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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/Accommodations

Comfort Inn in Woburn 14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • Low priced Suburban hotel
  • 65 rooms in property
From$60
Very Good 4.0 /5Review Score CallBookMore Details
Best Western Plus New Englander 1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • 4 star Suburban hotel
  • Hotel has a green policy See policy
  • Most guests thought they were poorly maintained
  • Musty hallway
Courtyard by Marriott Woburn Boston North in Woburn 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • Mid-scale Suburban hotel
  • 9 suites in property
  • Pleasant entrance area
  • The most sweet, genuine front desk clerk
From$65
Very Good 4.5 /5Review Score CallBookMore Details
Hilton Boston Woburn : 2 Forbes Rd. 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Mid-scale Suburban property
  • Fitness + Health Center
  • Breakfast is average
  • Acceptable breakfast prices
From$89
Very Good 4.0 /5Review Score CallBookMore Details
Crowne Plaza Boston Woburn - Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • High-end Suburban property
  • Check in time: 3p
  • Most guests thought the service was very professional
  • Popular among families
Hyatt Place Boston / Medford - Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Midscale Suburban property
  • 8 floors in property
  • Most guests were happy with the price of the breakfast
  • Most guests were disappointed with the minibar
From$105
Very Good 4.0 /5Recent Reviews 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 property
  • Close enough to enjoy the city
  • For only 54%, the facilities were new enough
From$73
Very Good 4.0 /5Reviews CallBookMore Details
Courtyard by Marriott Andover - Woburn 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • 3-star Suburban hotel
  • Hotel has 2 suites
Holiday Inn Express Boston Woburn : 315 Mishawum Rd. 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • Midscale Suburban property
  • 98 rooms in property
  • Breakfast food did not smell
  • Could be quieter
Extended Stay America Boston Woburn : 831 Main St. 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Three Star Suburban hotel
  • Check-in time: 03:00 pm
  • Rooms need regular maintenance
  • Not the fanciest hotel
From$84
Average 3.0 /5Reviews CallBookMore Details
Hyatt House Boston / Burlington : 2 Van De Graaff Dr. 2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Mid-scale Suburban property
  • Free complimentary breakfast
  • Very good internet connection
  • Bar could improve
From$95
Very Good 4.5 /5Reviews CallBookMore Details
Red Roof Plus Boston Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Two-star Suburban hotel
  • Free comp. breakfast
  • Moderately clean pool area
  • Housekeeping can be a problem
Homewood Suites by Hilton Boston / Cambrdge / Arli in Arlington 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • Midscale Suburban property
  • Hotel has 121 rooms
From$110
Very Good 4.0 /5Review Score CallBookMore Details
Boston Marriott Burlington - Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • 4 star Suburban hotel
  • Check in time: 3:00 PM
Sonesta Es Suites Burlington - Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Mid-scale Suburban hotel
  • Gym / Fitness Center Available
  • Located near shopping areas with easy access to parking
  • Good wi-fi internet service
From$70
Very Good 4.5 /5Reviews CallBookMore Details
AC Hotel by Marriott Boston Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • 4-star Suburban property
  • Hotel has 6 suites
Hilton Garden Inn Boston Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • 3-star Suburban property
  • 7 meeting rooms in hotel
Execustay at Cambridge Park 30 Cambridge Park Dr., Cambridge, MA 02140 ~4.25 miles south of Winchester
  • 3-star hotel
  • Check in time: 3:30
Residence Inn Marriott Boston / Woburn in Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Mid-scale Suburban property
  • 149 rooms in property
From$110
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Extended Stay America Boston / Burlington in Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Two star Suburban hotel
  • Comp. Breakfast
  • Awful rooms
  • Poor breakfast
Freepoint - Cambridge 220 Alewife Brook Pkwy., Cambridge, MA 02138 Website ~4.61 miles south of Winchester
  • High-end Downtown property
  • 121 rooms in hotel
From$94
Very Good 4.5 /5Reviews CallBookMore Details
Porter Square Hotel : 1924 Massachusetts Ave. 1924 Massachusetts Ave., Cambridge, MA 02140 ~4.64 miles south of Winchester
  • Three Star hotel
  • 5 floors in property
AC Marriott Boston North 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • 3-star Suburban hotel
  • Gym / Fitness Center Available
From$134
Very Good 4.5 /5Reviews CallBookMore Details
Candlewood Suites in Burlington 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Low priced Suburban property
  • Fitness center on property
  • Most guests appreciated the modern rooms
  • Most guests found problems with the furniture
Lakeside Inn 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Two star Suburban hotel
  • Check in: 3:00PM
  • Rooms are ok
  • Breakfast is mediocre
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