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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 Woburn - Woburn 14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • Low Cost Suburban property
  • Fitness center on property
Best Western Plus New Englander in Woburn 1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • Affordable Suburban hotel
  • 7 conference rooms in property
  • Hotel buildings could use some improvement
  • Free wifi
Courtyard by Marriott Woburn Boston North : 700 Unicorn Park Dr. 700 Unicorn Park Dr., Woburn, MA 01801 Website ~2.44 miles northeast of Winchester
  • 3-star Suburban property
  • Check-in time: 3PM
  • No complimentary morning coffee
  • Clean hotel facilities
From$54
Very Good 4.5 /5Review Score CallBookMore Details
Hilton Boston Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Three Star Suburban property
  • Hotel has 7 floors
  • Friendly and caring staff
  • Bar tender
From$99
Very Good 4.0 /5Reviews CallBookMore Details
Crowne Plaza Boston Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • Expensive Suburban property
  • Check in: 3p
  • Sports bar and resturant which is always nice
  • Bar is awesome
From$102
Very Good 4.0 /5Reviews CallBookMore Details
Hyatt Place Boston / Medford : 116 Riverside Ave. 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • 3-star Suburban hotel
  • Hotel has 2 meeting rooms
  • Accessible parking
  • Nice rooms
Fairfield Inn Boston Woburn / Burlington 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Affordable Suburban hotel
  • 126 sleeping rooms in hotel
  • Most guests found problems with the furniture
  • Internet is average
From$73
Very Good 4.0 /5Review Score CallBookMore Details
Holiday Inn Express Boston North Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Midscale Suburban property
  • 5 floors in hotel
Courtyard by Marriott Andover 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • 3-star Suburban property
  • 2 conference rooms in property
From$64
Very Good 4.0 /5Reviews CallBookMore Details
Extended Stay America Boston Woburn - Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Midscale Suburban property
  • Check-in: 03:00 pm
  • All guests liked the proximity to shopping
  • Fair breakfast prices
Hyatt House Boston / Burlington 2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Mid-scale Suburban property
  • 150 sleeping rooms in hotel
  • Rooms are very spacious and clean
  • Most guests liked the proximity to shopping
From$95
Very Good 4.5 /5Read Reviews CallBookMore Details
Red Roof Plus Boston Woburn : 19 Commerce Way 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Cheap Suburban property
  • Check-in: 3:00 PM
  • Wifi all free
  • Most guests thought it was a great value
From$66
Very Good 4.0 /5Read Reviews CallBookMore Details
Homewood Suites by Hilton Boston / Cambridge / Arlington in Arlington 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • 3-star Suburban property
  • Gym / Fitness Center Available
From$89
Very Good 4.0 /5Reviews CallBookMore Details
Boston Marriott Burlington - Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • Four-star Suburban hotel
  • 419 sleeping rooms in hotel
From$124
Very Good 4.0 /5Review Score CallBookMore Details
AC Hotel by Marriott Boston Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • High end Suburban property
  • 10 meeting rooms in hotel
From$113
Very Good 4.5 /5Reviews CallBookMore Details
Sonesta Es Suites Burlington Boston 11 Old Concord Rd., Burlington, MA 01803 ~4.01 miles west of Winchester
  • Mid-scale Suburban property
  • 4 floors in hotel
From$75
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Hilton Garden Inn Boston Burlington - Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Affordable Suburban hotel
  • Hotel has 179 rooms
Execustay at Cambridge Park : 30 Cambridge Park Dr. 30 Cambridge Park Dr., Cambridge, MA 02140 ~4.25 miles south of Winchester
  • Three Star property
  • Hotel has 8 floors
Residence Inn Marriott Boston / Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Affordable Suburban property
  • 149 rooms in property
From$110
Very Good 4.5 /5Latest Reviews CallBookMore Details
Extended Stay America Boston / Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Two star Suburban hotel
  • Free breakfast available
  • Close to major highways
  • Terrible amenities
Freepoint Cambridge Tapestry Collection by Hilton : 220 Alewife Brook Pkwy. 220 Alewife Brook Pkwy., Cambridge, MA 02138 Website ~4.61 miles south of Winchester
  • Four star Downtown property
  • 4 floors in hotel
Porter Square Hotel : 1924 Massachusetts Ave. 1924 Massachusetts Ave., Cambridge, MA 02140 ~4.64 miles south of Winchester
  • 3 star property
  • Hotel has 9 suites
From$90
Very Good 4.0 /5Review Score CallBookMore Details
AC Marriott Boston North - Medford 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • 3 star Suburban hotel
  • Hotel has 3 meeting rooms
From$134
Very Good 4.5 /5Read Reviews CallBookMore Details
Candlewood Suites Burlington 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Two-star Suburban property
  • Hotel has 4 floors
  • Most guests found the staff to be very friendly
  • Most guests enjoyed the shower
Lakeside Inn in Wakefield 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Cheap Suburban hotel
  • Hotel has 2 floors
  • Movie theater nearby
  • Included breakfast
From$53
Average 3.0 /5Reviews CallBookMore Details
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