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

Hampton Inn Boston Woburn in 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
  • Check in time: 11:00
Best Western Plus New Englander
+1-800-716-8490
1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • Three Star Suburban property
  • 5 floors in property
  • Great parking, according to 96%
  • Most guests said the bathroom was dirty
From$72
Average 3.5 /5Reviews CallBookMore Details
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
  • Midscale Suburban hotel
  • 6 floors in hotel
  • Excellent amenities
  • Great French toast
From$51
Very Good 4.5 /5Reviews CallBookMore Details
Hilton Boston / Woburn
+1-888-965-1860
2 Forbes Rd., Woburn, MA 01801 ~2.87 miles north of Winchester
  • Mid-scale Suburban hotel
  • Check in time: 4:00pm
Crowne Plaza Boston Woburn in Woburn
+1-888-788-5576
15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • Expensive Suburban property
  • Hotel has 4 floors
From$105
Very Good 4.0 /5Hotel Reviews CallBookMore Details
Hyatt Place Boston / Medford in Medford
+1-888-897-9207
116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • 3 star Suburban hotel
  • 8 floors in property
  • Most guests thought rooms were spacious
  • AC needs updating
Hampton Inn Woburn Boston in Woburn
+1-888-311-4278
372 Washington St., Woburn, MA 01801 ~3.11 miles north of Winchester
  • 3-star Suburban hotel
  • Gym is available on property
Homewood Suites Boston Woburn : 371 Washington St.
+1-888-469-4795
371 Washington St., Woburn, MA 01801 ~3.13 miles north of Winchester
  • 3 star Suburban property
  • Hotel has 6 floors
Fairfield Inn Boston Woburn / Burliington
+1-888-734-9421
285 Mishawum Rd., Woburn, MA 01801 Website ~3.33 miles north of Winchester
  • Mid-scale Highway property
  • 129 sleeping rooms in hotel
Holiday Inn Express Boston North Woburn : 315 Mishawum Rd.
+1-888-841-5292
315 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • Three Star Suburban hotel
  • Fitness center on property
Sonesta Select Boston Woburn Burlington in Woburn
+1-888-455-5160
240 Mishawum Rd., Woburn, MA 01801 ~3.35 miles north of Winchester
  • 3-star Suburban property
  • Check-in time: 3:00 PM
Extended Stay America - Boston - Woburn : 831 Main St.
+1-888-965-8297
831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • 3-star Suburban property
  • 3 floors in property
  • Close to public transport
  • Beds need improvement
Hyatt House Boston / Burlington
+1-888-906-6358
2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • 3-star Suburban hotel
  • 3 floors in hotel
  • Close to Burlington Mall
  • Exceptional price
From$95
Very Good 4.5 /5Reviews CallBookMore Details
Red Roof Inn PLUS+ Boston - Woburn/ Burlington
+1-888-749-6785
19 Commerce Way, Woburn, MA 01801 ~3.51 miles north of Winchester
  • Low-priced Suburban hotel
  • Check-in: 3:00 PM
  • Terrible amenities
  • About half of guests said the wifi quality was bad
From$59
Very Good 4.0 /5Read Reviews CallBookMore Details
Homewood Suites by Hilton Boston / Cambridge / Arlington
+1-888-878-9982
1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • Affordable Suburban hotel
  • 121 rooms in property
Boston Marriott Burlington in Burlington
+1-888-389-4485
1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • High-end Suburban hotel
  • 419 rooms in hotel
From$119
Very Good 4.0 /5Review Score CallBookMore Details
AC Hotel by Marriott Boston Cambridge in Cambridge
+1-888-389-4121
10 Acorn Park Dr., Cambridge, MA 02140 ~3.94 miles south of Winchester
  • Four star Suburban property
  • 4 floors in property
From$80
Very Good 4.5 /5Review Score CallBookMore Details
Sonesta Es Suites Burlington Boston
+1-888-675-2083
11 Old Concord Rd., Burlington, MA 01803 ~4.01 miles west of Winchester
  • 3-star Suburban hotel
  • Access to gym on-site
From$75
Very Good 4.5 /5Review Score CallBookMore Details
Hilton Garden Inn Boston Burlington - Burlington
+1-800-716-8490
5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • 3 star Suburban property
  • Hotel has 6 meeting rooms
From$89
Very Good 4.0 /5Reviews CallBookMore Details
Residence Inn by Marriott Boston / Burlington in Burlington
+1-800-805-5223
400 District Ave., Burlington, MA 01803 ~4.25 miles west of Winchester
  • 3-star Suburban hotel
  • Hotel has 170 rooms
Residence Inn by Marriott Boston Woburn
+1-888-965-1860
300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • Mid-scale Suburban hotel
  • Hotel has 149 suites
From$110
Very Good 4.5 /5Guest 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 Cost Suburban hotel
  • Hotel has 140 rooms
  • Dirty towels
  • More comfort would be nice
Freepoint Hotel Cambridge Tapestry Collection by Hilton
+1-888-897-9207
220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.61 miles south of Winchester
  • High end Downtown hotel
  • Check in: 3:00 PM
Porter Square Hotel - Cambridge
+1-888-311-4278
1924 Massachusetts Ave., Cambridge, MA 02140 ~4.64 miles south of Winchester
  • 3-star hotel
  • 5 floors in property
From$90
Very Good 4.5 /5Read Reviews CallBookMore Details
Next 25 Winchester Hotels >  [1 - 25 of 50]    
Next: See My Winchester Hotels with Pricing

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 up-scale hotels in Winchester?

Crowne Plaza Boston Woburn, Boston Marriott Burlington and AC Hotel by Marriott Boston Cambridge 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 $120.25 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 $143.38 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 $193.71 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 by Marriott Boston Woburn 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 best IHG hotels in Winchester?

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

Back to Top