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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
  • Two-star Suburban property
  • Free breakfast
From$60
Very Good 4.0 /5 Read Reviews Call BookMore Details
Best Western Plus New Englander in Woburn 1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • Three Star Suburban hotel
  • 3 meeting rooms in hotel
  • Most guests thought they were poorly maintained
  • Easily accessible by car and offers nearby parking areas
From$72
Average 3.5 /5 Recent Reviews Call BookMore Details
Courtyard by Marriott Woburn Boston North 700 Unicorn Park Dr., Woburn, MA 01801 Website ~2.44 miles northeast of Winchester
  • Mid-scale Suburban property
  • 192 rooms in hotel
  • Comfortable, well appointed rooms
  • Clean rooms
From$65
Very Good 4.5 /5 Read Reviews Call BookMore Details
Hilton Boston Woburn : 2 Forbes Rd. 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Midscale Suburban property
  • 11 meeting rooms in hotel
  • Most guests liked the big bathroom
  • For 76%, the lobby entrance was sub-standard
From$99
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Crowne Plaza Boston Woburn : 15 Middlesex Canal Park 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • High-end Suburban property
  • Fitness + Health Center
  • Most guests said the wifi quality was bad
  • Friendly service
From$99
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hyatt Place Boston / Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Mid-scale Suburban property
  • Complimentary breakfast is offered
  • Bathroom needs cleaning
  • Friendly service
From$105
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn Boston Woburn / Burlington in Woburn 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Three Star Suburban hotel
  • Check in: 3:00 PM
  • Relatively new facilities
  • Wifi quality could be improved
From$73
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Express Boston North Woburn - Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Mid-scale Suburban hotel
  • Hotel has 5 floors
From$84
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Courtyard by Marriott Andover 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Affordable Suburban property
  • Hotel has 120 rooms
From$64
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Extended Stay America Boston Woburn : 831 Main St. 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Mid-scale Suburban property
  • Free complimentary breakfast
  • Horrible vibe
  • Approx. half of guests said the wifi quality was bad
From$107
Average 3.0 /5 Latest Reviews Call BookMore 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 hotel
  • Free comp. breakfast
  • Most guests thought it was a great value
  • Most guests thought rooms were spacious
From$95
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Red Roof Plus Boston Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Cheap Suburban hotel
  • Hotel has 5 floors
  • Most guests complained about the elevator
  • Close to Starbucks
From$83
Very Good 4.0 /5 Review Score Call BookMore Details
Homewood Suites by Hilton Boston / Cambridge / Arlington 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • 3-star Suburban hotel
  • Hotel has 3 floors
From$107
Very Good 4.0 /5 Reviews Call BookMore Details
Boston Marriott Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • Four star Suburban property
  • 4 suites in property
From$124
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
AC Hotel by Marriott Boston Cambridge : 10 Acorn Park Dr. 10 Acorn Park Dr., Cambridge, MA 02140 Website ~4.00 miles south of Winchester
  • High-end Suburban hotel
  • Check-in: 3:00pm
From$113
Very Good 4.5 /5 Latest Reviews Call BookMore Details
Sonesta Es Suites Burlington Boston : 11 Old Concord Rd. 11 Old Concord Rd., Burlington, MA 01803 ~4.01 miles west of Winchester
  • 3-star Suburban property
  • Gym is available on property
From$90
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Hilton Garden Inn Boston Burlington in Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Mid-scale Suburban property
  • Check-in time: 3:00pm
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Execustay at Cambridge Park 30 Cambridge Park Dr., Cambridge, MA 02140 ~4.25 miles south of Winchester
  • 3-star property
  • Hotel has 8 floors
Residence Inn Marriott Boston / Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Mid-scale Suburban hotel
  • 7 floors in property
From$110
Very Good 4.5 /5 Review Score Call BookMore Details
Extended Stay America Boston / Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Two-star Suburban hotel
  • Check in: 1500
  • More comfort would be nice
  • Hotel could use some updating
From$82
Average 3.0 /5 Reviews Call BookMore Details
Freepoint 220 Alewife Brook Pkwy., Cambridge, MA 02138 Website ~4.61 miles south of Winchester
  • 4 star Downtown hotel
  • 4 floors in property
From$99
Very Good 4.5 /5 Read Reviews Call BookMore Details
Porter Square Hotel : 1924 Massachusetts Ave. 1924 Massachusetts Ave., Cambridge, MA 02140 ~4.64 miles south of Winchester
  • Mid-scale hotel
  • 9 suites in property
From$90
Very Good 4.0 /5 Latest Reviews Call BookMore Details
AC Marriott Boston North 95 Station Landing, Medford, MA 02155 Website ~4.66 miles southeast of Winchester
  • Three Star Suburban hotel
  • 3 meeting rooms in property
From$134
Very Good 4.5 /5 Read Reviews Call BookMore Details
Candlewood Suites 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Low-priced Suburban property
  • 149 rooms in hotel
  • Close to restaurants, bars and shopping areas
  • Spacious rooms
From$79
Average 3.5 /5 Latest Reviews Call BookMore Details
Lakeside Inn : 595 North Ave. 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Two-star Suburban property
  • Check in: 3:00PM
  • City centre within easy reach, said 89%
  • Good restaurants & bars in the area
From$53
Average 3.0 /5 Read Reviews Call BookMore Details
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