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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 14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • 2-star Suburban hotel
  • Free complimentary breakfast
From$60
Very Good 4.0 /5Read Reviews CallBookMore Details
Best Western Plus New Englander 1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • 3-star Suburban property
  • Fitness center on property
  • Friendly service
  • Spacious bathroom
Courtyard by Marriott Woburn Boston North in Woburn 700 Unicorn Park Dr., Woburn, MA 01801 Website ~2.44 miles northeast of Winchester
  • Three Star Suburban property
  • 9 suites in property
  • Popular among families
  • Free Wifi
Hilton Boston Woburn - Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Midscale Suburban property
  • Hotel has 7 floors
  • Wifi which is pretty lame
  • Bathroom needs cleaning
From$89
Very Good 4.5 /5Read Reviews CallBookMore Details
Crowne Plaza Boston Woburn - Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • Four-star Suburban hotel
  • Fitness center on property
  • Free Wifi
  • Train station is close
Hyatt Place Boston / Medford in Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Midscale Suburban hotel
  • Check-in: 3:00PM
  • About half of guests thought the furniture was functional
  • Excellent value
From$105
Very Good 4.0 /5Recent Reviews CallBookMore Details
Fairfield Inn Boston Woburn / Burlington - Woburn 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Midscale Suburban property
  • Check-in time: 3:00 PM
  • Fitness area can be optimized
  • Amenities are not the best
Courtyard by Marriott Andover : 240 Mishawum Rd. 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Mid-scale Suburban hotel
  • 3 floors in property
Holiday Inn Express Boston Woburn in Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • Affordable Suburban property
  • Hotel has 5 floors
  • Could be quieter
  • Does not have a King Room
Extended Stay America Boston Woburn - Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Mid-scale Suburban property
  • Check in time: 03:00 pm
  • Entrance area is not particularly attractive
  • Food could be better
From$107
Average 3.0 /5Reviews CallBookMore Details
Hyatt House Boston / Burlington 2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • 3-star Suburban hotel
  • Check in time: 4:00pm
  • Free parking, wifi and breakfast
  • World class service
From$95
Very Good 4.5 /5Read Reviews CallBookMore Details
Red Roof Plus Boston Woburn - Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Low Cost Suburban hotel
  • 159 sleeping rooms in hotel
  • Dated public areas
  • Public areas were a little worn
Homewood Suites by Hilton Boston / Cambrdge / Arli : 1 Massachusetts Ave. 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • Midscale Suburban property
  • 3 floors in hotel
From$110
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Boston Marriott Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • 4 star Suburban hotel
  • 419 rooms in property
Sonesta Es Suites Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Affordable Suburban hotel
  • Fitness + Health Center
  • Good outdoor sports facilities
  • Rooms are great
From$70
Very Good 4.5 /5Review Score CallBookMore Details
AC Hotel by Marriott Boston Cambridge - Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • 4 star Suburban hotel
  • Hotel has 10 meeting rooms
Hilton Garden Inn Boston Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Mid-scale Suburban hotel
  • Hotel has 4 floors
From$99
Very Good 4.0 /5Reviews CallBookMore Details
Execustay at Cambridge Park in Cambridge 30 Cambridge Park Dr., Cambridge, MA 02140 ~4.25 miles south of Winchester
  • 3-star property
  • 312 sleeping rooms in hotel
Residence Inn Marriott Boston / Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • 3-star Suburban hotel
  • Check in time: 3:00 PM
From$110
Very Good 4.5 /5Latest Reviews CallBookMore Details
Extended Stay America Boston / Burlington in Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Cheap Suburban property
  • Check in time: 1500
  • Awesome access to shopping area
  • Helpful staff
Freepoint 220 Alewife Brook Pkwy., Cambridge, MA 02138 Website ~4.61 miles south of Winchester
  • Four-star Downtown hotel
  • Check in time: 3:00 PM
Porter Square Hotel - Cambridge 1924 Massachusetts Ave., Cambridge, MA 02140 ~4.64 miles south of Winchester
  • 3-star property
  • Check-in time: 15:00
From$90
Very Good 4.0 /5Review Score CallBookMore Details
AC Marriott Boston North : 95 Station Landing 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • 3 star Suburban property
  • Fitness center on property
From$134
Very Good 4.5 /5Recent Reviews CallBookMore Details
Candlewood Suites - Burlington 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Cheap Suburban property
  • 149 rooms in property
  • Spacious rooms
  • Wifi did not work
Lakeside Inn : 595 North Ave. 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Low priced Suburban hotel
  • 89 suites in hotel
  • Easily accessible by car, said 100%
  • Housekeeping can be a problem
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