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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

Hampton Inn Boston Woburn
+1-888-389-4121
371 a Washington St., Woburn, MA 01801 ~0.63 miles northeast of Winchester
  • Affordable Suburban hotel
  • 132 rooms in property
Comfort Inn Woburn
+1-888-675-2083
14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • Two star Suburban hotel
  • 65 rooms in property
Best Western Plus New Englander in Woburn
+1-800-716-8490
1 Rainin Rd., Woburn, MA 01801-4627 ~2.00 miles northeast of Winchester
  • Midscale Suburban property
  • Hotel has 5 floors
  • Most guests thought parking was inexpensive
  • Good fitness area
Courtyard by Marriott Woburn Boston North in Woburn
+1-800-805-5223
700 Unicorn Park Dr., Woburn, MA 01801 ~2.44 miles northeast of Winchester
  • 3-star Suburban hotel
  • 192 sleeping rooms in hotel
  • Good accessibility by car
  • Great French toast
From$51
Very Good 4.5 /5Read Reviews CallBookMore Details
Crowne Plaza Boston / Woburn
+1-888-965-1860
15 Middlesex Canal Park Rd., Woburn, MA 01801 ~3.09 miles north of Winchester
  • Three Star Suburban property
  • 4 suites in property
Hyatt Place Boston / Medford in Medford
+1-888-788-5576
116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Mid-scale Suburban property
  • Check-in time: 3:00PM
  • Most guests thought it was a great value
  • Great shopping
Hampton Inn Woburn Boston
+1-888-897-9207
372 Washington St., Woburn, MA 01801 ~3.11 miles north of Winchester
  • Midscale Suburban hotel
  • 6 floors in property
Homewood Suites Boston Woburn : 371 Washington St.
+1-888-311-4278
371 Washington St., Woburn, MA 01801 ~3.13 miles north of Winchester
  • 3 star Suburban property
  • Gym is available on property
Fairfield Inn Boston Woburn / Burlington : 285 Mishawum Rd.
+1-888-469-4795
285 Mishawum Rd., Woburn, MA 01801 Website ~3.33 miles north of Winchester
  • 3-star Suburban property
  • Free breakfast
  • Most guests said rooms were clean
  • Every guests reviewed enjoyed the restaurants & bars nearby
From$73
Very Good 4.0 /5Read Reviews CallBookMore Details
Holiday Inn Express Boston North Woburn
+1-888-734-9421
315 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Midscale Suburban property
  • Hotel has an eco-friendly policy Read more
Courtyard by Marriott Andover
+1-888-841-5292
240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Three Star Suburban property
  • 3 floors in property
From$64
Very Good 4.0 /5Reviews CallBookMore Details
Extended Stay America Boston Woburn : 831 Main St.
+1-888-455-5160
831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Midscale Suburban hotel
  • Access to gym on-site
  • Grocery store across the street
  • Good service
Hyatt House Boston / Burlington : 2 Van De Graaff Dr.
+1-888-965-8297
2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • 3 star Suburban hotel
  • 150 suites in property
  • Accessible parking
  • Conventional furniture
Red Roof Plus Boston Woburn - Woburn
+1-888-906-6358
19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Economy Suburban property
  • 5 floors in property
  • Bad housekeeping, according to 81%
  • Dated public areas
Homewood Suites by Hilton Boston / Cambridge / Arlington : 1 Massachusetts Ave.
+1-888-749-6785
1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • 3 star Suburban property
  • 121 suites in hotel
From$89
Very Good 4.0 /5Reviews CallBookMore Details
Boston Marriott Burlington : 1 Burlington Mall Rd.
+1-888-878-9982
1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • High-end Suburban property
  • 419 rooms in property
From$119
Very Good 4.0 /5Reviews CallBookMore Details
AC Hotel by Marriott Boston Cambridge
+1-888-389-4485
10 Acorn Park Dr., Cambridge, MA 02140 ~3.94 miles south of Winchester
  • Four star Suburban hotel
  • 150 sleeping rooms in hotel
From$80
Very Good 4.5 /5Reviews CallBookMore Details
Sonesta Es Suites Burlington Boston in Burlington
+1-888-389-4121
11 Old Concord Rd., Burlington, MA 01803 ~4.01 miles west of Winchester
  • Affordable Suburban property
  • Access to gym on-site
Hilton Garden Inn Boston Burlington
+1-888-675-2083
5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Mid-scale Suburban property
  • Check in time: 3:00pm
Residence Inn by Marriott Boston / Burlington
+1-800-716-8490
400 District Ave., Burlington, MA 01803 ~4.25 miles west of Winchester
  • 3 star Suburban property
  • Hotel has 170 suites
Execustay at Cambridge Park - Cambridge
+1-800-805-5223
30 Cambridge Park Dr., Cambridge, MA 02140 ~4.25 miles south of Winchester
  • Three Star property
  • 8 floors in hotel
Residence Inn Marriott Boston / Woburn in Woburn
+1-888-965-1860
300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Affordable Suburban property
  • Free breakfast
From$110
Very Good 4.5 /5Recent Reviews CallBookMore Details
Extended Stay America Boston / Burlington
+1-888-788-5576
40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Low priced Suburban hotel
  • 3 floors in hotel
  • Almost all guests thought they were poorly maintained
  • About half of guests thought the service was professional
From$82
Average 3.0 /5Reviews CallBookMore Details
Freepoint Hotel Cambridge Tapestry Collection by Hilton : 220 Alewife Brook Pkwy.
+1-888-897-9207
220 Alewife Brook Pkwy., Cambridge, MA 02138 Website ~4.61 miles south of Winchester
  • Four star Downtown property
  • Free breakfast
Porter Square Hotel : 1924 Massachusetts Ave.
+1-888-311-4278
1924 Massachusetts Ave., Cambridge, MA 02140 ~4.64 miles south of Winchester
  • 3-star property
  • 9 suites in property
From$90
Very Good 4.5 /5Read Reviews CallBookMore Details
Next 25 Winchester Hotels >  [1 - 25 of 50]    
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Graph: Upcoming 20 Days of Winchester Hotel Rates

Rates shown are nightly rates before taxes and do not necessarily reflect all Winchester, MA discounts available. The chart reflects the cheapest Winchester hotel for each day and each star rating category.

FAQs about hotels in Winchester

What are the top reviewed hotels in Winchester?

The Inn at Hastings Park, Courtyard by Marriott Woburn Boston North and Hyatt House Boston are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in Winchester?

Boston Marriott Burlington, AC Hotel by Marriott Boston Cambridge and Freepoint Hotel Cambridge Tapestry Collection by Hilton are the top 3 luxury hotels near Winchester city center.

What hotels are closest to the city center of Winchester?

Hampton Inn Boston Woburn, Comfort Inn Woburn, and Best Western Plus New Englander are the properties closest to Winchester city center.

How much does a cheap hotel in Winchester cost per night?

In the last year, a 2 star hotel in Winchester can be as cheap as $138.38 per night. (based on HotelPlanner prices)

How much does a 3 star hotel in Winchester cost per night?

In the last year, the average 3 star hotel in Winchester has been $150.05 per night. (based on HotelPlanner prices)

How much does a 4-5 star hotel in Winchester cost?

In the last year, the average 4 star hotel in Winchester has been $221.07 per night. (based on HotelPlanner prices)

What are the most popular independent hotels in Winchester?

The Inn at Hastings Park, Porter Square Hotel and The Row Hotel Boston are the best rated independent hotels (not part of a big brand).

What are the most popular Marriott hotels in Winchester?

Courtyard by Marriott Woburn Boston North, Residence Inn Marriott Boston and AC Marriott Boston North are the best rated Marriott/Starwood branded hotels (based on customer reviews score).

What are the best Choice Hotels branded hotels in Winchester?

Comfort Inn Woburn, Quality Inn Revere and Quality Inn & Suites Lexington are the best rated Choice Hotels branded hotels (based on HotelPlanner reviews score).

What are the most popular IHG hotels in Winchester?

Crowne Plaza Boston, Holiday Inn Express Boston North Woburn and Holiday Inn Boston Bunker Hill are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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