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 from Arlington Center and 3 miles from Arlington Heights.

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Winchester Hotels/Motels & Accommodations

Photo of Comfort Inn Boston / WoburnComfort Inn Boston / Woburn : 14 Hill St.
+1-800-230-4134Check Rates
14 Hill St., Woburn, MA 01801
  • 4.0/5, Very Good Guest Reviews
  • Mid-scale Suburban hotel
  • Fitness center on property
~1.96 Miles from Winchester
Exterior of Best Western Plus New EnglanderBest Western Plus New Englander
+1-800-997-5148Check Rates
1 Rainin Rd., Woburn, MA 01801
  • 3.5/5, Average Latest Reviews
  • 3-star Suburban property
  • Free breakfast available
~2.10 Miles from Winchester
Image of Courtyard by Marriott Woburn Boston NorthCourtyard by Marriott Woburn Boston North : 700 Unicorn Park Dr.
+1-800-997-5149Check Rates
700 Unicorn Park Dr., Woburn, MA 01801
  • 4.0/5, Very Good Latest Reviews
  • Midscale Highway property
  • 5 conference rooms in property
~2.44 Miles from Winchester
Exterior of Hilton Boston WoburnHilton Boston Woburn in Woburn
+1-800-230-4134Check Rates
2 Forbes Rd., Woburn, MA 01801
  • 3.5/5, Average Guest Reviews
  • Three Star Suburban hotel
  • Check in: 3:00pm
~2.94 Miles from Winchester
Image of Crowne Plaza Boston WoburnCrowne Plaza Boston Woburn
+1-800-997-5148Check Rates
15 Middlesex Canal Park, Woburn, MA 01801
  • 4.0/5, Very Good Hotel Reviews
  • High-end Suburban hotel
  • Gym is available on property
~3.00 Miles from Winchester
Image of Hyatt Place Boston / MedfordHyatt Place Boston / Medford
+1-800-997-5149Check Rates
116 Riverside Ave., Medford, MA 02155
  • 4.0/5, Very Good Guest Reviews
  • 3-star Suburban hotel
  • 157 rooms in property
~3.11 Miles from Winchester
Exterior of Courtyard Boston WoburnCourtyard Boston Woburn
+1-800-230-4134Check Rates
240 Mishawum Rd., Woburn, MA 01801
  • 4.0/5, Very Good Recent Reviews
  • Midscale Suburban property
  • 120 rooms in hotel
~3.31 Miles from Winchester
Photo of Fairfield Inn by Marriott Boston Woburn / BurlingtFairfield Inn by Marriott Boston Woburn / Burlingt : 285 Mishawum Rd.
+1-800-997-5148Check Rates
285 Mishawum Rd., Woburn, MA 01801
  • 3.5/5, Average Latest Reviews
  • Cheap Suburban hotel
  • Check in time: 3:00 PM
~3.33 Miles from Winchester
Holiday Inn Express Boston Woburn - Woburn
+1-800-997-5149Check Rates
315 Mishawum Rd., Woburn, MA 01801
  • 4.5/5, Very Good Guest Reviews
  • Midscale Suburban property
  • Free comp. breakfast
~3.36 Miles from Winchester
Extended Stay America Boston Woburn
+1-800-230-4134Check Rates
831 Main St., Woburn, MA 01801
  • 3.5/5, Average Guest Reviews
  • Affordable Suburban hotel
  • Comp. Breakfast
~3.50 Miles from Winchester
Hyatt House Boston / Burlington - Burlington
+1-800-997-5148Check Rates
2 Van De Graaff Dr., Burlington, MA 01803
  • 4.5/5, Very Good Latest Reviews
  • Affordable Suburban property
  • 3 floors in hotel
~3.51 Miles from Winchester
Red Roof Plus Boston Woburn
+1-800-997-5149Check Rates
19 Commerce Way, Woburn, MA 01801
  • 3.5/5, Average Read Reviews
  • Low Cost Suburban property
  • Check in time: 3:00 PM
~3.51 Miles from Winchester
Homewood Suites by Hilton Boston / Cambrdg / Arlin in Arlington
+1-800-230-4134Check Rates
1 Massachusetts Ave., Arlington, MA 02474
  • 4.5/5, Very Good Guest Reviews
  • Mid-scale Suburban hotel
  • Fitness + Health Center
~3.75 Miles from Winchester
Sonesta Es Suites Burlington - Burlington
+1-800-997-5148Check Rates
11 Old Concord Rd., Burlington, MA 01803
  • 4.5/5, Very Good Read Reviews
  • 3 star Suburban hotel
  • Free complimentary breakfast
~4.00 Miles from Winchester
Hilton Garden Inn Boston Burlington : 5 Wheeler Rd.
+1-800-997-5149Check Rates
5 Wheeler Rd., Burlington, MA 01803
  • 4.5/5, Very Good Recent Reviews
  • Three Star Suburban hotel
  • Check in: 3:00pm
~4.05 Miles from Winchester
Best Western Hotel Tria
+1-800-230-4134Check Rates
220 Alewife Brook Pkwy., Cambridge, MA 02138
  • 4.0/5, Very Good Review Score
  • Three Star Downtown hotel
  • Free breakfast available
~4.50 Miles from Winchester
Extended Stay America Boston / Burlington : 40 South Ave.
+1-800-997-5148Check Rates
40 South Ave., Burlington, MA 01803
  • 3.5/5, Average Guest Reviews
  • Two-star Suburban hotel
  • Check in time: 1500
~4.55 Miles from Winchester
Candlewood Suites
+1-800-997-5149Check Rates
130 Middlesex Turnpike, Burlington, MA 01803
  • 3.5/5, Average Guest Reviews
  • Two-star Suburban hotel
  • 149 suites in property
~4.78 Miles from Winchester
Residence Inn by Marriott Woburn : 300 Presidential Way
+1-800-230-4134Check Rates
300 Presidential Way, Woburn, MA 01801
  • 4.5/5, Very Good Recent Reviews
  • Mid-scale Suburban hotel
  • Hotel has 149 suites
~4.79 Miles from Winchester
Clarion Inn Wakefield - Wakefield
+1-800-997-5148Check Rates
595 North Ave., Wakefield, MA 01880
  • 2.5/5, Poor Hotel Reviews
  • Low Cost Suburban hotel
  • Check in time: 3:00PM
~4.82 Miles from Winchester

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