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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
  • 2 star Suburban property
  • Gym / Fitness Center Available
Best Western Plus New Englander : 1 Rainin Rd. 1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • Midscale Suburban hotel
  • 5 conference rooms in property
  • Internet is average
  • Bath tubs didn't drain
Courtyard by Marriott Woburn Boston North - Woburn 700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • Midscale Highway hotel
  • 6 floors in hotel
  • Pleasant hotel grounds
  • Free Wifi
From$60
Very Good 4.5 /5Reviews CallBookMore Details
Hilton Boston Woburn - Woburn 2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • 3-star Suburban hotel
  • Check in time: 4:00pm
  • Minibar can be a problem
  • Bar tender
Crowne Plaza Boston Woburn 15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • Expensive Suburban hotel
  • 10 meeting rooms in property
  • Only thing that needs to improve is the WI FI
  • Spacious bathroom
Hyatt Place Boston / Medford 116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Three Star Suburban hotel
  • Free comp. breakfast
  • Good breakfast
  • Large TV
From$107
Very Good 4.0 /5Guest Reviews CallBookMore Details
Fairfield Inn Boston Woburn / Burlington - Woburn 285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Midscale Suburban property
  • Complimentary breakfast is offered
  • Free internet
  • Not much variety for breakfast
Courtyard by Marriott Andover 240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Midscale Suburban property
  • Gym is available on property
Holiday Inn Express Boston Woburn - Woburn 315 Mishawum Rd., Woburn, MA 01801 ~3.36 miles north of Winchester
  • Affordable Suburban hotel
  • Fitness + Health Center
  • Breakfast food did not smell
  • Bathroom is small
From$98
Very Good 4.0 /5Reviews CallBookMore Details
Extended Stay America Boston Woburn 831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • 3-star Suburban hotel
  • Hotel has 3 floors
  • Disappointing food
  • Good accessibility by car
Hyatt House Boston / Burlington in Burlington 2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • 3-star Suburban hotel
  • Hotel has 150 rooms
  • Average wifi quality
  • Free internet
Red Roof Plus Boston Woburn 19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Low-priced Suburban property
  • 5 floors in property
  • Public areas were a little worn
  • Dated public areas
Homewood Suites by Hilton Boston / Cambrdge / Arli 1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • 3 star Suburban hotel
  • Free breakfast
From$129
Very Good 4.0 /5Review Score CallBookMore Details
Boston Marriott Burlington - Burlington 1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • High end Suburban hotel
  • Check in: 3:00 PM
Sonesta Es Suites Burlington 11 Old Concord Rd., Burlington, MA 01803 ~4.00 miles west of Winchester
  • Midscale Suburban property
  • Complimentary breakfast is offered
  • Most guests thought, the hotel was modern
  • Classy place
AC Hotel by Marriott Boston Cambridge in Cambridge 10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • Four star Suburban property
  • 8 meeting rooms in property
Hilton Garden Inn Boston Burlington : 5 Wheeler Rd. 5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • 3-star Suburban hotel
  • Check in time: 3:00pm
Residence Inn Marriott Boston / Woburn - Woburn 300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Three Star Suburban hotel
  • Free complimentary breakfast
Extended Stay America Boston / Burlington in Burlington 40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Low-priced Suburban property
  • 140 sleeping rooms in hotel
  • Spacious rooms
  • Kitchenette needs more attention
From$82
Average 3.0 /5Reviews CallBookMore Details
Freepoint 220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.61 miles south of Winchester
  • Four star Downtown hotel
  • Free complimentary breakfast
AC Marriott Boston North 95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Affordable Suburban hotel
  • Hotel has 3 meeting rooms
From$134
Very Good 4.5 /5Reviews CallBookMore Details
Candlewood Suites : 130 Middlesex Turnpike 130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Two-star Suburban hotel
  • Hotel has 149 suites
  • There was no continental breakfast
  • Near public transportation to get into the city
Lakeside Inn - Wakefield 595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Inexpensive Suburban property
  • Check-in: 3:00PM
  • Fantastic service
  • Most guests were disappointed with the minibar
Mary Prentiss Inn - Cambridge
+1-800-881-1523
6 Prentiss St., Cambridge, MA 02140 ~5.00 miles south of Winchester
  • 3-star Downtown hotel
  • 20 rooms in property
  • Yummy desserts, said 78%
  • Food is to die for
Econo Lodge Malden / Boston 321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • 2-star Airport hotel
  • Free comp. breakfast
  • Service is adequate
  • Very friendly and helpful staff
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