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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., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • Low-priced Suburban hotel
  • 65 rooms in hotel
Best Western Plus New Englander : 1 Rainin Rd. 1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • Three Star Suburban property
  • Has environment-friendly policy Learn more
  • Most guests were happy with the shuttle service
  • Bathroom needs cleaning
Courtyard by Marriott Woburn Boston North in Woburn 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • Affordable Suburban hotel
  • Hotel has 6 floors
  • No complimentary morning coffee
  • Every guests reviewed found the grounds to be nice
From$57
Very Good 4.5 /5Read Reviews CallBookMore Details
Hilton Boston Woburn in Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • 3-star Suburban property
  • 2 suites in property
  • AC needs updating
  • Good shuttle service
Crowne Plaza Boston Woburn : 15 Middlesex Canal Park 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • 4-star Suburban property
  • Check-in time: 3p
  • Friendly service
  • Wonderful sightseeing
Hyatt Place Boston / Medford in Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Affordable Suburban hotel
  • Free complimentary breakfast
  • Bathroom needs cleaning
  • Good shuttle service
From$105
Very Good 4.0 /5Read Reviews CallBookMore Details
Fairfield Inn Boston Woburn / Burlington - Woburn 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Midscale Suburban property
  • Free breakfast
  • Clean rooms
  • Most guests enjoyed the friendly atmosphere
Courtyard by Marriott Andover 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Three Star Suburban property
  • 3 floors in property
Holiday Inn Express Boston Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • Mid-scale Suburban hotel
  • Hotel has an eco-friendly policy Learn more
  • Best value for money
  • Great shopping
From$98
Very Good 4.0 /5Read Reviews CallBookMore Details
Extended Stay America Boston Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • 3-star Suburban hotel
  • Comp. Breakfast
  • Good service
  • Rental Car is very close
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 hotel
  • Fitness center on property
  • top-notch fitness area, thought 100%
  • Most guests found the staff to be very friendly
Red Roof Plus Boston Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Cheap Suburban hotel
  • 159 rooms in property
  • Wifi all free
  • Friendly service
Homewood Suites by Hilton Boston / Cambrdge / Arli : 1 Massachusetts Ave. 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • 3 star Suburban hotel
  • Hotel has a green policy Read more
From$110
Very Good 4.0 /5Guest Reviews CallBookMore Details
Boston Marriott Burlington in Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • 4-star Suburban property
  • 419 rooms in hotel
From$99
Very Good 4.0 /5Read Reviews CallBookMore Details
Sonesta Es Suites Burlington in Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Mid-scale Suburban property
  • Fitness center on property
  • Great room
  • Most guests found the grounds to be nice
From$70
Very Good 4.5 /5Reviews CallBookMore Details
AC Hotel by Marriott Boston Cambridge in Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • 4-star Suburban property
  • Check-in: 3:00pm
From$82
Very Good 4.5 /5Read Reviews CallBookMore Details
Hilton Garden Inn Boston Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Midscale Suburban hotel
  • Fitness / Gym is on-site
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
  • Mid-scale property
  • 312 rooms in property
Residence Inn Marriott Boston / Woburn : 300 Presidential Way 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • 3-star Suburban hotel
  • Fitness + Health Center
From$110
Very Good 4.5 /5Read Reviews CallBookMore Details
Extended Stay America Boston / Burlington : 40 South Ave. 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • 2-star Suburban property
  • 3 floors in property
  • Kitchenette needs more attention
  • Awful rooms
Freepoint in Cambridge 220 Alewife Brook Pkwy., Cambridge, MA 02138 Website ~4.61 miles south of Winchester
  • High end Downtown property
  • Free comp. breakfast
Porter Square Hotel 1924 Massachusetts Ave., Cambridge, MA 02140 ~4.64 miles south of Winchester
  • Affordable property
  • 5 floors in property
From$90
Very Good 4.0 /5Reviews CallBookMore Details
AC Marriott Boston North 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Three Star Suburban property
  • Check in: 3:00PM
From$134
Very Good 4.5 /5Review Score CallBookMore Details
Candlewood Suites in Burlington 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Economical Suburban hotel
  • 149 suites in property
  • Wifi quality could be improved
  • Most guests thought rooms were spacious
Lakeside Inn 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Two-star Suburban hotel
  • 89 sleeping rooms in hotel
  • Great breakfast
  • Great location
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