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Winchester Massachusetts Hotels & Motels

Find hotels in Winchester using the list and search tools below. Search for cheap and discounted hotel and motel rates in or near Winchester, MA for your corporate or personal leisure travel. We show the best Winchester, Massachusetts hotel and motel rooms. Browse the Winchester area hotels to find the perfect lodging! Please use the provided map of the Winchester hotels. Booking 5+ Rooms? Find Winchester Group Hotel Discounts

The Winchester center point is about 2 miles northeast of Arlington Center and 3 miles north of East Arlington.

Winchester Hotels/Motels & Accommodations

Comfort Inn : 14 Hill St. 14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • 2 star Suburban hotel
  • 65 rooms in property
Best Western Plus New Englander - Woburn 1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • Three Star Suburban hotel
  • Check in time: 3pm
  • Clean rooms
  • Most guests said the bathroom was dirty
Courtyard by Marriott Woburn Boston North - Woburn 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • Three Star Highway property
  • 9 suites in property
  • Rooms were clean and well kept
  • Perfectly clean
Hilton Boston Woburn : 2 Forbes Rd. 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Midscale Suburban hotel
  • 7 floors in property
  • Easily accessible by car, said 89%
  • Most guests thought they were poorly maintained
Crowne Plaza Boston Woburn - Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • Expensive Suburban hotel
  • Check-in: 3p
  • Most guests were happy with the tv
  • Easily accessible by car, said 90%
From$79
Very Good 4.0 /5Reviews CallBookMore Details
Hyatt Place Boston / Medford in Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • 3-star Suburban property
  • 8 floors in property
  • Most guests liked the proximity to shopping
  • Wellness & sports facilities could be improved
From$107
Very Good 4.0 /5Reviews CallBookMore Details
Fairfield Inn Boston Woburn / Burlington 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • 3-star Suburban property
  • 5 floors in hotel
  • Great reception
  • Old soap
Courtyard by Marriott Andover in Woburn 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • 3-star Suburban property
  • Check in: 3:00 PM
Holiday Inn Express Boston Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • Affordable Suburban hotel
  • Has environment-friendly policy See more
  • Fantastic service
  • Near city centre
From$98
Very Good 4.0 /5Read Reviews CallBookMore Details
Extended Stay America Boston Woburn : 831 Main St. 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Midscale Suburban hotel
  • Comp. Breakfast
  • Breakfast can be improved
  • Easily accessible by car and close to shopping areas
Hyatt House Boston / Burlington : 2 Van De Graaff Dr. 2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Affordable Suburban property
  • Comp. Breakfast
  • Most guests found the kitchenette to be good
  • Most guests liked the big bathroom
Red Roof Plus Boston Woburn : 19 Commerce Way 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Two star Suburban hotel
  • Free comp. breakfast
  • Breakfast can be improved
  • Vibe is not too good
Homewood Suites by Hilton Boston / Cambrdge / Arli - Arlington 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • 3-star Suburban property
  • Hotel has an eco-friendly policy Learn more
From$129
Very Good 4.0 /5Recent Reviews CallBookMore Details
Boston Marriott Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • 4-star Suburban property
  • Check in time: 3:00 PM
Sonesta Es Suites Burlington : 11 Old Concord Rd. 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Mid-scale Suburban hotel
  • Check in time: 3:00 PM
  • Good wi-fi internet service
  • Near city centre
AC Hotel by Marriott Boston Cambridge - Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • 4-star Suburban hotel
  • 8 meeting rooms in property
From$99
Very Good 4.5 /5Reviews CallBookMore Details
Hilton Garden Inn Boston Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • 3 star Suburban hotel
  • Gym / Fitness Center Available
Residence Inn Marriott Boston / Woburn - Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Three Star Suburban hotel
  • Check-in: 3:00 PM
Extended Stay America Boston / Burlington - Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Two star Suburban hotel
  • 3 floors in property
  • Minibar can be a problem
  • Friendly service
Freepoint 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.61 miles south of Winchester
  • Expensive Downtown hotel
  • Free breakfast available
Ac Marriott Boston North - Medford 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Affordable Suburban property
  • 152 rooms in hotel
From$109
Very Good 4.5 /5Review Score CallBookMore Details
Candlewood Suites 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • 2-star Suburban property
  • Hotel has 4 floors
  • About half of guests thought the service was unprofessional
  • Terrific location
Lakeside Inn 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Low-priced Suburban hotel
  • 89 rooms in hotel
  • Fantastic service
  • Rooms are ok
Mary Prentiss Inn
+1-800-881-1523
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • Affordable Downtown hotel
  • 3 floors in hotel
  • Conventional furniture
  • All guests thought parking was inexpensive
Econo Lodge Malden / Boston : 321 Broadway 321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • Cheap Airport hotel
  • 51 rooms in property
  • Furniture needs more attention
  • Housekeeping was great, according to 83%
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