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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 Boston / Woburn : 14 Hill St.
+1-888-690-5281
14 Hill St., Woburn, MA 01801 ~1.96 miles northeast of Winchester
  • 3-star Suburban hotel
  • 5 floors in hotel
From$99
Very Good 4.0 /5Read Reviews Call
Best Western Plus New Englander 1 Rainin Rd., Woburn, MA 01801 ~2.10 miles northeast of Winchester
  • Three Star Suburban property
  • Check-in: 3pm
Courtyard by Marriott Woburn Boston North in Woburn 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • 3-star Highway hotel
  • Access to gym on-site
From$79
Very Good 4.0 /5Reviews Call
Hilton Boston Woburn - Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Affordable Suburban property
  • Fitness + Health Center
Crowne Plaza Boston Woburn - Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • 4-star Suburban hotel
  • 197 rooms in hotel
From$79
Very Good 4.0 /5Review Score Call
Hyatt Place Boston / Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Midscale Suburban hotel
  • Gym / Fitness Center Available
From$107
Very Good 4.0 /5Latest Reviews Call
Fairfield Inn by Marriott Boston Woburn / Burlingt - Woburn
+1-800-997-5149
285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Cheap Suburban property
  • Free breakfast
Courtyard by Marriott Andover : 240 Mishawum Rd. 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Mid-scale Suburban hotel
  • Check-in time: 3:00 PM
Holiday Inn Express Boston Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • Midscale Suburban hotel
  • Complimentary breakfast is offered
From$99
Very Good 4.0 /5Read Reviews Call
Extended Stay America Boston Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • 3 star Suburban hotel
  • Check-in: 03:00 pm
Hyatt House Boston / Burlington
+1-888-690-5247
2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Three Star Suburban hotel
  • Free breakfast available
From$95
Very Good 4.5 /5Reviews Call
Red Roof Plus Boston Woburn in Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Cheap Suburban property
  • 159 rooms in hotel
Homewood Suites by Hilton Boston / Cambrdge / Arli : 1 Massachusetts Ave. 1 Massachusetts Ave., Arlington, MA 02474 ~3.75 miles south of Winchester
  • 3 star Suburban property
  • 100 suites in hotel
From$139
Very Good 4.5 /5Review Score Call
Boston Marriott Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • Four star Suburban hotel
  • Check-in: 3:00 PM
Sonesta Es Suites Burlington in Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Three Star Suburban property
  • 141 suites in property
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 6 meeting rooms
Hilton Garden Inn Boston Burlington : 5 Wheeler Rd. 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Mid-scale Suburban hotel
  • Check-in time: 3:00pm
From$85
Very Good 4.5 /5Reviews Call
Residence Inn Marriott Boston / Woburn - Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • 3 star Suburban property
  • 7 floors in hotel
From$87
Very Good 4.5 /5Reviews Call
Extended Stay America Boston / Burlington : 40 South Ave. 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Low Cost Suburban hotel
  • Check in time: 1500
From$84
Average 3.0 /5Reviews Call
Best Western Hotel Tria 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.61 miles south of Winchester
  • Midscale Downtown hotel
  • 4 floors in hotel
From$99
Very Good 4.0 /5Read Reviews Call
Ac Marriott Boston North : 95 Station Landing 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Midscale Suburban hotel
  • Check in time: 3:00PM
From$109
Very Good 4.5 /5Reviews Call
Candlewood Suites 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Two-star Suburban hotel
  • 149 suites in property
From$69
Average 3.5 /5Reviews Call
Lakeside Inn : 595 North Ave. 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Two star Suburban property
  • 87 rooms in property
Mary Prentiss Inn
+1-800-997-5148
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • 3-star Downtown hotel
  • 20 rooms in hotel
From$70
Very Good 4.5 /5Reviews Call
Econo Lodge Malden / Boston
+1-888-690-5247
321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • Low priced Airport hotel
  • Hotel has 2 floors
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