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.

Find my perfect hotel Rooms Check-In Check-Out  
Show Calendar Show Calendar Start My Search >
(select the discounts you qualify for)
Star Rating




Hotel Name

Price Range (USD)
to
Amenities







Set My Filter

Winchester Hotels/Accommodations

Photo of Comfort Inn Boston / WoburnComfort Inn Boston / Woburn
+1-800-230-4134Check Rates
14 Hill St., Woburn, MA 01801
  • 4.0/5, Very Good Hotel Reviews
  • Midscale Suburban hotel
  • Fitness / Gym is on-site
~1.96 Miles from Winchester
Image 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 Reviews
  • 3 star Suburban hotel
  • Hotel has 5 meeting rooms
~2.10 Miles from Winchester
Photo 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 Hotel Reviews
  • Affordable Highway property
  • 6 floors in property
~2.44 Miles from Winchester
Image of Hilton Boston WoburnHilton Boston Woburn : 2 Forbes Rd.
+1-800-230-4134Check Rates
2 Forbes Rd., Woburn, MA 01801
  • 3.5/5, Average Guest Reviews
  • Affordable Suburban hotel
  • 344 sleeping rooms in hotel
~2.94 Miles from Winchester
Image of Crowne Plaza Boston WoburnCrowne Plaza Boston Woburn in Woburn
+1-800-997-5148Check Rates
15 Middlesex Canal Park, Woburn, MA 01801
  • 4.0/5, Very Good Read Reviews
  • Four star Suburban property
  • Check-in: 3p
~3.00 Miles from Winchester
Exterior of Hyatt Place Boston / MedfordHyatt Place Boston / Medford in Medford
+1-800-997-5149Check Rates
116 Riverside Ave., Medford, MA 02155
  • 4.0/5, Very Good Latest Reviews
  • Mid-scale Suburban property
  • 157 sleeping rooms in hotel
~3.11 Miles from Winchester
Photo of Courtyard Boston WoburnCourtyard Boston Woburn
+1-800-230-4134Check Rates
240 Mishawum Rd., Woburn, MA 01801
  • 4.0/5, Very Good Recent Reviews
  • Mid-scale Suburban hotel
  • 120 rooms in hotel
~3.31 Miles from Winchester
Exterior 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 Review Score
  • 2-star Suburban hotel
  • 129 rooms in property
~3.33 Miles from Winchester
Holiday Inn Express Boston Woburn : 315 Mishawum Rd.
+1-800-997-5149Check Rates
315 Mishawum Rd., Woburn, MA 01801
  • 4.0/5, Very Good Recent Reviews
  • Three Star Suburban hotel
  • Free complimentary breakfast
~3.36 Miles from Winchester
Extended Stay America Boston Woburn - Woburn
+1-800-230-4134Check Rates
831 Main St., Woburn, MA 01801
  • 3.5/5, Average Recent Reviews
  • Midscale Suburban property
  • Comp. Breakfast
~3.50 Miles from Winchester
Hyatt House Boston / Burlington
+1-800-997-5148Check Rates
2 Van De Graaff Dr., Burlington, MA 01803
  • 4.5/5, Very Good Recent Reviews
  • 3 star Suburban hotel
  • Hotel has 150 rooms
~3.51 Miles from Winchester
Image of Red Roof Plus Boston WoburnRed Roof Plus Boston Woburn - Woburn
+1-800-997-5149Check Rates
19 Commerce Way, Woburn, MA 01801 Website
  • 3.5/5, Average Read Reviews
  • Two star Suburban hotel
  • 5 floors in property
~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 Hotel Reviews
  • 3 star Suburban property
  • Check-in: 3:00PM
~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 Guest Reviews
  • Mid-scale Suburban property
  • Hotel has 141 rooms
~4.00 Miles from Winchester
Hilton Garden Inn Boston Burlington in Burlington
+1-800-997-5149Check Rates
5 Wheeler Rd., Burlington, MA 01803
  • 4.5/5, Very Good Recent Reviews
  • 3-star Suburban hotel
  • Gym is available on property
~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 property
  • 121 sleeping rooms in hotel
~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 Review Score
  • Low Cost Suburban hotel
  • Check in: 1500
~4.55 Miles from Winchester
Candlewood Suites : 130 Middlesex Turnpike
+1-800-997-5149Check Rates
130 Middlesex Turnpike, Burlington, MA 01803
  • 3.5/5, Average Reviews
  • 2 star Suburban hotel
  • 149 sleeping rooms in hotel
~4.78 Miles from Winchester
Residence Inn by Marriott Woburn
+1-800-230-4134Check Rates
300 Presidential Way, Woburn, MA 01801
  • 4.0/5, Very Good Latest Reviews
  • Mid-scale Suburban hotel
  • Hotel has 7 floors
~4.79 Miles from Winchester
Clarion Inn Wakefield
+1-800-997-5148Check Rates
595 North Ave., Wakefield, MA 01880
  • 2.5/5, Poor Guest Reviews
  • Cheap Suburban property
  • Check-in time: 3:00PM
~4.82 Miles from Winchester

 [1 - 20 of 50]   


Next: See My Winchester Hotels with Pricing >