Star Rating
Hotel Name
Price Range (USD)to
Amenities

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 in Woburn
+1-888-690-5247
14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • Inexpensive Suburban property
  • Check-in: 11:00
Best Western Plus New Englander
+1-888-305-3366
1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • Mid-scale Suburban hotel
  • Check-in: 3pm
  • Good restaurants & bars in the area
  • Amazing staff
Courtyard by Marriott Woburn Boston North
+1-800-881-1523
700 Unicorn Park Dr., Woburn, MA 01801 Website ~2.44 miles northeast of Winchester
  • 3-star Suburban hotel
  • 9 suites in property
  • For 56%, maintenance was acceptable
  • The majority of guests said rooms were clean
From$51
Very Good 4.5 /5Reviews CallBookMore Details
Hilton Boston Woburn in Woburn
+1-888-283-3404
2 Forbes Rd., Woburn, MA 01801 ~2.94 miles north of Winchester
  • 3-star Suburban hotel
  • Hotel has 7 floors
  • Minibar can be a problem
  • Fantastic service
Crowne Plaza Boston Woburn
+1-866-221-8581
15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • High end Suburban hotel
  • 10 meeting rooms in hotel
  • Great room
  • About half of guests thought the furniture was functional
From$105
Very Good 4.0 /5Recent Reviews CallBookMore Details
Hyatt Place Boston / Medford
+1-866-429-5787
116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Three Star Suburban property
  • Hotel has 157 rooms
  • Great service
  • Bathroom could be bigger
From$89
Very Good 4.0 /5Review Score CallBookMore Details
Fairfield Inn Boston Woburn / Burlington - Woburn
+1-888-690-5281
285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Affordable Suburban property
  • Free comp. breakfast
  • Good restaurants & bars in the area
  • Most guests said the reception staff was great
Holiday Inn Express Boston North Woburn
+1-888-690-5247
315 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Three Star Suburban hotel
  • Fitness / Gym is on-site
From$84
Very Good 4.0 /5Read Reviews CallBookMore Details
Courtyard by Marriott Andover : 240 Mishawum Rd.
+1-888-305-3366
240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Midscale Suburban hotel
  • 2 suites in property
From$64
Very Good 4.0 /5Read Reviews CallBookMore Details
Extended Stay America Boston Woburn in Woburn
+1-800-881-1523
831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • 3 star Suburban hotel
  • Hotel has 3 floors
  • 1 out of 2 guests said rooms were big enough
  • No fruit
Hyatt House Boston / Burlington - Burlington
+1-888-283-3404
2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • Three Star Suburban property
  • Free comp. breakfast
  • Gym and business center is very convenient
  • Best value for money
From$95
Very Good 4.5 /5Review Score CallBookMore Details
Red Roof Plus Boston Woburn
+1-866-221-8581
19 Commerce Way, Woburn, MA 01801 Website ~3.51 miles north of Winchester
  • Economical Suburban hotel
  • Free breakfast
  • Close to shopping and restaurants
  • Most guests thought rooms were spacious
From$59
Very Good 4.0 /5Reviews CallBookMore Details
Homewood Suites by Hilton Boston / Cambridge / Arlington
+1-866-429-5787
1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • 3 star Suburban hotel
  • Comp. Breakfast
From$89
Very Good 4.0 /5Read Reviews CallBookMore Details
Boston Marriott Burlington
+1-888-690-5281
1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • Expensive Suburban hotel
  • 9 floors in hotel
From$119
Very Good 4.0 /5Latest Reviews CallBookMore Details
AC Hotel by Marriott Boston Cambridge
+1-888-690-5247
10 Acorn Park Dr., Cambridge, MA 02140 ~4.00 miles south of Winchester
  • Expensive Suburban hotel
  • Check in: 3:00pm
From$113
Very Good 4.5 /5Guest Reviews CallBookMore Details
Sonesta Es Suites Burlington Boston in Burlington
+1-888-305-3366
11 Old Concord Rd., Burlington, MA 01803 ~4.01 miles west of Winchester
  • 3 star Suburban property
  • Gym is available on property
From$75
Very Good 4.5 /5Reviews CallBookMore Details
Hilton Garden Inn Boston Burlington : 5 Wheeler Rd.
+1-800-881-1523
5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Three Star Suburban hotel
  • Hotel has 179 rooms
Execustay at Cambridge Park
+1-888-283-3404
30 Cambridge Park Dr., Cambridge, MA 02140 ~4.25 miles south of Winchester
  • Three Star property
  • Hotel has 312 rooms
Residence Inn Marriott Boston / Woburn in Woburn
+1-866-221-8581
300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Midscale Suburban hotel
  • Hotel has 149 rooms
From$110
Very Good 4.5 /5Guest Reviews CallBookMore Details
Extended Stay America Boston / Burlington in Burlington
+1-866-429-5787
40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Two star Suburban hotel
  • 140 sleeping rooms in hotel
  • NO toilet paper
  • Hotel facilities could use a good clean
Freepoint Cambridge Tapestry Collection by Hilton
+1-888-690-5281
220 Alewife Brook Pkwy., Cambridge, MA 02138 Website ~4.61 miles south of Winchester
  • High-end Downtown property
  • Free breakfast available
Porter Square Hotel - Cambridge
+1-888-690-5247
1924 Massachusetts Ave., Cambridge, MA 02140 ~4.64 miles south of Winchester
  • 3 star property
  • Check in time: 15:00
From$90
Very Good 4.0 /5Reviews CallBookMore Details
AC Marriott Boston North in Medford
+1-888-305-3366
95 Station Landing, Medford, MA 02155 Website ~4.66 miles southeast of Winchester
  • Three Star Suburban property
  • 152 rooms in hotel
From$134
Very Good 4.5 /5Read Reviews CallBookMore Details
Hotel 1868 : 1868 Massachusetts Ave.
+1-800-881-1523
1868 Massachusetts Ave., Cambridge, MA 02140 ~4.74 miles south of Winchester
  • 3 star property
  • Hotel has 50 rooms
Candlewood Suites Burlington
+1-888-283-3404
130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Two-star Suburban property
  • Hotel has 149 rooms
  • Good accessibility by car
  • Great service
Next 25 Winchester Hotels >  [1 - 25 of 50]    
Next: See My Winchester Hotels with Pricing
Back to Top