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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 in Woburn 14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • Cheap Suburban hotel
  • Fitness / Gym is on-site
From$75
Very Good 4.0 /5Reviews CallBookMore Details
Best Western Plus New Englander in Woburn 1 Rainin Rd., Woburn, MA 01801 ~2.10 miles northeast of Winchester
  • Midscale Suburban hotel
  • Hotel has an eco-friendly policy Learn more
  • Most guests said rooms were clean
  • Pool was not working
Courtyard by Marriott Woburn Boston North 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • Affordable Highway property
  • Fitness + Health Center
  • Rooms were clean and well kept
  • Rooms are great
From$60
Very Good 4.5 /5Reviews CallBookMore Details
Hilton Boston Woburn in Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • 3-star Suburban property
  • Check-in time: 4:00pm
  • Most guests liked the proximity to shopping
  • There is plenty of parking
Crowne Plaza Boston Woburn in Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • High-end Suburban property
  • Fitness / Gym is on-site
  • Clean bathroom
  • Breakfast is average
From$79
Very Good 4.0 /5Review Score CallBookMore Details
Hyatt Place Boston / Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • 3 star Suburban property
  • Hotel has 8 floors
  • Good accessibility by car
  • About half of guests thought the furniture was functional
From$107
Very Good 4.0 /5Reviews CallBookMore Details
Fairfield Inn Boston Woburn / Burlington 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Midscale Suburban property
  • Check-in time: 3:00 PM
  • Fantastic service
  • Most guests found problems with the furniture
Courtyard by Marriott Andover : 240 Mishawum Rd. 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • 3 star Suburban hotel
  • Check in: 3:00 PM
Holiday Inn Express Boston Woburn : 315 Mishawum Rd. 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • 3-star Suburban hotel
  • Comp. Breakfast
  • Does not have a King Room
  • Best value for money
Extended Stay America Boston Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • 3-star Suburban property
  • Free breakfast available
  • Conditioner are tiny
  • Fair breakfast prices
Hyatt House Boston / Burlington 2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Affordable Suburban hotel
  • Gym is available on property
  • Great pool
  • Poorly connected by public transport, according to 68%
Red Roof Plus Boston Woburn - Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Two star Suburban property
  • Free comp. breakfast
  • Most guests thought it was a great value
  • Disappointing wellness & sports facilities
From$70
Average 3.5 /5Reviews CallBookMore Details
Homewood Suites by Hilton Boston / Cambrdge / Arli in Arlington 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • Three Star Suburban property
  • Fitness center on property
From$129
Very Good 4.0 /5Review Score CallBookMore Details
Boston Marriott Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • High-end Suburban hotel
  • Hotel has 18 meeting rooms
From$87
Very Good 4.0 /5Review Score CallBookMore Details
Sonesta Es Suites Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Midscale Suburban property
  • Hotel has 141 suites
  • City centre within easy reach, said 73%
  • Shower was ok
From$89
Very Good 4.5 /5Review Score CallBookMore Details
AC Hotel by Marriott Boston Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • Four star Suburban hotel
  • Hotel has 3 suites
From$99
Very Good 4.5 /5Review Score CallBookMore Details
Hilton Garden Inn Boston Burlington in Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Affordable Suburban hotel
  • Hotel has 4 floors
Residence Inn Marriott Boston / Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Midscale Suburban hotel
  • Access to gym on-site
Extended Stay America Boston / Burlington - Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Cheap Suburban hotel
  • Hotel has 140 suites
  • Almost all guests thought they were poorly maintained
  • Friendly service
Hotel Tria : 220 Alewife Brook Pkwy. 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.63 miles south of Winchester
  • Affordable Downtown hotel
  • Hotel has an eco-friendly policy See more
Ac Marriott Boston North 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Affordable Suburban hotel
  • 152 sleeping rooms in hotel
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
  • Economy Suburban property
  • 149 rooms in hotel
  • About half of guests were satisfied with the proximity to sightseeing
  • Most guests said the bathroom was dirty
Lakeside Inn in Wakefield 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Economical Suburban property
  • Check-in: 3:00PM
  • Most guests liked the proximity to shopping
  • Location is great
Mary Prentiss Inn in Cambridge
+1-800-997-5149
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • Midscale Downtown hotel
  • 20 rooms in property
  • Popular among solo travelers
  • Delicious food
From$70
Very Good 4.5 /5Reviews CallBookMore Details
Econo Lodge Malden / Boston - Malden 321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • Economical Airport hotel
  • Check in time: 0200pm
  • For 100%, the lobby entrance was sub-standard
  • WiFi system needs upgrading
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