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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
+1-888-690-5281
14 Hill St., Woburn, MA 01801 ~1.96 miles northeast of Winchester
  • Mid-scale Suburban hotel
  • 5 floors in hotel
From$99
Very Good 4.0 /5 Guest Reviews Call
Best Western Plus New Englander - Woburn 1 Rainin Rd., Woburn, MA 01801 ~2.10 miles northeast of Winchester
  • Mid-scale Suburban hotel
  • 5 floors in hotel
From$69
Average 3.5 /5 Latest Reviews Call
Courtyard by Marriott Woburn Boston North 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • 3-star Highway hotel
  • Check-in time: 3PM
From$69
Very Good 4.0 /5 Guest Reviews Call
Hilton Boston Woburn in Woburn
+1-888-690-5247
2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Mid-scale Suburban hotel
  • Check-in time: 3:00pm
From$75
Average 3.5 /5 Recent Reviews Call
Crowne Plaza Boston Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • 4 star Suburban hotel
  • 4 floors in hotel
From$71
Very Good 4.0 /5 Guest Reviews 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 /5 Latest Reviews Call
Fairfield Inn by Marriott Boston Woburn / Burlingt in Woburn
+1-800-997-5149
285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Two star Suburban hotel
  • 5 floors in property
From$73
Average 3.5 /5 Reviews Call
Courtyard by Marriott Andover 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Mid-scale Suburban property
  • Gym is available on property
From$64
Very Good 4.0 /5 Latest Reviews Call
Holiday Inn Express Boston Woburn : 315 Mishawum Rd. 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • Midscale Suburban hotel
  • 98 sleeping rooms in hotel
From$99
Very Good 4.0 /5 Review Score Call
Extended Stay America Boston Woburn in Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • 3 star Suburban hotel
  • Fitness / Gym is on-site
From$84
Average 3.5 /5 Reviews Call
Hyatt House Boston / Burlington - Burlington
+1-888-690-5247
2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • 3 star Suburban hotel
  • Fitness + Health Center
From$95
Very Good 4.5 /5 Reviews Call
Red Roof Plus Boston Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Low Cost Suburban property
  • 5 floors in hotel
From$61
Average 3.5 /5 Read Reviews Call
Homewood Suites by Hilton Boston / Cambrdge / Arli - Arlington 1 Massachusetts Ave., Arlington, MA 02474 ~3.75 miles south of Winchester
  • Midscale Suburban property
  • Check-in time: 3:00PM
From$136
Very Good 4.0 /5 Hotel Reviews Call
Boston Marriott Burlington - Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • High end Suburban hotel
  • Hotel has 4 suites
From$94
Very Good 4.0 /5 Reviews Call
Sonesta Es Suites Burlington in Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • 3-star Suburban hotel
  • 141 suites in hotel
From$89
Very Good 4.5 /5 Review Score Call
Ac Hotel by Marriott Boston Cambridge : 10 Acorn Park Dr. 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • Four-star Suburban property
  • 3 suites in hotel
Hilton Garden Inn Boston Burlington : 5 Wheeler Rd. 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Mid-scale Suburban property
  • Hotel has 4 floors
From$85
Very Good 4.5 /5 Reviews Call
Residence Inn Marriott Boston / Woburn - Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • 3-star Suburban hotel
  • 7 floors in property
From$87
Very Good 4.5 /5 Guest Reviews Call
Extended Stay America Boston / Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Economy Suburban property
  • Check-in: 1500
From$84
Average 3.0 /5 Guest Reviews Call
Best Western Hotel Tria : 220 Alewife Brook Pkwy. 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.61 miles south of Winchester
  • Mid-scale Downtown hotel
  • Free complimentary breakfast
From$149
Very Good 4.0 /5 Review Score Call
Ac Marriott Boston North 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Midscale Suburban property
  • 152 rooms in property
From$109
Very Good 4.5 /5 Latest Reviews Call
Candlewood Suites : 130 Middlesex Turnpike 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Inexpensive Suburban property
  • 149 rooms in hotel
From$69
Average 3.5 /5 Read Reviews Call
Lakeside Inn 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Economical Suburban hotel
  • 2 floors in property
Mary Prentiss Inn
+1-800-997-5148
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • 3 star Downtown property
  • Check-in time: 3:00PM
From$70
Very Good 4.5 /5 Read Reviews Call
Econo Lodge Malden / Boston in Malden
+1-888-690-5247
321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • 2 star Airport property
  • 7 suites in hotel
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