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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 14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • Low-priced Suburban property
  • Check-in: 11:00
From$75
Very Good 4.0 /5 Latest Reviews Call
Best Western Plus New Englander 1 Rainin Rd., Woburn, MA 01801 ~2.10 miles northeast of Winchester
  • Midscale Suburban hotel
  • 5 floors in hotel
  • Fair breakfast prices
  • Air conditioning was criticized by 89%
From$69
Average 3.5 /5 Read Reviews Call
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 property
  • Check-in: 3PM
  • Rooms were clean and well kept
  • All guests thought, the hotel was modern
From$60
Very Good 4.5 /5 Read Reviews Call
Hilton Boston Woburn : 2 Forbes Rd. 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • Three Star Suburban hotel
  • Hotel has 11 meeting rooms
  • Most guests said the wifi quality was bad
  • Great view
From$89
Average 3.5 /5 Recent Reviews Call
Crowne Plaza Boston Woburn in Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • Four-star Suburban hotel
  • Fitness / Gym is on-site
  • Sports bar at a reasonable price
  • Most guests thought rooms were spacious
From$79
Very Good 4.0 /5 Review Score Call
Hyatt Place Boston / Medford - Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Affordable Suburban hotel
  • 2 meeting rooms in hotel
  • Most guests were unsatisfied with the kitchenette
  • Good restaurants & bars in the area
From$107
Very Good 4.0 /5 Hotel Reviews Call
Fairfield Inn Boston Woburn / Burlington - Woburn 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Mid-scale Suburban hotel
  • Hotel has 5 floors
  • Fitness area can be optimized
  • Free internet
From$73
Very Good 4.5 /5 Recent Reviews Call
Courtyard by Marriott Andover : 240 Mishawum Rd. 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Mid-scale Suburban property
  • Hotel has 3 floors
From$64
Very Good 4.0 /5 Read Reviews Call
Holiday Inn Express Boston Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • 3-star Suburban hotel
  • Check-in time: 3:00pm
  • Hotel buildings could use some improvement
  • Easily accessible by car and close to shopping areas
From$98
Very Good 4.0 /5 Recent Reviews Call
Extended Stay America Boston Woburn : 831 Main St. 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Affordable Suburban hotel
  • Fitness / Gym is on-site
  • Housekeeping can be a problem
  • Conditioner are tiny
From$84
Average 3.5 /5 Hotel Reviews Call
Hyatt House Boston / Burlington 2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Three Star Suburban property
  • 3 floors in property
  • Most guests were happy with the price of the breakfast
  • Most guests thought rooms were spacious
From$95
Very Good 4.5 /5 Latest Reviews Call
Red Roof Plus Boston Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Economical Suburban hotel
  • Free comp. breakfast
  • Average cleanliness
  • Relatively new rooms
From$70
Average 3.5 /5 Recent Reviews Call
Homewood Suites by Hilton Boston / Cambrdge / Arli 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • 3 star Suburban property
  • Check in time: 3:00PM
From$129
Very Good 4.0 /5 Review Score Call
Boston Marriott Burlington in Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • 4-star Suburban hotel
  • Hotel has 4 suites
From$87
Very Good 4.0 /5 Recent Reviews Call
Sonesta Es Suites Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Midscale Suburban property
  • 4 floors in hotel
  • Most guests found the kitchenette to be good
  • Internet works
From$89
Very Good 4.5 /5 Guest Reviews Call
AC Hotel by Marriott Boston Cambridge - Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • Four-star Suburban hotel
  • 4 floors in property
From$99
Very Good 4.5 /5 Recent Reviews Call
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 4.5 /5 Hotel Reviews Call
Residence Inn Marriott Boston / Woburn : 300 Presidential Way 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Midscale Suburban hotel
  • 149 suites in property
From$87
Very Good 4.5 /5 Reviews Call
Extended Stay America Boston / Burlington in Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Economy Suburban property
  • 3 floors in property
  • Service is adequate
  • For 100%, the lobby entrance was sub-standard
From$82
Average 3.0 /5 Recent Reviews Call
Hotel Tria : 220 Alewife Brook Pkwy. 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.61 miles south of Winchester
  • Affordable Downtown hotel
  • Hotel has an eco-friendly policy Learn more
From$80
Very Good 4.0 /5 Hotel Reviews Call
Ac Marriott Boston North - Medford 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Three Star Suburban hotel
  • 3 meeting rooms in hotel
From$109
Very Good 4.5 /5 Latest Reviews Call
Candlewood Suites in Burlington 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Low-priced Suburban property
  • Gym is available on property
  • Most guests said the reception staff was great
  • Shuttle service is ok
From$69
Average 3.5 /5 Reviews Call
Lakeside Inn in Wakefield 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Two star Suburban property
  • Hotel has 89 suites
  • Affordable parking
  • Two computers available
Mary Prentiss Inn in Cambridge
+1-800-997-5149
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • Mid-scale Downtown hotel
  • Comp. Breakfast
  • Close to public transport
  • Internet is average
From$70
Very Good 4.5 /5 Latest Reviews Call
Econo Lodge Malden / Boston - Malden 321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • 2-star Airport property
  • Free comp. breakfast
  • Internet is poor
  • Wifi didn't work
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