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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 in Woburn 14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • Two star Suburban property
  • Access to gym on-site
Best Western Plus New Englander in Woburn 1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • 3-star Suburban hotel
  • Has environment-friendly policy See more
  • Elevator in need of updating
  • Affordable parking
Courtyard by Marriott Woburn Boston North 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • Three Star Suburban hotel
  • 9 suites in property
  • Almost all guests thought rooms were spacious
  • Popular among families
Hilton Boston Woburn : 2 Forbes Rd. 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Midscale Suburban property
  • Hotel has 2 suites
  • Plain soda water
  • Friendly atmosphere
Crowne Plaza Boston Woburn : 15 Middlesex Canal Park 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • High end Suburban property
  • Hotel has 10 meeting rooms
  • Bar is awesome
  • Most guests thought the view was good
From$79
Very Good 4.0 /5Review Score CallBookMore Details
Hyatt Place Boston / Medford : 116 Riverside Ave. 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Three Star Suburban hotel
  • Free breakfast
  • Accessible parking
  • Most guests enjoyed the restaurants & bars nearby
From$107
Very Good 4.0 /5Read Reviews CallBookMore Details
Fairfield Inn Boston Woburn / Burlington 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Three Star Suburban property
  • Check in: 3:00 PM
  • All guests said the bathroom was clean
  • Construction upstairs making noise
Courtyard by Marriott Andover - Woburn 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • 3 star Suburban property
  • Check in time: 3:00 PM
Holiday Inn Express Boston Woburn in Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • 3-star Suburban hotel
  • Hotel has an eco-friendly policy See more
  • Hotel buildings could use some improvement
  • City centre within easy reach, said 80%
From$98
Very Good 4.0 /5Review Score CallBookMore Details
Extended Stay America Boston Woburn : 831 Main St. 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Three Star Suburban property
  • Fitness + Health Center
  • Bad housekeeping, according to 92%
  • Breakfast can be improved
Hyatt House Boston / Burlington - Burlington 2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Midscale Suburban hotel
  • Fitness / Gym is on-site
  • Rooms are very spacious and clean
  • Bed was huge and we enjoyed that
From$95
Very Good 4.5 /5Review Score CallBookMore Details
Red Roof Plus Boston Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Cheap Suburban hotel
  • 5 floors in property
  • Most guests thought the shower was ok
  • Great location
Homewood Suites by Hilton Boston / Cambrdge / Arli 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • Mid-scale Suburban hotel
  • 3 floors in property
From$124
Very Good 4.0 /5Review Score CallBookMore Details
Boston Marriott Burlington : 1 Burlington Mall Rd. 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • Four star Suburban hotel
  • Hotel has 419 rooms
From$105
Very Good 4.0 /5Recent Reviews CallBookMore Details
Sonesta Es Suites Burlington : 11 Old Concord Rd. 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Midscale Suburban hotel
  • Complimentary breakfast is offered
  • Friendly service
  • Front desk was amazing
From$95
Very Good 4.5 /5Review Score CallBookMore Details
AC Hotel by Marriott Boston Cambridge in Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • 4 star Suburban hotel
  • Check in time: 3:00pm
From$82
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Hilton Garden Inn Boston Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • 3 star Suburban property
  • Check-in time: 3:00pm
From$98
Very Good 4.0 /5Reviews CallBookMore Details
Execustay at Cambridge Park 30 Cambridge Park Dr., Cambridge, MA 02140 ~4.25 miles south of Winchester
  • 3 star hotel
  • Check in: 3:30
Residence Inn Marriott Boston / Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Affordable Suburban hotel
  • Free breakfast available
From$110
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Extended Stay America Boston / Burlington : 40 South Ave. 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Low priced Suburban hotel
  • Check in time: 1500
  • Bathroom could be optimized
  • Generally quite dirty
From$82
Average 3.0 /5Reviews CallBookMore Details
Freepoint - Cambridge 220 Alewife Brook Pkwy., Cambridge, MA 02138 Website ~4.61 miles south of Winchester
  • Mid-scale Downtown hotel
  • Hotel has an eco-friendly policy See more
From$94
Very Good 4.5 /5Review Score CallBookMore Details
Porter Square Hotel - Cambridge 1924 Massachusetts Ave., Cambridge, MA 02140 ~4.64 miles south of Winchester
  • Mid-scale hotel
  • 9 suites in property
AC Marriott Boston North - Medford 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Three Star Suburban hotel
  • Hotel has 3 meeting rooms
From$134
Very Good 4.5 /5Latest Reviews CallBookMore Details
Candlewood Suites - Burlington 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • 2-star Suburban property
  • Hotel has 149 suites
  • Spacious rooms
  • Amenities are not the best
From$73
Average 3.5 /5Reviews CallBookMore Details
Lakeside Inn : 595 North Ave. 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Two star Suburban hotel
  • 89 suites in property
  • Location is great
  • Rooms need regular maintenance
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