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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 - Woburn 14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • Economical Suburban property
  • Free breakfast available
From$60
Very Good 4.0 /5Reviews CallBookMore Details
Best Western Plus New Englander - Woburn 1 Rainin Rd., Woburn, MA 01801 ~2.10 miles northeast of Winchester
  • Midscale Suburban property
  • Fitness / Gym is on-site
  • Amazing staff
  • Elevator in need of updating
Courtyard by Marriott Woburn Boston North - Woburn 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • 3 star Highway property
  • 6 floors in hotel
  • Excellent conference room
  • Friendly service
Hilton Boston Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Three Star Suburban hotel
  • Check-in: 4:00pm
  • Most guests were disappointed with the minibar
  • Most guests said the beds were comfortable
Crowne Plaza Boston Woburn - Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • Expensive Suburban property
  • 4 floors in hotel
  • Amazing sports bar
  • Housekeeping was ok, according to 55%
Hyatt Place Boston / Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Mid-scale Suburban property
  • 157 rooms in hotel
  • Internet is average
  • Good breakfast
From$107
Very Good 4.0 /5Latest Reviews CallBookMore Details
Fairfield Inn Boston Woburn / Burlington in Woburn 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • 3 star Suburban property
  • Complimentary breakfast is offered
  • Older interior
  • Terrible amenities
From$73
Very Good 4.0 /5Reviews CallBookMore Details
Courtyard by Marriott Andover in Woburn 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • 3-star Suburban hotel
  • 2 meeting rooms in hotel
Holiday Inn Express Boston Woburn - Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • Midscale Suburban hotel
  • 98 rooms in property
  • Most guests were happy with the price of the breakfast
  • Most guests said rooms were small
Extended Stay America Boston Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Three Star Suburban property
  • 3 floors in property
  • Easily accessible by car and close to shopping areas
  • Every guests reviewed said the bathroom was dirty
Hyatt House Boston / Burlington in Burlington 2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Affordable Suburban property
  • Gym is available on property
  • Good for family with kids
  • Breakfast is good
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
  • 2 star Suburban property
  • Free breakfast
  • Hotel buildings could use some improvement
  • Fair breakfast prices
Homewood Suites by Hilton Boston / Cambrdge / Arli : 1 Massachusetts Ave. 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • 3-star Suburban property
  • Hotel has 100 rooms
From$129
Very Good 4.0 /5Read Reviews CallBookMore Details
Boston Marriott Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • High-end Suburban hotel
  • Check-in time: 3:00 PM
From$85
Very Good 4.0 /5Read Reviews CallBookMore Details
Sonesta Es Suites Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Mid-scale Suburban hotel
  • Shuttle to airport available
  • Good shuttle service
  • Most guests enjoyed the lobby entrance
From$89
Very Good 4.5 /5Reviews CallBookMore Details
AC Hotel by Marriott Boston Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • 4 star Suburban hotel
  • 150 rooms in hotel
From$99
Very Good 4.5 /5Review Score CallBookMore Details
Hilton Garden Inn Boston Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Affordable Suburban property
  • 7 conference rooms in property
Residence Inn Marriott Boston / Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Affordable Suburban property
  • Complimentary breakfast is offered
From$87
Very Good 4.5 /5Review Score CallBookMore Details
Extended Stay America Boston / Burlington : 40 South Ave. 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • 2-star Suburban hotel
  • Hotel has 140 rooms
  • Awful rooms
  • Service is ok
Hotel Tria in Cambridge 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.63 miles south of Winchester
  • 3 star Downtown property
  • Check in time: 3:00 PM
Ac Marriott Boston North - Medford 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Three Star Suburban hotel
  • 3 conference rooms in property
From$109
Very Good 4.5 /5Hotel Reviews CallBookMore Details
Candlewood Suites in Burlington 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Low-priced Suburban property
  • Check-in: 3:00 PM
  • Wifi did not work
  • About half of guests said rooms were clean enough
Lakeside Inn in Wakefield 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Inexpensive Suburban hotel
  • 89 sleeping rooms in hotel
  • Most guests said rooms were small
  • Most guests thought parking was inexpensive
Mary Prentiss Inn
+1-800-881-1523
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • Midscale Downtown property
  • 5 suites in property
  • About half of guests thought the furniture was functional
  • Relatively modern hotel
From$70
Very Good 4.5 /5Reviews CallBookMore Details
Econo Lodge Malden / Boston : 321 Broadway 321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • Low priced Airport hotel
  • 51 rooms in hotel
  • 1 out of 2 guests said rooms were dirty
  • For only 56%, the tv was ok
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