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Harvest Barn Inn in Bellows Falls 16 Webb Terrace, Bellows Falls, VT 05101
Call Us
~10.41 miles southeast of Chester
  • Luxurious Five Star hotel
More Photos hotel room
From$110
Very Good 4.0 /5 Reviews Call BookMore Details
Okemo Mountain Lodging 77 Okemo Ridge Rd., Ludlow, NY 05149
Call Us
~11.34 miles northwest of Chester
  • Affordable hotel
  • Check in: 0:00
More Photos Photo of Okemo Mountain Lodging
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Mountain Lodge at Okemo, A Vail Resorts Property 318 Mountain Rd., Ludlow, NY 05149
Call Us
~11.38 miles northwest of Chester
  • Affordable property
  • 36 rooms in property
More Photos Photo of Mountain Lodge at Okemo, A Vail Resorts Property
From$90
Average 3.0 /5 Read Reviews Call BookMore Details
Solitude Village at Okemo by Vail Resorts - Ludlow Solitude Rd., Ludlow, 05149
Call Us
~12.50 miles northwest of Chester
  • Affordable property
  • 13 rooms in property
More Photos Exterior of Solitude Village at Okemo by Vail Resorts
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Windham Hill Inn : 311 Lawrence Dr. 311 Lawrence Dr., West Townshend, VT 05359
Call Us
~12.57 miles southwest of Chester
  • 4 star hotel
  • 9 suites in hotel
More Photos Image of Windham Hill Inn
From$160
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Jackson Gore Village, A Vail Resorts Property - Ludlow 111 Jackson Gore Rd., Ludlow, NY 05149
Call Us
~12.63 miles northwest of Chester
  • Mid-scale hotel
More Photos Exterior of Jackson Gore Village, A Vail Resorts Property
From$90
Very Good 4.0 /5 Review Score Call BookMore Details
Royal Inn Claremont : 24 Sullivan St. 24 Sullivan St., Claremont, NH 03743
Call Us
~14.92 miles northeast of Chester
  • Cheap property
  • Comp. Breakfast
More Photos Photo of Royal Inn Claremont
From$65
Average 3.0 /5 Latest Reviews Call BookMore Details
More Homes & Apts at Booking.com

Book online or call +1-800-219-2797

Booking for Homes and Apartments
Go to BookingGo to Booking
Holiday Inn Club Vacations Ascutney Mountain Resort 485 Hotel Rd., Brownsville, VT 05037
Call Us
~15.23 miles northeast of Chester
  • 3-star Mountain hotel
  • Fitness / Gym is on-site
More Photos Photo of Holiday Inn Club Vacations Ascutney Mountain Resort
From$120
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Wiley Inn : 2759 Route 11 2759 Route 11, Peru, VT 05152
Call Us
~16.14 miles west of Chester
  • Affordable Mountain property
More Photos Image of Wiley Inn
From$59
Poor 2.0 /5 Recent Reviews Call BookMore Details
Need some questions answered? Talk to an expert Hotel Planner: (855) 276-7561 or say...
alexa hotel planner skill"Alexa, ask Hotel Planner to make a new reservation in Chester" Get Alexa Skill →
Thoma House in Peru 4216 Vt Rte 11, Peru, VT 05152
Call Us
~17.49 miles west of Chester
  • 4 star Resort hotel
  • 2 floors in property
More Photos Image of Thoma House
From$85
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Inn at Willow Pond 74 Willow Pond Rd., Manchester, VT 05255
Call Us
~21.95 miles west of Chester
  • Midscale hotel
More Photos Image of The Inn at Willow Pond
From$80
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Econo Lodge : 2187 Depot St. 2187 Depot St., Manchester, VT 05255
Call Us
~22.04 miles west of Chester
  • Low-priced property
  • Complimentary breakfast is offered
More Photos Exterior of Econo Lodge
From$60
Very Good 4.0 /5 Latest Reviews Call BookMore Details
The Olympia Lodge 7259 Main St., Manchester Center, VT 05255
Call Us
~22.20 miles west of Chester
  • 3-star Mountain property
  • Complimentary breakfast is offered
More Photos Photo of The Olympia Lodge
From$125
Very Good 4.0 /5 Recent Reviews Call BookMore Details
The Chalet Motel - Manchester Center 1875 Depot St., Manchester Center, VT 05255
Call Us
~22.31 miles west of Chester
  • Economical Resort property
  • Check-in: 3:00 pm
More Photos Photo of The Chalet Motel
From$80
Average 3.0 /5 Guest Reviews Call BookMore Details
The Manchester View in Manchester Center Rte 7a North Po Box 1268, Manchester Center, VT 5255
Call Us
~22.39 miles west of Chester
  • Affordable property
  • 36 rooms in property
More Photos Photo of The Manchester View
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Aspen at Manchester 5669 Main St., Manchester, VT 05255
Call Us
~23.30 miles west of Chester
  • Three Star Rural hotel
  • Check in time: 4:00PM
More Photos Photo of Aspen at Manchester
From$80
Average 3.0 /5 Reviews Call BookMore Details
Palmer House Resort Ascend Hotel Collection 5383 Main St., Manchester Center, VT 05255 Website
Call Us
~23.47 miles west of Chester
  • Midscale Resort property
  • Fitness + Health Center
More Photos Image of Palmer House Resort Ascend Hotel Collection
From$100
Average 3.0 /5 Guest Reviews Call BookMore Details
On The River Inn Woodstock : 1653 West Woodstock Rd. 1653 West Woodstock Rd., Woodstock, VT 05091
Call Us
~24.03 miles north of Chester
  • Expensive Mountain property
  • Gym / Fitness Center Available
More Photos Photo of On The River Inn Woodstock
From$125
Average 3.0 /5 Latest Reviews Call BookMore Details
Hampton Inn & Suites Manchester : 4519 Main St. 4519 Main St., Manchester, VT 05255
Call Us
~24.26 miles west of Chester
  • Three Star hotel
More Photos Exterior of Hampton Inn & Suites Manchester
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
The Inn at Mount Snow : 401 Route 100 401 Route 100, West Dover, VT 05356
Call Us
~24.81 miles southwest of Chester
  • 3-star Mountain property
  • 14 sleeping rooms in hotel
More Photos Image of The Inn at Mount Snow
From$99
Very Good 4.0 /5 Read Reviews Call BookMore Details
Kimpton Taconic Hotel - Manchester Village 3835 Main St., Manchester Village, VT 05254
Call Us
~24.82 miles west of Chester
  • 4 star Rural property
  • 3 floors in hotel
More Photos Image of Kimpton Taconic Hotel
From$129
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Snow Lake Lodge : Route 100 Po Box 2810 Route 100 Po Box 2810, West Dover, VT 05356
Call Us
~24.95 miles southwest of Chester
  • 2 star Resort hotel
  • 4 floors in property
More Photos Image of Snow Lake Lodge
From$79
Average 3.5 /5 Reviews Call BookMore Details
The Equinox Golf Resort & Spa 3567b Main St. Route 7a, Manchester, VT 05254
Call Us
~24.95 miles west of Chester
  • High end Mountain property
  • Hotel has 4 floors
More Photos Exterior of The Equinox Golf Resort & Spa
From$119
Average 3.0 /5 Review Score Call BookMore Details
The Equinox Golf Resort & Spa : 3567 Main St. Route 7a 3567 Main St. Route 7a, Manchester, VT 05254
Call Us
~24.96 miles west of Chester
  • Expensive Mountain hotel
  • Fitness / Gym is on-site
More Photos Image of The Equinox Golf Resort & Spa
From$399
Average 3.0 /5 Recent Reviews Call BookMore Details
Woodstock Inn & Resort - Woodstock Fourteen The Green, Woodstock, VT 05091
Call Us
~25.16 miles north of Chester
  • High end Resort property
  • Hotel has 10 suites
More Photos Exterior of Woodstock Inn & Resort
From$99
Very Good 4.0 /5 Reviews Call BookMore Details
The Mountaineer Inn at Mt. Snow 401 Vermont Rte 100, Dover, VT 05356
Call Us
~25.20 miles southwest of Chester
  • Two star property
More Photos hotel room
From$60
Average 3.0 /5 Latest Reviews Call BookMore Details
Grand Summit Hotel 89 Mountain Rd., West Dover, VT 05356
Call Us
~25.39 miles southwest of Chester
  • Affordable Resort hotel
  • 16 conference rooms in property
More Photos Image of Grand Summit Hotel
From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Mount Snow Lodging - West Dover 89 Grand Summit Way, West Dover, VT 05356
Call Us
~25.41 miles southwest of Chester
  • 3-star hotel
More Photos hotel room
From$90
Very Good 4.0 /5 Reviews Call BookMore Details
Grand Summit Resort in West Dover 21 Grand Summit Way, West Dover, VT 05356
Call Us
~25.41 miles southwest of Chester
  • Three Star hotel
  • Check in time: 18:00
More Photos hotel room
From$90
Average 3.0 /5 Review Score Call BookMore Details
The Shire Hotel 46 Pleasant St., Woodstock, VT 05091
Call Us
~25.49 miles north of Chester
  • Four-star Mountain hotel
  • 50 sleeping rooms in hotel
More Photos hotel room
From$125
Average 3.0 /5 Reviews Call BookMore Details
Hideaway Inn Mt. Snow 270 Handle Rd., Dover, VT 05356
Call Us
~25.50 miles southwest of Chester
  • Economy Mountain property
  • 2 meeting rooms in property
More Photos Image of Hideaway Inn Mt. Snow
From$50
Average 3.0 /5 Hotel Reviews Call BookMore Details
Hampton Inn Brattleboro : 1378 Putney Rd. 1378 Putney Rd., Brattleboro, VT 05301
Call Us
~25.68 miles south of Chester
  • Three Star Rural property
  • 4 floors in hotel
More Photos Image of Hampton Inn Brattleboro
From$105
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Quality Inn & Conference Center Brattleboro North : 1380 Putney Rd. 1380 Putney Rd., Brattleboro, VT 05301
Call Us
~25.73 miles south of Chester
  • 3 star Mountain hotel
  • 98 rooms in property
More Photos Image of Quality Inn & Conference Center Brattleboro North
From$80
Average 3.0 /5 Recent Reviews Call BookMore Details
Layla's Riverside Lodge in West Dover 145 Route 100, West Dover, VT 05356
Call Us
~25.84 miles southwest of Chester
  • Four star property
  • 15 rooms in property
More Photos Image of Layla's Riverside Lodge
From$219
Excellent 5.0 /5 Read Reviews Call BookMore Details
Travelodge by Wyndham Brattleboro VT - Brattleboro 1254 Putney Rd., Brattleboro, VT 05301
Call Us
~25.92 miles south of Chester
  • Two-star hotel
  • Hotel has 2 floors
More Photos Photo of Travelodge by Wyndham Brattleboro VT
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Comfort Inn & Suites Brattleboro I 91 in Brattleboro 1186 Putney Rd., Brattleboro, VT 05301 Website
Call Us
~26.00 miles south of Chester
  • Two-star Highway hotel
  • 56 sleeping rooms in hotel
More Photos Exterior of Comfort Inn & Suites Brattleboro I 91
From$79
Very Good 4.0 /5 Read Reviews Call BookMore Details
Dexter's Inn : 258 Stagecoach Rd. 258 Stagecoach Rd., Sunapee, NH 03782
Call Us
~26.12 miles east of Chester
  • 3-star Mountain hotel
  • 2 meeting rooms in hotel
More Photos Photo of Dexter's Inn
From$100
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Riverside Hotel, an Ascend Collection Hotel 20 Riverside Dr., West Chesterfield, NH 03466
Call Us
~26.26 miles south of Chester
  • Midscale Riverfront property
  • Complimentary breakfast is offered
More Photos Image of Riverside Hotel, an Ascend Collection Hotel
From$129
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Black Mountain Inn in Brattleboro 959 Putney Rd., Brattleboro, VT 05301
Call Us
~26.48 miles south of Chester
  • Economy Suburban property
  • Check-in: 1:00pm
More Photos Photo of Black Mountain Inn
From$57
Average 3.5 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express & Suites Brattleboro in Brattleboro 100 Chickering Dr., Brattleboro, VT 05301
Call Us
~26.53 miles south of Chester
  • Affordable Suburban hotel
  • Gym / Fitness Center Available
More Photos Photo of Holiday Inn Express & Suites Brattleboro
From$79
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Colonial Motel And Spa in Brattleboro 889 Putney Rd., Brattleboro, VT 05301
Call Us
~26.57 miles south of Chester
  • Affordable Rural property
  • Free comp. breakfast
More Photos Photo of Colonial Motel And Spa
From$59
Average 3.0 /5 Latest Reviews Call BookMore Details
Killington Grand Resort Hotel : 228 East Mountain Rd. 228 East Mountain Rd., Killington, VT 05751
Call Us
~27.09 miles northwest of Chester
  • 3-star Resort hotel
  • Fitness / Gym is on-site
More Photos Exterior of Killington Grand Resort Hotel
From$149
Very Good 4.0 /5 Reviews Call BookMore Details
Hideaway Inn Mt. Sunapee 1403 New Hampshire Rte 103, Newbury, NH 03255
Call Us
~27.16 miles east of Chester
  • Affordable Resort property
  • Comp. Breakfast
More Photos Exterior of Hideaway Inn Mt. Sunapee
From$80
Average 3.0 /5 Review Score Call BookMore Details
Sunapee Harbor Cottages 4 Lake Ave., Sunapee, NH 03782
Call Us
~27.22 miles east of Chester
  • High end hotel
More Photos hotel room
From$250
Very Good 4.0 /5 Review Score Call BookMore Details

Next: See My Chester Hotels with Pricing

Graph: Upcoming 20 Days of Chester Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Chester, VT discounts available. The chart reflects the cheapest Chester hotel for each day and each star rating category.

FAQs about hotels in Chester

What are the best rated hotels in Chester?

Layla's Riverside Lodge, Blue Gentian Lodge at Magic Mountain and Windham Hill Inn are the best rated hotels based on customer reviews in the last 365 days.

What are the most up-scale hotels in Chester?

Harvest Barn Inn, Grafton Inn and Windham Hill Inn are the top 3 luxury hotels near Chester city center.

What hotels are closest to the city center of Chester?

Grafton Inn, Best Western Springfield Hotel, and Castle Hill Resort And Spa are the properties closest to Chester city center.

What are the best independent hotels in Chester?

Layla's Riverside Lodge, Blue Gentian Lodge at Magic Mountain and Windham Hill Inn are the best rated independent hotels (not part of a big brand).

What are the best Choice Hotels branded hotels in Chester?

Econo Lodge, Comfort Inn & Suites Brattleboro I 91 and Riverside Hotel, an Ascend Collection Hotel are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Chester?

Kimpton Taconic Hotel, Holiday Inn Club Vacations Ascutney Mountain Resort and Holiday Inn Express & Suites Brattleboro are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

Back to Top