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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 Boston / Woburn 14 Hill St., Woburn, MA 01801 ~1.96 miles northeast of Winchester
  • Affordable Suburban hotel
  • Hotel has 5 floors
  • Free continental breakfast
  • No wifi in my room
Best Western Plus New Englander 1 Rainin Rd., Woburn, MA 01801 ~2.10 miles northeast of Winchester
  • Mid-scale Suburban hotel
  • 5 floors in hotel
  • Close to Logan airport
  • Most guests were happy with the price of the breakfast
From$69
Average 3.5 /5Reviews Call
Courtyard by Marriott Woburn Boston North - Woburn 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • 3-star Highway hotel
  • Check in: 3PM
  • All guests enjoyed the lobby entrance
  • Modern Hotel
From$76
Very Good 4.0 /5Review Score Call
Hilton Boston Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • 3-star Suburban hotel
  • 11 meeting rooms in hotel
  • Entrance area is not particularly attractive
  • Good fitness area
From$89
Average 3.5 /5Reviews Call
Crowne Plaza Boston Woburn : 15 Middlesex Canal Park 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • 4-star Suburban hotel
  • 4 suites in property
  • Train station is close
  • Most guests said the bathroom was clean
Hyatt Place Boston / Medford : 116 Riverside Ave. 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • 3 star Suburban property
  • 157 sleeping rooms in hotel
  • Excellent parking and car access
  • Minibar can be a problem
From$107
Very Good 4.0 /5Review Score Call
Fairfield Inn by Marriott Boston Woburn / Burlingt
+1-888-283-3404
285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Cheap Suburban property
  • Check in time: 3:00 PM
  • Close to train station
  • Hotel buildings could use some improvement
Courtyard by Marriott Andover - Woburn 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Midscale Suburban property
  • Hotel has 2 meeting rooms
From$64
Very Good 4.0 /5Review Score Call
Holiday Inn Express Boston Woburn : 315 Mishawum Rd. 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • 3 star Suburban hotel
  • Has environment-friendly policy See policy
  • Does not have a King Room
  • Most guests thought the building wasn't nice
From$98
Very Good 4.0 /5Review Score Call
Extended Stay America Boston Woburn in Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • 3-star Suburban hotel
  • Gym is available on property
  • Friendly service
  • The majority of guests said the reception staff was great
From$84
Average 3.5 /5Reviews Call
Hyatt House Boston / Burlington in Burlington
+1-800-997-5148
2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Three Star Suburban property
  • Comp. Breakfast
  • Most guests said rooms were clean
  • Free Wifi
Red Roof Plus Boston Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Two star Suburban hotel
  • 5 suites in hotel
  • About half of guests said the wifi quality was bad
  • Good restaurants & bars in the area
Homewood Suites by Hilton Boston / Cambrdge / Arli 1 Massachusetts Ave., Arlington, MA 02474 ~3.75 miles south of Winchester
  • 3-star Suburban property
  • Free comp. breakfast
  • All guests were happy with the price
  • Wonderful housekeeping
From$139
Very Good 4.5 /5Recent Reviews Call
Boston Marriott Burlington in Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • High end Suburban hotel
  • Fitness center on property
Sonesta Es Suites Burlington - Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Midscale Suburban property
  • Check in time: 3:00 PM
  • Free Wifi
  • Pleasant hotel grounds
From$89
Very Good 4.5 /5Read Reviews Call
Ac Hotel by Marriott Boston Cambridge : 10 Acorn Park Dr. 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • High end Suburban property
  • 150 sleeping rooms in hotel
From$169
Very Good 4.0 /5Recent Reviews Call
Hilton Garden Inn Boston Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Three Star Suburban hotel
  • Gym is available on property
From$109
Very Good 4.5 /5Review Score Call
Residence Inn Marriott Boston / Woburn : 300 Presidential Way 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • 3 star Suburban hotel
  • Hotel has 149 rooms
From$87
Very Good 4.5 /5Review Score Call
Extended Stay America Boston / Burlington - Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Low priced Suburban property
  • Check-in time: 1500
  • The majority of guests said rooms were dirty
  • Sticky floor
Hotel Tria : 220 Alewife Brook Pkwy. 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.61 miles south of Winchester
  • Midscale Downtown hotel
  • Fitness / Gym is on-site
From$99
Very Good 4.0 /5Reviews Call
Ac Marriott Boston North 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • 3-star Suburban property
  • Hotel has 152 rooms
From$109
Very Good 4.5 /5Read Reviews Call
Candlewood Suites 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Cheap Suburban property
  • 149 suites in hotel
  • For only 63%, the bathroom was ok
  • Friendly service
Lakeside Inn 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • 2 star Suburban hotel
  • Hotel has 89 rooms
  • Near city centre
  • TV needs to be updated
Mary Prentiss Inn
+1-800-997-5149
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • Midscale Downtown property
  • 20 rooms in hotel
  • Breakfast is good
  • All guests thought parking was inexpensive
Econo Lodge Malden / Boston - Malden
+1-888-690-5281
321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • Low priced Airport property
  • 51 sleeping rooms in hotel
  • For 52%, the rooms looked old
  • There was no toilet paper
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