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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 Boston / Woburn : 14 Hill St. 14 Hill St., Woburn, MA 01801 ~1.96 miles northeast of Winchester
  • 3-star Suburban hotel
  • Gym / Fitness Center Available
  • Good restaurants & bars in the area
  • Terrific water pressure
Best Western Plus New Englander 1 Rainin Rd., Woburn, MA 01801 ~2.10 miles northeast of Winchester
  • 3 star Suburban hotel
  • Check in: 3pm
  • Free wifi
  • Breakfast is average
Courtyard by Marriott Woburn Boston North 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • Affordable Highway hotel
  • Check-in time: 3PM
  • Great reception
  • All guests enjoyed the lobby entrance
From$76
Very Good 4.5 /5Reviews Call
Hilton Boston Woburn : 2 Forbes Rd. 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • 3-star Suburban property
  • 7 floors in hotel
  • Nice workout room
  • Lack of Wifi
Crowne Plaza Boston Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • High-end Suburban hotel
  • 10 meeting rooms in property
  • Amazing sports bar
  • Commuter train to Boston nearby
Hyatt Place Boston / Medford : 116 Riverside Ave. 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Three Star Suburban property
  • Hotel has 157 suites
  • Great service
  • Moderately priced hotel
From$107
Very Good 4.0 /5Review Score Call
Fairfield Inn Boston Woburn / Burlington in Woburn 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Midscale Suburban property
  • Complimentary breakfast is offered
  • AC needs updating
  • Great location
Courtyard by Marriott Andover 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • 3-star Suburban property
  • Hotel has 3 floors
From$64
Very Good 4.0 /5Review Score Call
Holiday Inn Express Boston Woburn - Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • Affordable Suburban property
  • Free comp. breakfast
  • Perfectly clean
  • Parking was ok, according to 63%
Extended Stay America Boston Woburn : 831 Main St. 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Three Star Suburban property
  • 100 rooms in hotel
  • No fruit
  • Housekeeping can be a problem
Hyatt House Boston / Burlington
+1-800-997-5148
2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Three Star Suburban hotel
  • Check-in: 4:00pm
  • Bar is not good
  • Plenty of parking
From$95
Very Good 4.5 /5Review Score Call
Red Roof Plus Boston Woburn : 19 Commerce Way 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Two star Suburban property
  • 5 floors in property
  • Kitchenette needs more attention
  • Bad housekeeping, according to 81%
Homewood Suites by Hilton Boston / Cambrdge / Arli 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • 3 star Suburban hotel
  • Hotel has an eco-friendly policy Read more
From$75
Very Good 4.0 /5Review Score Call
Boston Marriott Burlington - Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • High-end Suburban hotel
  • 4 suites in hotel
From$94
Very Good 4.0 /5Review Score Call
Sonesta Es Suites Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Midscale Suburban hotel
  • 141 suites in hotel
  • Accessible parking
  • About half of guests thought the wifi quality was ok
From$89
Very Good 4.5 /5Review Score Call
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
  • Hotel has 3 suites
From$109
Very Good 4.0 /5Hotel Reviews Call
Hilton Garden Inn Boston Burlington in Burlington 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Three Star Suburban hotel
  • 4 floors in hotel
From$109
Very Good 4.5 /5Latest Reviews Call
Residence Inn Marriott Boston / Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • 3-star Suburban hotel
  • 149 suites in hotel
From$87
Very Good 4.5 /5Read Reviews Call
Extended Stay America Boston / Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Economy Suburban hotel
  • Check in: 1500
  • Sticky floor
  • PAPER THIN walls
Hotel Tria 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.61 miles south of Winchester
  • 3-star Downtown property
  • Gym / Fitness Center Available
From$99
Very Good 4.0 /5Read Reviews Call
Ac Marriott Boston North 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Three Star Suburban property
  • Check-in time: 3:00PM
From$109
Very Good 4.5 /5Latest Reviews Call
Candlewood Suites - Burlington 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Inexpensive Suburban hotel
  • 149 sleeping rooms in hotel
  • Room is all right
  • Standard parking prices
Lakeside Inn : 595 North Ave. 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Two-star Suburban hotel
  • 89 sleeping rooms in hotel
  • Rooms in need of an update
  • Great bar
Mary Prentiss Inn
+1-800-997-5149
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • 3-star Downtown property
  • Free breakfast
  • Location is great
  • Delicious food
Econo Lodge Malden / Boston : 321 Broadway 321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • Cheap Airport hotel
  • Hotel has 7 suites
  • Very friendly and helpful staff
  • Disappointing food
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