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Hotels > US Hotels > Hotels in Massachusetts > Winchester Hotels & Motels

Hotels and Motels near Winchester, MA


Map of Hotels and Motels near Winchester, MA
 

  – Rates shown below are averages. Use Search above to see rates for your dates.
  • 2.1 miles Best Western Plus New Englander Hotel Woburn

    One Rainin Road, Woburn, MA 01801
    2.1 miles to Winchester

    Enter Dates
    Best Western Plus New Englander Hotel Woburn

    Check In1600
    Check Out1100

    Rated Average
    • Upper-midscale, smoke-free hotel
    • 13 miles east of Hanscom AFB
    • 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:  3.5 of 5 stars
    Based on 712 reviews  Read Recent Reviews

  • 2.1 miles Comfort Inn Woburn

    14 Hill Street, Woburn, MA 01801
    2.1 miles to Winchester

    Enter Dates
    Comfort Inn Woburn

    Check In14 00
    Check Out11 00

    Rated High
    • Midscale, smoke-free hotel 13 miles east of Hanscom AFB
    • No swimming pool
    • Exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Jan 2017
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 265 reviews  Read Recent Reviews

  • 2.5 miles Courtyard by Marriott Hotel North Woburn

    700 Unicorn Park Drive, Woburn, MA 01801
    2.5 miles to Winchester

    Enter Dates
    Courtyard by Marriott Hotel North Woburn

    Check In1500
    Check Out1200

    Rated Very High
    • Upscale, smoke-free hotel
    • 13 miles east of Hanscom AFB
    • Heated indoor swimming pool - exercise room
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Jan 2017
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 658 reviews  Read Recent Reviews

  • 3.0 miles Hyatt Place Hotel Medford

    116 Riverside Avenue, Medford, MA 02155
    3.0 miles to Winchester

    Enter Dates
    Hyatt Place Hotel Medford

    Check In15 00
    Check Out12 00

    Rated High
    • Upscale, smoke-free hotel
    • 6 miles northwest of Boston
    • 8 miles northwest of Boston Airport
    • Free shuttle to Davis Square T station
    • 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:  4.0 of 5 stars
    Based on 1400 reviews  Read Recent Reviews

  • 3.1 miles Hilton Hotel Woburn

    2 Forbes Road, I-95, Exit 54, Woburn, MA 01801
    3.1 miles to Winchester

    Enter Dates
    Hilton Hotel Woburn

    Check In16 00
    Check Out12 00

    Rated High
    • Upper-upscale, smoke-free, full-service hotel
    • 11 miles northeast of Hanscom AFB
    • Free shuttle to attractions within 5-mile radius
    • Heated indoor swimming pool - exercise room
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 618 reviews  Read Recent Reviews

  • 3.2 miles Crowne Plaza Hotel Woburn

    15 Middlesex Canal Park Road, I-95, Exit 53, Woburn, MA 01801
    3.2 miles to Winchester

    Enter Dates
    Crowne Plaza Hotel Woburn

    Check In15 00
    Check Out11 00

    Rated High
    • Upscale, smoke-free, full-service hotel
    • 10 miles northeast of Hanscom AFB
    • Free shuttle to attractions within 5-mile radius
    • Heated indoor swimming pool - exercise room
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Jan 2017
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 503 reviews  Read Recent Reviews

  • 3.4 miles Hampton Inn Boston Woburn

    371 Washington Street, I-95, Exit 54, Woburn, MA 01801
    3.4 miles to Winchester

    Enter Dates
    Hampton Inn Boston Woburn

    Check In15 00
    Check Out12 00

    Rated High
    • Upper-midscale, smoke-free, interstate hotel
    • 10 miles from Hanscom AFB
    • Free shuttle to attractions within 4-mile radius
    • Heated indoor swimming pool - exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Dec 2019
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 80 reviews  Read Recent Reviews

  • 3.4 miles Homewood Suites by Hilton Boston Woburn

    371 Washington Street, Woburn, MA 01801
    3.4 miles to Winchester

    Enter Dates
    Homewood Suites by Hilton Boston Woburn

    Check In15 00
    Check Out12 00

    Rated High
    • Upscale, smoke-free, all-suite, extended-stay hotel
    • 10 miles from Hanscom AFB
    • Free shuttle to attractions within 4-mile radius
    • Heated indoor swimming pool - exercise room
    • Kitchen in every suite
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 43 reviews  Read Recent Reviews

  • 3.5 miles Fairfield Inn by Marriott Woburn

    285 Mishawum Road, I-95, Exit 54, Woburn, MA 01801
    3.5 miles to Winchester

    Enter Dates
    Fairfield Inn by Marriott Woburn

    Check In1500
    Check Out1200

    Rated High
    • Upper-midscale, smoke-free hotel
    • 11 miles northeast of Hanscom AFB
    • Free shuttle to local attractions
    • Outdoor swimming pool open in summer
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Sep 2015
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 149 reviews  Read Recent Reviews

  • 3.5 miles Sonesta Select Hotel Woburn

    240 Mishawum Road, I-95, Exit 54, Woburn, MA 01801
    3.5 miles to Winchester

    Enter Dates
    Sonesta Select Hotel Woburn

    Check In15 00
    Check Out11 00

    Rated High
    • Upper-midscale, smoke-free hotel
    • 11 miles northeast of Hanscom AFB
    • Outdoor swimming pool open in summer - exercise room
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Dec 2020
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 257 reviews  Read Recent Reviews

  • 3.5 miles Homewood Suites by Hilton Arlington

    1 Massachusetts Avenue, Arlington, MA 02474
    3.5 miles to Winchester

    Enter Dates
    Homewood Suites by Hilton Arlington

    Check In15 00
    Check Out12 00

    Rated Very High
    • Upscale, smoke-free, all-suite, extended-stay hotel
    • 6 miles northwest of Boston - convenient to Tufts University
    • No swimming pool
    • Exercise room
    • Kitchen in every suite
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking - truck parking
  • Not pet friendly - no pets allowed. - Aug 2015
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 768 reviews  Read Recent Reviews

  • 3.6 miles Holiday Inn Express Woburn

    315 Mishawum Road, I-95, Exit 54, Woburn, MA 01801
    3.6 miles to Winchester

    Enter Dates
    Holiday Inn Express Woburn

    Check In15 00
    Check Out11 00

    Rated High
    • Upper-midscale, smoke-free hotel
    • 11 miles northeast of Hanscom AFB
    • No swimming pool
    • Exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Oct 2020
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 253 reviews  Read Recent Reviews

  • 3.6 miles Extended Stay America Suites Woburn

    831 Main Street, I-95, Exit 53, Woburn, MA 01801
    3.6 miles to Winchester

    Enter Dates
    Extended Stay America Suites Woburn

    Check In15 00
    Check Out11 00

    Rated Average
    • Budget, smoke-free, all-suite, extended-stay hotel
    • 9 miles northeast of Hanscom AFB
    • No swimming pool
    • Kitchen in every suite
    • Free continental breakfast
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 107 reviews  Read Recent Reviews

  • 3.6 miles Hyatt House Hotel Burlington

    2 Van de Graaff Drive, I-95, Exit 51, Burlington, MA 01803
    3.6 miles to Winchester

    Enter Dates
    Hyatt House Hotel Burlington

    Check In15 00
    Check Out12 00

    Rated Very High
    • Upscale, smoke-free, all-suite, extended-stay hotel
    • Near Burlington Mall
    • Outdoor swimming pool - exercise room
    • Kitchen in every suite
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 1093 reviews  Read Recent Reviews

  • 3.8 miles AC Hotel by Marriott Cambridge

    10 Acorn Park Drive, Cambridge, MA 02140
    3.8 miles to Winchester

    Enter Dates
    AC Hotel by Marriott Cambridge

    Check In1500
    Check Out1200

    Rated Average
    • Upscale, smoke-free hotel near Alewife Station
    • Heated indoor swimming pool
    • 24-hour exercise room
    • Free WiFi
    • Parking costs $25 per night
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

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

  • 3.8 miles Red Roof Plus+ Inn & Suites Woburn

    19 Commerce Way, I-95, Exit 54, Woburn, MA 01801
    3.8 miles to Winchester

    Enter Dates
    Red Roof Plus+ Inn & Suites Woburn

    Check In15 00
    Check Out11 00

    Rated High
    • Midscale, smoke-free hotel
    • 10 miles northeast of Hanscom AFB
    • Heated indoor swimming pool
    • Free continental breakfast
    • Free WiFi
    • Free parking - truck parking
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 735 reviews  Read Recent Reviews

  • 4.0 miles Marriott Hotel Burlington

    One Burlington Mall Road, Burlington, MA 01803
    4.0 miles to Winchester

    Enter Dates
    Marriott Hotel Burlington

    Check In1600
    Check Out1200

    Rated High
    • Upper-upscale, smoke-free, full-service hotel
    • Near Burlington Mall
    • Heated indoor swimming pool - outdoor pool open in summer
    • 24-hour exercise room
    • Internet access costs $14 per night
    • Free parking
  • Not pet friendly - no pets allowed. - Jan 2021
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1030 reviews  Read Recent Reviews

  • 4.1 miles Sonesta ES Suites Burlington

    11 Old Concord Road, Burlington, MA 01803
    4.1 miles to Winchester

    Enter Dates
    Sonesta ES Suites Burlington

    Check In16 00
    Check Out11 00

    Rated High
    • Upscale, smoke-free, all-suite, extended-stay hotel
    • Near Burlington Mall
    • Heated outdoor swimming pool - exercise room
    • Kitchen in every suite
    • Free continental breakfast
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Aug 2021
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 541 reviews  Read Recent Reviews

  • 4.1 miles Hilton Garden Inn Burlington

    5 Wheeler Road, Burlington, MA 01803
    4.1 miles to Winchester

    Enter Dates
    Hilton Garden Inn Burlington

    Check In15 00
    Check Out12 00

    Rated High
    • Upscale, smoke-free hotel
    • Near Burlington Mall and Red Line
    • 5.5 miles from Hanscom AFB
    • Indoor swimming pool is closed until Sep 2022
    • Exercise room
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Feb 2022
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1135 reviews  Read Recent Reviews

  • 4.3 miles Residence Inn by Marriott Burlington

    400 District Avenue, Burlington, MA 01803
    4.3 miles to Winchester

    Enter Dates
    Residence Inn by Marriott Burlington

    Check In1600
    Check Out1200

    Rated Very High
    • Upscale, smoke-free, all-suite, extended-stay hotel
    • Near Burlington Mall
    • Heated indoor swimming pool
    • 24-hour exercise room
    • Kitchen in every suite
    • 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 135 reviews  Read Recent Reviews

  • 4.4 miles Freepoint Hotel Cambridge

    220 Alewife Brook Parkway, Cambridge, MA 02138
    4.4 miles to Winchester

    Enter Dates
    Freepoint Hotel Cambridge

    Check In15 00
    Check Out11 00

    Rated High
    • Upper-midscale, smoke-free, north Cambridge hotel
    • Near Alewife Subway Station
    • A Tapestry Collection by Hilton hotel
    • 4 miles northwest of downtown Cambridge
    • Free shuttle to local attractions
    • No swimming pool
    • Exercise room
    • Free WiFi
    • Parking costs $16 per night
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 337 reviews  Read Recent Reviews

  • 4.4 miles Porter Square Hotel Cambridge

    1924 Massachusetts Avenue, Cambridge, MA 02140
    4.4 miles to Winchester

    Enter Dates
    Porter Square Hotel Cambridge

    Check In15 00
    Check Out12 00

    Rated Very High
    • Luxury, smoke-free hotel near Harvard University
    • No swimming pool
    • Free WiFi
    • Valet parking only - $30 per night
  • Not pet friendly - no pets allowed. - Aug 2016
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 162 reviews  Read Recent Reviews

  • 4.5 miles Fairfield Inn & Suites by Marriott Medford

    85 Station Landing, Medford, MA 02155
    4.5 miles to Winchester

    Enter Dates
    Fairfield Inn & Suites by Marriott Medford

    Check In1500
    Check Out1200

    Rated Average
    • Upper-midscale, smoke-free, downtown hotel
    • 3 miles from Davis Square T station
    • No swimming pool
    • Exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 7 reviews  Read Recent Reviews

  • 4.5 miles TownePlace Suites by Marriott Medford

    85 Station Landing, Medford, MA 02155
    4.5 miles to Winchester

    Enter Dates
    TownePlace Suites by Marriott Medford

    Check In1500
    Check Out1200

    Rated Very High
    • Midscale, smoke-free, extended-stay, downtown hotel
    • 3 miles from Davis Square T station
    • No swimming pool
    • Exercise room
    • Kitchen in every suite
    • Free hot breakfast buffet
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • TripAdvisor Traveler Rating:  5.0 of 5 stars
    Based on 6 reviews  Read Recent Reviews

  • 4.5 miles AC Hotel by Marriott North Boston

    95 Station Landing, Medford, MA 02155
    4.5 miles to Winchester

    Enter Dates
    AC Hotel by Marriott North Boston

    Check In1500
    Check Out1200

    Rated Very High
    • Upscale, smoke-free hotel
    • Near Legoland Discovery Center Boston
    • Heated indoor swimming pool - 24-hour exercise room
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Nov 2019
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 294 reviews  Read Recent Reviews

  • 4.6 miles Extended Stay America Suites Burlington

    40 South Avenue, Burlington, MA 01803
    4.6 miles to Winchester

    Enter Dates
    Extended Stay America Suites Burlington

    Check In15 00
    Check Out11 00

    Rated Average
    • Budget, smoke-free, all-suite, extended-stay hotel
    • Across from Burlington Mall
    • No swimming pool
    • Kitchen in every suite
    • Free continental breakfast
    • Free WiFi
    • Free parking
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.0 of 5 stars
    Based on 131 reviews  Read Recent Reviews

  • 4.7 miles Residence Inn by Marriott Woburn

    300 Presidential Way, Woburn, MA 01801
    4.7 miles to Winchester

    Enter Dates
    Residence Inn by Marriott Woburn

    Check In1500
    Check Out1200

    Rated High
    • Upscale, smoke-free, all-suite, extended-stay hotel
    • 13 miles northeast of Hanscom AFB
    • Heated indoor swimming pool - exercise room
    • Kitchen in every suite
    • 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 684 reviews  Read Recent Reviews

  • 4.9 miles La Quinta Inn & Suites Somerville

    23 Cummings Street, Somerville, MA 02145
    4.9 miles to Winchester

    Enter Dates
    La Quinta Inn & Suites Somerville

    Check In15 00
    Check Out12 00

    Rated Average
    • Midscale, smoke-free hotel
    • 3 miles north of downtown Boston
    • Free shuttle to Boston Airport
    • No swimming pool
    • Exercise room
    • Free continental breakfast
    • Free WiFi
    • Free parking - truck parking
  • Pet friendly hotel More >
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  4.0 of 5 stars
    Based on 1278 reviews  Read Recent Reviews

  • 4.9 miles Sonesta Simply Suites Burlington

    130 Middlesex Turnpike, Burlington, MA 01803
    4.9 miles to Winchester

    Enter Dates
    Sonesta Simply Suites Burlington

    Check In15 00
    Check Out12 00

    Rated Average
    • Midscale, smoke-free, all-suite, extended-stay hotel
    • Near Burlington Mall
    • No swimming pool
    • Exercise room
    • Kitchen in every suite
    • Free WiFi
    • Free parking
  • Not pet friendly - no pets allowed. - Dec 2020
  • Most Recent HotelGuides Reviews Read >

    TripAdvisor Traveler Rating:  3.5 of 5 stars
    Based on 258 reviews  Read Recent Reviews

  • 4.9 miles Hampton Inn & Suites Watertown

    25 Bond Street, Watertown, MA 02472
    4.9 miles to Winchester

    Enter Dates
    Hampton Inn & Suites Watertown

    Check In15 00
    Check Out11 00

    Rated Very High
    • Upper-midscale, smoke-free hotel
    • 1.5 miles from Harvard University
    • No swimming pool
    • Exercise room
    • Free hot breakfast buffet
    • Free WiFi
    • Parking costs $25 per night
  • Not pet friendly - no pets allowed. - Feb 2021
  • TripAdvisor Traveler Rating:  4.5 of 5 stars
    Based on 43 reviews  Read Recent Reviews

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Winchester Info

Winchester Group Hotel Rates

Hotels near Me

Nearby Attractions


Hotels near Woburn Country Club   1.6 miles NW
Hotels near Chevalier Theatre   2.7 miles SE
Hotels near Tufts University   3.3 miles south
Hotels near Davis Square   3.9 miles south
Hotels near Alewife Station   3.9 miles south
Hotels near Lahey Clinic   4.1 miles NW
Hotels near Porter Square   4.1 miles south
Hotels near Burlington Mall   4.4 miles NW
Hotels near Fresh Pond   4.8 miles south
Hotels near McLean Hospital – Belmont MA   4.9 miles SW
Hotels near Assembly Row   4.9 miles SE
Hotels near Legoland Discovery Center Boston   5 miles SE
Hotels near Lesley University   5 miles south
Hotels near Harvard Law School   5 miles south
Hotels near Harvard University   5 miles south

Nearby Cities


Stoneham MA Hotels   2.7 miles NE
Arlington MA Hotels   2.7 miles south
Medford MA Hotels   2.8 miles SE
Melrose MA Hotels   3.6 miles east
Malden MA Hotels   4.1 miles SE
Burlington MA Hotels   4.7 miles NW
Somerville MA Hotels   4.9 miles SE
Lexington MA Hotels   4.9 miles west
Wakefield MA Hotels   5.0 miles NE
Everett MA Hotels   5 miles SE
Reading MA Hotels   6 miles north
Cambridge MA Hotels   6 miles south
Chelsea MA Hotels   7 miles SE
Wilmington MA Hotels   7 miles north
Saugus MA Hotels   7 miles east
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How Do We Order Hotels?

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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.
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Hotel Booking Tips
  1. Beware of non-refundable reservations that could cost you a lot of money if you change or cancel them. +Non-refundable reservations are a gamble that will usually save you less than $10. If you make a $90 non-refundable reservation instead of a $100 refundable booking, you are betting $90 to win $10. Would you do that in Las Vegas?
  2. Don't assume you can cancel a non-refundable reservation without penalty if you notify the hotel weeks or even months in advance. +Often you cannot – because some hotels' profit strategy is to get paid more than once for the same room for the same night.
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  5. The earlier in the afternoon you check into a hotel, the more likely you will get a room or suite that matches your preferences.



Winchester Hotels, Motels, Lodging, and Accommodations – Winchester, Massachusetts MA Mass, USA

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