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Hotel Guides > Vermont > Chester Hotels & Motels

Hotels and Motels in Chester, Vermont

Closest HotelsMap of Hotels

Hotels below are sorted by distance from Chester.

We offer no hotels in Chester. The closest hotels in our inventory are in Grafton, Springfield, Cavendish, Bellows Falls, Ludlow, Londonderry, and South Londonderry.



Map of Hotels near Chester
 

    Hotels closest to Chester

    Rates shown below are averages. Click See Rates to see rates for your dates.
  • 6 miles Grafton Inn
    92 Main Street, Route 121, Grafton, VT 05146
    6 miles from Chester
    From $219
    Enter Dates
    Grafton Inn

    Check In14 00
    Check Out11 00

    Rated Very High
    Upper-midscale, smoke-free, downtown bed and breakfast inn Member of Historic Hotels of America
    2 floors; 32 rooms and suites, 2 3-bedroom cottages
    No elevator
    No swimming pool
    Exercise room
    Restaurant - lounge
    Restaurant open for dinner only
    Free WiFi
    Free parking
    Pet friendly bed and breakfast inn More >


    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 407 reviews  Read Recent Reviews

  • 7 miles Holiday Inn Express Springfield
    818 Charlestown Road, Springfield, VT 05156
    7 miles from Chester
    From $175
    Enter Dates
    Holiday Inn Express Springfield

    Check In15 00
    Check Out12 00

    Rated Very High
    Midscale, smoke-free hotel near I-91, Exit 7 2 floors, 88 rooms - elevator
    Heated indoor swimming pool - exercise room
    Free hot breakfast buffet
    Free WiFi
    Free parking
    Pet friendly hotel More >


    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 147 reviews  Read Recent Reviews

  • 9 miles Castle Hill Resort & Spa Proctorsville
    152 Castle Hill Drive, Proctorsville, VT 05153
    9 miles from Chester
    From $279
    Enter Dates
    Castle Hill Resort & Spa Proctorsville

    Check In15 00
    Check Out11 00

    Rated High
    Upper-midscale, smoke-free inn near downtown area 3 floors, 10 rooms - no elevator
    Heated outdoor swimming pool - exercise room
    Restaurant
    Restaurant open for breakfast and dinner only
    Full-service spa
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Dec 2016



    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 439 reviews  Read Recent Reviews

  • 9 miles Pointe at Castle Hill Resort Proctorsville
    2940 Route 103, Proctorsville, VT 05153
    9 miles from Chester
    From $162
    Enter Dates
    Pointe at Castle Hill Resort Proctorsville

    Check In15 00
    Check Out11 00

    Rated High
    Upscale, smoke-free hotel within Castle Hill Resort 2 floors, 70 rooms - elevator
    Heated indoor swimming pool - fitness center
    Restaurant
    Restaurant open for breakfast only
    Free WiFi
    Free parking
    Pet friendly hotel More >


    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 511 reviews  Read Recent Reviews

  • 10 miles Rodeway Inn Bellows Falls
    593 Rockingham Road, Bellows Falls, VT 05101
    10 miles from Chester
    From $68
    Enter Dates
    Rodeway Inn Bellows Falls

    Check In15 00
    Check Out11 00

    Rated Very Low – Not Recommended
    Cheap, smoke-free motel near I-91, Exit 6 Single-story, 27 rooms
    Outdoor swimming pool open in summer
    Free continental breakfast
    Free WiFi
    Free parking
    Pet friendly hotel More >


    TripAdvisor Traveler Rating:  2.5 of 5 stars
    Based on 58 reviews  Read Recent Reviews

  • 13 miles Windham Hill Inn West Townshend
    311 Lawrence Drive, West Townshend, VT 05359
    13 miles from Chester
    From $279
    Enter Dates
    Windham Hill Inn West Townshend

    Check In15 00
    Check Out11 00

    Rated Very High
    Luxury, smoke-free, mountainview inn 3 floors, 21 rooms - no elevator
    Heated outdoor swimming pool open in summer
    Restaurant - lounge - room service
    Restaurant open for breakfast and dinner only
    Free hot breakfast buffet
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Mar 2016



    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 260 reviews  Read Recent Reviews

  • 15 miles Rodeway Inn Claremont
    24 Sullivan Street, Claremont, NH 03743
    15 miles from Chester
    From $99
    Enter Dates
    Rodeway Inn Claremont

    Check In15 00
    Check Out11 00

    Rated Very Low – Not Recommended
    Cheap, downtown Claremont motel Near Granite State College
    Single-story, 21 rooms
    No swimming pool
    Microwave and refrigerator in every room
    Free continental breakfast
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Feb 2017



    TripAdvisor Traveler Rating:  2.5 of 5 stars
    Based on 24 reviews  Read Recent Reviews

  • 15 miles Common Man Inn & Restaurant Claremont
    21 Water Street, Claremont, NH 03743
    15 miles from Chester
    From $119
    Enter Dates
    Common Man Inn & Restaurant Claremont

    Check In15 00
    Check Out11 00

    Rated Very High
    Midscale, smoke-free, downtown Claremont hotel Near Granite State College
    3 floors, 35 rooms and suites - elevator
    No swimming pool
    Exercise room
    Restaurant - lounge
    Restaurant open for dinner only
    Free continental breakfast
    Free WiFi
    Free parking
    Pet friendly hotel More >


    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 212 reviews  Read Recent Reviews

  • 15 miles Holiday Inn Club Vacations at Ascutney Mountain Resort
    485 Hotel Road, Brownsville, VT 05037
    15 miles from Chester
    From $154
    Enter Dates
    Holiday Inn Club Vacations at Ascutney Mountain Resort

    Check In16 00
    Check Out10 00

    Rated High
    Midscale, smoke-free condos Near Ascutney State Park
    3 and 4 floors, 68 condos - no elevator
    Heated indoor swimming pool - outdoor pool
    Exercise room
    Restaurant - lounge
    Restaurant open for dinner only
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Feb 2016



    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 428 reviews  Read Recent Reviews

  • 18 miles Snapdragon Inn Windsor
    26 Main Street, Windsor, VT 05089
    18 miles from Chester
    From $197
    Enter Dates
    Snapdragon Inn Windsor

    Check In15 00
    Check Out12 00

    Rated Very High
    Upscale, smoke-free, downtown bed and breakfast inn 3 floors, 4 rooms - no elevator
    No swimming pool
    Full-service spa
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Jan 2017


    Note: This inn does not allow children under 12 years of age.

    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  5.0 of 5 stars
    Based on 336 reviews  Read Recent Reviews

  • 21 miles Kedron Valley Inn South Woodstock
    4778 South Road, South Woodstock, VT 05071
    21 miles from Chester
    From $159
    Enter Dates
    Kedron Valley Inn South Woodstock

    Check In1500
    Check Out1100

    Rated Very High
    Midscale, smoke-free inn In village of South Woodstock
    3 floors, 25 rooms and suites - no elevator
    No swimming pool
    Restaurant
    Free hot breakfast buffet
    Free WiFi
    Free parking
    Pet friendly inn More >


    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 312 reviews  Read Recent Reviews

  • 22 miles Econo Lodge Manchester
    2187 Depot Street, Manchester Center, VT 05255
    22 miles from Chester
    From $105
    Enter Dates
    Econo Lodge Manchester

    Check In15 00
    Check Out11 00

    Rated Average
    Cheap, smoke-free motel in Green Mountain National Forest 2 miles east of village center - near ski areas
    Single-story, 23 rooms
    Outdoor swimming pool open in summer
    Microwave and refrigerator in every room
    Free continental breakfast
    Free WiFi
    Free parking
    Pet friendly motel More >


    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 103 reviews  Read Recent Reviews

  • 22 miles Manchester View Fine Lodging Hotel Manchester Center
    Route 7-A North 1268, Manchester Center, VT 05255
    22 miles from Chester
    From $86
    Enter Dates
    Manchester View Fine Lodging Hotel Manchester Center

    Check In15 00
    Check Out11 00

    Rated Very High
    Midscale, smoke-free, mountainview hotel Near Green Mountain National Forest
    2 floors, 36 rooms and suites - no elevator - AAA 3 Diamonds
    Outdoor swimming pool open in summer
    Free WiFi
    Free parking
    Pet friendly hotel More >


    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 813 reviews  Read Recent Reviews

  • 24 miles Hampton Inn & Suites Manchester
    4519 Main Street, Manchester, VT 05255
    24 miles from Chester
    From $152
    Enter Dates
    Hampton Inn & Suites Manchester

    Check In15 00
    Check Out12 00

    Rated Very High
    Midscale, smoke-free hotel Near Manchester Designer Outlets
    3 floors, 97 rooms and suites - elevator
    Heated indoor swimming pool - exercise room
    Microwave and refrigerator in every room
    Free hot breakfast buffet
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Sep 2017



    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  5.0 of 5 stars
    Based on 254 reviews  Read Recent Reviews

  • 25 miles Equinox Resort & Spa Manchester Village
    3567 Main Street, Manchester Village, VT 05254
    25 miles from Chester
    From $225
    Enter Dates
    Equinox Resort & Spa Manchester Village

    Check In1600
    Check Out1100

    Rated Average
    Luxury, smoke-free, full-service, golf resort Located in the Green Mountains
    A Luxury Collection Resort Hotel
    4 buildings - 4 floors, 195 rooms and suites
    AAA 4 Diamonds
    Heated indoor swimming pool - fitness center
    Restaurant - lounge
    Full-service spa
    Pet friendly hotel More >

    Note: This hotel charges a resort fee of $25 per night - includes parking and Internet access.

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 117 reviews  Read Recent Reviews

  • 25 miles Kimpton Taconic Hotel Manchester Village
    3835 Main Street, Manchester Village, VT 05254
    25 miles from Chester
    From $252
    Enter Dates
    Kimpton Taconic Hotel Manchester Village

    Check In15 00
    Check Out12 00

    Rated Very High
    Upscale, smoke-free, mountain hotel Located in the Village of Manchester
    3 floors, 87 rooms and suites - elevator
    Outdoor swimming pool open in summer
    24-hour exercise room
    Restaurant - lounge - room service
    Restaurant open for breakfast and dinner only
    Pet friendly hotel More >

    Note: This hotel charges a resort fee of $20 per night - includes parking and Internet access.

    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 488 reviews  Read Recent Reviews

  • 25 miles Inns at the Equinox Manchester Village
    55 Union Street, Manchester Village, VT 05254
    25 miles from Chester
    From $189
    Enter Dates
    Inns at the Equinox Manchester Village

    Check In16 00
    Check Out11 00

    Rated Average
    Upscale, smoke-free, full-service hotel At base of Mount Equinoxin
    Near Hildene Lincoln Family Home
    4 buildings - 1 to 2 floors, 195 rooms and suites
    No elevator
    Indoor swimming pool - fitness center
    Restaurant - lounge - room service
    Free WiFi
    Free parking
    Pet friendly hotel More >


    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 232 reviews  Read Recent Reviews

  • 25 miles Reluctant Panther Inn Manchester Village
    39 West Road, Manchester Village, VT 05254
    25 miles from Chester
    From $199
    Enter Dates
    Reluctant Panther Inn Manchester Village

    Check In15 00
    Check Out11 00

    Rated Very High
    Upscale, smoke-free inn 1 mile southeast of Manchester Center
    2 floors, 20 rooms - no elevator
    No swimming pool
    Seasonal restaurant - lounge
    Restaurant open for dinner only
    Free WiFi
    Free parking
    Pet friendly hotel More >


    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 392 reviews  Read Recent Reviews

  • 25 miles Woodstock Inn & Resort
    14 the Green, Woodstock, VT 05091
    25 miles from Chester
    From $246
    Enter Dates
    Woodstock Inn & Resort

    Check In16 00
    Check Out11 00

    Rated Very High
    Upscale, smoke-free, full-service resort near US 4 at VT 12 3 floors, 142 rooms - elevator - AAA 4 Diamonds
    Outdoor swimming pool open in summer
    2 restaurants - lounge - room service
    Pet friendly hotel More >

    Note: This hotel charges a resort fee of $25 per night - includes parking, Internet access and shuttle to local attractions.

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1449 reviews  Read Recent Reviews

  • 25 miles Grand Summit Hotel at Mt Snow West Dover
    89 Grand Summit Way, West Dover, VT 05356
    25 miles from Chester
    From $382
    Enter Dates
    Grand Summit Hotel at Mt Snow West Dover

    Check In1800
    Check Out1100

    Rated High
    Midscale, smoke-free, all-suite hotel near Mount Snow Airport 4 floors, 196 suites
    Heated outdoor swimming pool - exercise room
    Seasonal restaurant
    Restaurant open for dinner only
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Nov 2014



    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 364 reviews  Read Recent Reviews

  • 26 miles Hampton Inn Brattleboro
    1378 Putney Road, Brattleboro, VT 05301
    26 miles from Chester
    From $105
    Enter Dates
    Hampton Inn Brattleboro

    Check In15 00
    Check Out12 00

    Rated High
    Midscale, smoke-free hotel near I-91, Exit 3 4 floors, 73 rooms
    Heated indoor swimming pool - exercise room
    Free hot breakfast buffet
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Nov 2014



    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 686 reviews  Read Recent Reviews

  • 26 miles Quality Inn & Conference Center Brattleboro
    1380 Putney Road, Brattleboro, VT 05301
    26 miles from Chester
    From $76
    Enter Dates
    Quality Inn & Conference Center Brattleboro

    Check In15 00
    Check Out11 00

    Rated Average
    Midscale, smoke-free hotel near I-91 at US 5 2 floors, 98 rooms - no elevator
    Heated indoor swimming pool - outdoor pool - exercise room
    Free hot breakfast buffet
    Free WiFi
    Free parking
    Pet friendly hotel More >


    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 442 reviews  Read Recent Reviews

  • 26 miles Comfort Inn & Suites Brattleboro
    1186 Putney Road, Brattleboro, VT 05301
    26 miles from Chester
    From $108
    Enter Dates
    Comfort Inn & Suites Brattleboro

    Check In15 00
    Check Out11 00

    Rated Very High
    Midscale, smoke-free, north Brattleboro hotel Near I-91 at VT 9 - also near Green Mountain Range
    4 floors, 56 rooms and suites
    Heated indoor swimming pool - exercise room
    Microwave and refrigerator in every room
    Free hot breakfast buffet
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Apr 2015



    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 204 reviews  Read Recent Reviews

  • 26 miles Riverside Hotel West Chesterfield
    20 Riverside Drive, West Chesterfield, NH 03466
    26 miles from Chester
    From $162
    Enter Dates
    Riverside Hotel West Chesterfield

    Check In15 00
    Check Out12 00

    Rated Very High
    Midscale, smoke-free, riverview hotel Near I-91, Exit 3 - on Connecticut River
    An Ascend Hotel Collection Member
    4 floors, 34 rooms and suites
    No swimming pool
    Exercise room
    Free continental breakfast
    Free WiFi
    Free parking - truck parking
    Not pet friendly - no pets allowed. - Jul 2018



    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 188 reviews  Read Recent Reviews

  • 27 miles Holiday Inn Express Hotel & Suites Brattleboro
    100 Chickering Drive, Brattleboro, VT 05301
    27 miles from Chester
    From $111
    Enter Dates
    Holiday Inn Express Hotel & Suites Brattleboro

    Check In15 00
    Check Out11 00

    Rated High
    Midscale, smoke-free hotel near I-91, Exit 3 3 floors, 86 rooms and suites - elevator
    Heated indoor swimming pool - exercise room
    Microwave and refrigerator in every room
    Free hot breakfast buffet
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Nov 2014



    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 386 reviews  Read Recent Reviews

  • 28 miles Quality Inn at Quechee Gorge
    5817 Woodstock Road, Quechee, VT 05059
    28 miles from Chester
    From $77
    Enter Dates
    Quality Inn at Quechee Gorge

    Check In15 00
    Check Out11 00

    Rated High
    Midscale, smoke-free, highway motel near Quechee Gorge 2 floors; 56 rooms, 7 suites - no elevator
    Heated indoor swimming pool - exercise room
    Free hot breakfast buffet
    Free WiFi
    Free parking - truck parking
    Pet friendly motel More >


    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 311 reviews  Read Recent Reviews

  • 28 miles Killington Mountain Lodge
    2617 Killington Road, Killington, VT 05751
    28 miles from Chester
    From $144
    Enter Dates
    Killington Mountain Lodge

    Check In1600
    Check Out1200

    Rated High
    Midscale, smoke-free, mountain hotel Near Killington Golf Course
    1 mile from Killington Ski Resort
    3 floors, 103 rooms - elevator
    No swimming pool
    Pub
    Free continental breakfast
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Apr 2018



    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 343 reviews  Read Recent Reviews

  • 28 miles Days Inn Keene
    3 Ashbrook Road, Keene, NH 03431
    28 miles from Chester
    From $76
    Enter Dates
    Days Inn Keene

    Check In14 00
    Check Out11 00

    Rated Average
    Cheap motel near Keen State College 2 floors, 61 rooms - no elevator
    No swimming pool
    Exercise room
    Microwave and refrigerator in every room
    Free continental breakfast
    Free WiFi
    Free parking
    Pet friendly motel More >


    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 439 reviews  Read Recent Reviews

  • 28 miles Fairfield Inn & Suites by Marriott Downtown Keene
    30 Main Street, Keene, NH 03431
    28 miles from Chester
    From $127
    Enter Dates
    Fairfield Inn & Suites by Marriott Downtown Keene

    Check In1500
    Check Out1200

    Rated High
    Midscale, smoke-free, downtown Keene hotel 4 floors; 29 rooms, 11 suites
    No swimming pool
    Exercise room
    Free hot breakfast buffet
    Free WiFi
    Free parking
    Not pet friendly - no pets allowed. - Oct 2015



    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 557 reviews  Read Recent Reviews

  • 28 miles Courtyard by Marriott Hotel Downtown Keene
    75 Railroad Street, Keene, NH 03431
    28 miles from Chester
    From $102
    Enter Dates
    Courtyard by Marriott Hotel Downtown Keene

    Check In1600
    Check Out1200

    Rated High
    Upper-midscale, smoke-free hotel near Keene State College 5 floors, 100 rooms and suites
    Heated indoor swimming pool - exercise room
    Restaurant - lounge
    Restaurant open for breakfast and dinner only
    Free WiFi
    Free parking
    Pet friendly hotel More >


    Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 381 reviews  Read Recent Reviews

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Chester Info

Chester Group Hotel Rates

Map of Chester VT Hotels

Nearby Attractions


Hotels near Vermont Country Store Rockingham
   6 miles SE
Hotels near Magic Mountain
   9 miles west
Hotels near Vermont Country Store Weston
   10 miles west
Hotels near Okemo Mountain Resort
   12 miles NW
Hotels near Ascutney Mountain Resort - Brownsville VT
   15 miles NE
Hotels near Bromley Mountain
   17 miles west
Hotels near Stratton Mountain Resort
   19 miles SW
Hotels near Manchester Designer Outlets
   24 miles west
Hotels near Mt Snow
   25 miles SW
Hotels near Antioch University New England
   27 miles SE
Hotels near Colonial Theatre
   28 miles SE
Hotels near Keene State College
   28 miles SE
Hotels near Lebanon Airport - LEB
   29 miles NE
Hotels near Vermont State Fair
   30 miles NW
Earn Cash Rewards plus Hotel Reward Points

Nearby Cities


Springfield VT Hotels
   6 miles NE
Grafton VT Hotels
   6 miles south
Cavendish VT Hotels
   8 miles north
Windham VT Hotels
   8 miles SW
Proctorsville VT Hotels
   9 miles north
Weston VT Hotels
   10 miles west
Ludlow VT Hotels
   10 miles NW
Londonderry VT Hotels
   11 miles west
Bellows Falls VT Hotels
   12 miles SE
South Londonderry VT Hotels
   12 miles SW
Ascutney VT Hotels
   13 miles NE
West Townshend VT Hotels
   14 miles SW
Claremont NH Hotels
   15 miles NE
Tyson VT Hotels
   15 miles north
Walpole NH Hotels
   15 miles SE
How Do We Order Hotels Below?

On place pages like this, we order hotels from lowest cost to highest – except we list low-rated hotels at the bottom of the page.

Most of our competitors order these same hotels in other ways that make them more money.
How Do We Define Motel?

To us, motels are smaller lodgings that have rooms you can enter directly from the parking area.

At hotels, on the other hand, you can enter your room only through a hall inside the building.
Hotel Tips

Important Hotel Tips


Chester Hotels, Motels, Lodging, and Accommodations – Chester, Vermont VT, USA

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