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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 Boston / Woburn : 14 Hill St.
+1-888-690-5281
14 Hill St., Woburn, MA 01801 ~1.96 miles northeast of Winchester
  • Mid-scale Suburban property
  • 14 suites in hotel
Best Western Plus New Englander - Woburn 1 Rainin Rd., Woburn, MA 01801 ~2.10 miles northeast of Winchester
  • Three Star Suburban hotel
  • 5 meeting rooms in hotel
Courtyard by Marriott Woburn Boston North - Woburn 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • 3 star Highway property
  • Hotel has 192 rooms
From$76
Very Good 4.0 /5Reviews Call
Hilton Boston Woburn - Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Three Star Suburban property
  • Access to gym on-site
Crowne Plaza Boston Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • High-end Suburban hotel
  • Hotel has 4 floors
From$79
Very Good 4.0 /5Review Score Call
Hyatt Place Boston / Medford : 116 Riverside Ave. 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • 3-star Suburban hotel
  • 157 suites in property
From$107
Very Good 4.0 /5Read Reviews Call
Fairfield Inn by Marriott Boston Woburn / Burlingt : 285 Mishawum Rd.
+1-800-997-5149
285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Low-priced Suburban property
  • 129 rooms in property
Courtyard by Marriott Andover 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Three Star Suburban property
  • Hotel has 3 floors
Holiday Inn Express Boston Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • 3 star Suburban property
  • Check in time: 3:00pm
Extended Stay America Boston Woburn : 831 Main St. 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Affordable Suburban hotel
  • Fitness center on property
Hyatt House Boston / Burlington : 2 Van De Graaff Dr.
+1-888-690-5247
2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Three Star Suburban property
  • 150 rooms in hotel
From$95
Very Good 4.5 /5Read Reviews Call
Red Roof Plus Boston Woburn - Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Cheap Suburban hotel
  • Free comp. breakfast
Homewood Suites by Hilton Boston / Cambrdge / Arli in Arlington 1 Massachusetts Ave., Arlington, MA 02474 ~3.75 miles south of Winchester
  • Midscale Suburban hotel
  • Free breakfast
From$139
Very Good 4.5 /5Read Reviews Call
Boston Marriott Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • 4-star Suburban hotel
  • 4 suites in property
Sonesta Es Suites Burlington : 11 Old Concord Rd. 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • 3 star Suburban property
  • Check-in: 3:00 PM
From$89
Very Good 4.5 /5Review Score Call
Ac Hotel by Marriott Boston Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • High end Suburban property
  • Check-in: 3:00pm
Hilton Garden Inn Boston Burlington in Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Affordable Suburban hotel
  • Fitness + Health Center
Residence Inn Marriott Boston / Woburn - Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Affordable Suburban hotel
  • Complimentary breakfast is offered
From$87
Very Good 4.5 /5Read Reviews Call
Extended Stay America Boston / Burlington - Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • 2-star Suburban hotel
  • 140 sleeping rooms in hotel
Best Western Hotel Tria 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.61 miles south of Winchester
  • 3 star Downtown property
  • Free comp. breakfast
Ac Marriott Boston North in Medford 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Affordable Suburban property
  • Hotel has 8 suites
From$109
Very Good 4.5 /5Read Reviews Call
Candlewood Suites 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Economical Suburban hotel
  • Access to gym on-site
Lakeside Inn 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • 2 star Suburban hotel
  • Hotel has 2 floors
Mary Prentiss Inn
+1-800-997-5148
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • Three Star Downtown hotel
  • 5 suites in property
Econo Lodge Malden / Boston : 321 Broadway
+1-888-690-5247
321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • Low Cost Airport property
  • Check in: 0200pm
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