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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 14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • 2-star Suburban hotel
  • 65 rooms in hotel
From$60
Very Good 4.0 /5Reviews CallBookMore Details
Best Western Plus New Englander 1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • Affordable Suburban hotel
  • 5 conference rooms in property
  • Breakfast area is small
  • Housekeeping was great, according to 77%
Courtyard by Marriott Woburn Boston North : 700 Unicorn Park Dr. 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • 3 star Highway hotel
  • Check in time: 3PM
  • Nice building
  • Most guests liked the proximity to shopping
Hilton Boston Woburn - Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Mid-scale Suburban hotel
  • Fitness + Health Center
  • Very good business hotel
  • Ideal for business trips
Crowne Plaza Boston Woburn - Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • Four star Suburban property
  • 10 meeting rooms in hotel
  • Movie theater next door
  • Most guests thought it was easy to get to the train station
Hyatt Place Boston / Medford - Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Midscale Suburban hotel
  • Hotel has 2 meeting rooms
  • Service is relatively professional
  • Most guests complained about the room service
From$107
Very Good 4.0 /5Recent Reviews CallBookMore Details
Fairfield Inn Boston Woburn / Burlington : 285 Mishawum Rd. 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Midscale Suburban property
  • Check-in time: 3:00 PM
  • For 51%, maintenance was acceptable
  • Bedroom was clean and modern
From$73
Very Good 4.0 /5Review Score CallBookMore Details
Courtyard by Marriott Andover 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Three Star Suburban hotel
  • Hotel has 2 meeting rooms
Holiday Inn Express Boston Woburn in Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • Three Star Suburban property
  • Free complimentary breakfast
  • Most guests thought the building wasn't nice
  • Most guests said the reception staff was great
Extended Stay America Boston Woburn in Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • 3-star Suburban hotel
  • 100 sleeping rooms in hotel
  • Professional service
  • Rooms need regular maintenance
Hyatt House Boston / Burlington 2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Three Star Suburban property
  • Hotel has 3 floors
  • Most guests found the staff to be very friendly
  • Free internet
From$95
Very Good 4.5 /5Read Reviews CallBookMore Details
Red Roof Plus Boston Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Low priced Suburban hotel
  • Check-in time: 3:00 PM
  • Most guests thought rooms were spacious
  • Near to public transport, according to 85%
Homewood Suites by Hilton Boston / Cambrdge / Arli 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • Mid-scale Suburban property
  • Hotel has 100 rooms
From$129
Very Good 4.0 /5Latest Reviews CallBookMore Details
Boston Marriott Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • Expensive Suburban property
  • Fitness + Health Center
From$85
Very Good 4.0 /5Reviews CallBookMore Details
Sonesta Es Suites Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • 3 star Suburban hotel
  • 141 suites in property
  • Rather comfortable
  • Most guests loved the outdoor sports facilities
AC Hotel by Marriott Boston Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • High end Suburban hotel
  • 4 floors in hotel
From$99
Very Good 4.5 /5Reviews CallBookMore Details
Hilton Garden Inn Boston Burlington : 5 Wheeler Rd. 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Midscale Suburban hotel
  • 7 conference rooms in property
Residence Inn Marriott Boston / Woburn : 300 Presidential Way 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • 3-star Suburban hotel
  • 7 floors in property
Extended Stay America Boston / Burlington in Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • 2-star Suburban hotel
  • Free comp. breakfast
  • Awful breakfast
  • Vibe is not too good
Freepoint Hotel : 220 Alewife Brook Pkwy. 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.63 miles south of Winchester
  • Affordable Downtown hotel
  • Free breakfast
From$79
Very Good 4.0 /5Reviews CallBookMore Details
Ac Marriott Boston North : 95 Station Landing 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Three Star Suburban property
  • Hotel has 152 rooms
From$109
Very Good 4.5 /5Latest Reviews CallBookMore Details
Candlewood Suites 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Low-priced Suburban property
  • Hotel has 149 suites
  • Rooms need regular maintenance
  • Bad housekeeping, according to 90%
Lakeside Inn 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Economy Suburban hotel
  • Check in time: 3:00PM
  • Horrible night sleep
  • Easily accessible by car and offers nearby parking areas
Mary Prentiss Inn : 6 Prentiss St.
+1-800-881-1523
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • Three Star Downtown property
  • Hotel has 5 suites
  • Almost all guests said the beds were comfortable
  • Every guests reviewed said it was a stylish hotel
Econo Lodge Malden / Boston - Malden 321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • Low priced Airport property
  • 51 rooms in hotel
  • 1 out of 2 guests said rooms were dirty
  • Carpet was so dirty
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