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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 in Woburn
+1-888-389-4121
371 a Washington St., Woburn, MA 01801 ~0.63 miles northeast of Winchester
  • 3 star Suburban property
  • 5 floors in property
From$75
Very Good 4.0 /5 Latest Reviews Call BookMore Details
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Comfort Inn Woburn - Boston
+1-888-675-2083
14 Hill St., Woburn, MA 01801 ~1.97 miles northeast of Winchester
  • Low priced Suburban hotel
  • Check-in time: 11:00
From$60
Very Good 4.0 /5 Reviews Call BookMore Details
Best Western Plus New Englander in Woburn
+1-800-716-8490
1 Rainin Rd., Woburn, MA 01801 ~2.00 miles northeast of Winchester
  • Midscale Suburban property
  • 3 conference rooms in property
  • Good business facilities
  • Elevator in need of updating
From$72
Average 3.5 /5 Hotel Reviews Call BookMore 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
  • Mid-scale Suburban hotel
  • Hotel has 9 suites
  • Pleasant hotel grounds
  • Terrific location
From$51
Very Good 4.0 /5 Hotel Reviews Call BookMore Details
Hilton Boston/Woburn in Woburn
+1-888-965-1860
2 Forbes Rd., Woburn, MA 01801 ~2.96 miles north of Winchester
  • Four-star Suburban hotel
  • Hotel has 344 rooms
  • Nice pool
  • Clean facilities
From$75
Very Good 4.0 /5 Reviews Call BookMore Details
Crowne Plaza Boston - Woburn, an IHG Hotel - Woburn
+1-888-788-5576
15 Middlesex Canal Park, Woburn, MA 01801 ~3.00 miles north of Winchester
  • High end Suburban property
  • Check in: 3p
From$105
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hyatt Place Boston / Medford : 116 Riverside Ave.
+1-888-897-9207
116 Riverside Ave., Medford, MA 02155 ~3.11 miles southeast of Winchester
  • Mid-scale Suburban property
  • Hotel has 8 floors
  • Accessible parking
  • Room service could have been improved
From$89
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hampton Inn Woburn Boston
+1-888-311-4278
372 Washington St., Woburn, MA 01801 ~3.11 miles north of Winchester
  • 3-star Suburban property
  • 132 rooms in hotel
From$119
Average 3.0 /5 Recent Reviews Call BookMore Details
Homewood Suites Boston Woburn - Woburn
+1-888-469-4795
371 Washington St., Woburn, MA 01801 ~3.13 miles north of Winchester
  • 3 star Suburban property
  • Gym / Fitness Center Available
From$130
Average 3.0 /5 Latest Reviews Call BookMore Details
Fairfield Inn by Marriott Boston Woburn-Burlington in Woburn
+1-888-734-9421
285 Mishawum Rd., Woburn, MA 01801 ~3.33 miles north of Winchester
  • Midscale Highway hotel
  • 129 rooms in property
From$64
Very Good 4.0 /5 Guest Reviews Call BookMore Details
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
  • Affordable Suburban hotel
  • Hotel has 93 rooms
From$84
Average 3.0 /5 Latest Reviews Call BookMore Details
Sonesta Select Boston Woburn Burlington - Woburn
+1-888-455-5160
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 /5 Guest Reviews Call BookMore Details
Extended Stay America Suites Boston Woburn
+1-888-965-8297
831 Main St., Woburn, MA 01801 ~3.50 miles north of Winchester
  • Mid-scale Suburban hotel
  • Complimentary breakfast is offered
  • Dirty breakfast
  • Every guests reviewed were happy with the price of the breakfast
From$107
Average 3.0 /5 Review Score Call BookMore Details
Hyatt House Boston / Burlington - Burlington
+1-888-906-6358
2 Van De Graaff Dr., Burlington, MA 01803 ~3.51 miles northwest of Winchester
  • 3 star Suburban property
  • 3 floors in property
  • Most guests thought parking was inexpensive
  • Near Burlington mall
From$95
Very Good 4.0 /5 Review Score Call BookMore Details
Red Roof Plus+ Boston Woburn / Burlington in Woburn
+1-888-749-6785
19 Commerce Way, Woburn, MA 01801 ~3.54 miles north of Winchester
  • Two star Suburban property
  • Hotel has 159 rooms
From$60
Average 3.0 /5 Read Reviews Call BookMore Details
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Homewood Suites by Hilton Boston / Cambridge / Arlington - Arlington
+1-888-878-9982
1 Massachusetts Ave., Arlington, MA 02474 ~3.70 miles south of Winchester
  • Mid-scale Suburban property
  • 121 rooms in hotel
From$89
Very Good 4.0 /5 Read Reviews Call BookMore Details
Boston Marriott Burlington in Burlington
+1-888-389-4485
1 Burlington Mall Rd., Burlington, MA 01803 ~3.90 miles northwest of Winchester
  • Four-star Suburban hotel
  • 9 floors in hotel
From$119
Very Good 4.0 /5 Latest Reviews Call BookMore 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 hotel
  • Hotel has 6 suites
From$80
Very Good 4.5 /5 Reviews Call BookMore Details
Sonesta Es Suites Burlington Boston : 11 Old Concord Rd.
+1-888-675-2083
11 Old Concord Rd., Burlington, MA 01803 ~4.01 miles west of Winchester
  • 3 star Suburban property
  • Check-in time: 3:00 PM
From$75
Very Good 4.0 /5 Read Reviews Call BookMore Details
Hilton Garden Inn Boston/Burlington : 5 Wheeler Rd.
+1-800-716-8490
5 Wheeler Rd., Burlington, MA 01803 ~4.05 miles west of Winchester
  • Affordable Suburban property
  • 4 floors in hotel
From$89
Very Good 4.0 /5 Review Score Call BookMore Details
Residence Inn by Marriott Boston Burlington : 400 District Ave.
+1-800-805-5223
400 District Ave., Burlington, MA 01803 ~4.25 miles west of Winchester
  • Midscale Suburban hotel
  • Free breakfast
From$80
Very Good 4.0 /5 Latest Reviews Call BookMore Details
Residence Inn by Marriott Boston Woburn - Woburn
+1-888-965-1860
300 Presidential Way, Woburn, MA 01801 ~4.51 miles north of Winchester
  • 3 star Suburban hotel
  • Comp. Breakfast
From$110
Very Good 4.0 /5 Review Score Call BookMore Details
Extended Stay America Suites Boston Burlington
+1-888-788-5576
40 South Ave., Burlington, MA 01803 ~4.55 miles west of Winchester
  • Economy Suburban property
  • Hotel has 140 rooms
  • Close to major highways
  • Disappointing food
From$82
Average 3.0 /5 Recent Reviews Call BookMore Details
Freepoint Hotel Cambridge, Tapestry Collection by Hilton
+1-888-897-9207
220 Alewife Brook Pkwy., Cambridge, MA 02138 ~4.61 miles south of Winchester
  • Four-star Downtown hotel
  • Hotel has 4 floors
From$55
Very Good 4.0 /5 Reviews Call BookMore Details
Porter Square Hotel
+1-888-311-4278
1924 Massachusetts Ave., Cambridge, MA 02140 ~4.64 miles south of Winchester
  • Mid-scale hotel
  • 5 floors in property
From$90
Very Good 4.0 /5 Guest Reviews Call BookMore Details
AC Marriott Boston North
+1-888-469-4795
95 Station Landing, Medford, MA 02155 ~4.66 miles southeast of Winchester
  • Affordable Suburban property
  • 152 rooms in property
From$134
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel 1868
+1-888-734-9421
1868 Massachusetts Ave., Cambridge, MA 02140 ~4.74 miles south of Winchester
  • Midscale hotel
From$90
Average 3.0 /5 Reviews Call BookMore Details
Sonesta Simply Suites Boston Burlington : 130 Middlesex Turnpike
+1-888-841-5292
130 Middlesex Turnpike, Burlington, MA 01803 ~4.78 miles west of Winchester
  • Cheap Suburban hotel
  • Hotel has an eco-friendly policy See more
  • There was no continental breakfast
  • Breakfast can be improved
From$75
Average 3.0 /5 Latest Reviews Call BookMore Details
Lakeside Inn
+1-888-455-5160
595 North Ave., Wakefield, MA 01880 ~4.82 miles northeast of Winchester
  • Two star Suburban hotel
  • 89 rooms in property
  • Most guests thought parking was inexpensive
  • Most guests complained about the room service
From$53
Average 3.0 /5 Reviews Call BookMore Details
Archer Hotel Boston/Burlington - Burlington
+1-888-965-8297
18 3rd Ave., Burlington, MA 01803 ~4.95 miles west of Winchester
  • Four-star Suburban hotel
  • Hotel has 147 rooms
From$99
Average 3.0 /5 Review Score Call BookMore Details
La Quinta Inn Boston Somerville by Wyndham : 23 Cummings St.
+1-888-906-6358
23 Cummings St., Somerville, MA 02145 ~5.00 miles southeast of Winchester
  • Midscale property
  • 7 floors in property
From$99
Average 3.0 /5 Guest Reviews Call BookMore Details
The Inn at Hastings Park, Relais & Châteaux : 2027 Massachusetts Ave.
+1-888-749-6785
2027 Massachusetts Ave., Lexington, MA 02421 ~5.07 miles west of Winchester
  • 4-star Suburban property
  • 3 floors in property
From$140
Very Good 4.0 /5 Review Score Call BookMore Details
Cambria Boston Somerville in Somerville
+1-888-878-9982
515 Somerville Ave., Somerville, MA 02143 ~5.22 miles south of Winchester
  • Midscale hotel
  • 163 sleeping rooms in hotel
From$80
Average 3.0 /5 Reviews Call BookMore Details
Econo Lodge Boston - Malden
+1-888-389-4485
321 Broadway, Malden, MA 02148 ~5.24 miles east of Winchester
  • Two star Airport hotel
  • 7 suites in property
  • Service is relatively professional
  • Standard air conditioning
The Row Hotel at Assembly Row, Autograph Collection
+1-888-389-4121
360 Foley St., Somerville, MA 02145 ~5.25 miles southeast of Winchester
  • Expensive Suburban hotel
  • 5 floors in hotel
From$139
Very Good 4.5 /5 Recent Reviews Call BookMore Details
Sheraton Commander Hotel
+1-888-675-2083
16 Garden St., Cambridge, MA 02138 ~5.33 miles south of Winchester
  • Expensive Downtown hotel
  • 5 conference rooms in property
  • Friendly attendants
  • Most guests found the staff to be very friendly
From$129
Very Good 4.0 /5 Reviews Call BookMore Details
Encore Boston Harbor Leg - Everett
+1-800-716-8490
1 Broadway, Everett, MA 02149 ~5.43 miles southeast of Winchester
  • Mid-scale hotel
  • Check-in time: 15:00
From$90
Very Good 4.0 /5 Recent Reviews Call BookMore Details
Hotel Malden Ma Bro : 551 Broadway
+1-800-805-5223
551 Broadway, Malden, MA 2148 ~5.48 miles east of Winchester
  • 3-star hotel
  • Check-in: 15:00
From$90
Average 3.0 /5 Reviews Call BookMore Details
Colonial Traveler Inn - Saugus
+1-888-965-1860
1753 Broadway, Saugus, MA 01906 ~5.65 miles east of Winchester
  • Cheap Highway property
  • 2 floors in property
From$60
Average 3.0 /5 Recent Reviews Call BookMore Details
Irving House at Harvard - Cambridge
+1-888-788-5576
24 Irving St., Cambridge, MA 02138 ~5.68 miles south of Winchester
  • Mid-scale Downtown hotel
  • Has environment-friendly policy Learn more
From$80
Very Good 4.0 /5 Guest Reviews Call BookMore Details
Harvard Square Hotel
+1-888-897-9207
110 Mount Auburn St., Cambridge, MA 02138 ~5.76 miles south of Winchester
  • Economy Downtown property
  • 73 rooms in hotel
From$225
Average 3.0 /5 Latest Reviews Call BookMore Details
The Charles Hotel
+1-888-311-4278
1 Bennett St., Cambridge, MA 02138 ~5.79 miles south of Winchester
  • 4 star Downtown property
  • 10 floors in property
From$184
Very Good 4.0 /5 Reviews Call BookMore Details
Quality Inn Boston - Revere
+1-888-469-4795
100 Morris St., Revere, MA 02151 ~5.82 miles east of Winchester
  • Affordable Highway hotel
  • 154 rooms in property
  • Older property
  • Pool was dirty
From$70
Very Good 4.0 /5 Read Reviews Call BookMore Details
Holiday Inn Express Saugus (Logan Airport) An Ihg Hotel - Saugus
+1-888-734-9421
999 Broadway, Saugus, MA 01906 ~5.82 miles east of Winchester
  • Economical Airport property
  • 145 rooms in hotel
  • Bathroom could be optimized
  • Most guests said rooms were clean
From$82
Very Good 4.0 /5 Review Score Call BookMore Details
Quality Inn & Suites Lexington : 440 Bedford St.
+1-888-841-5292
440 Bedford St., Lexington, MA 02420 ~5.83 miles west of Winchester
  • Midscale Suburban property
  • Hotel has 2 floors
From$80
Average 3.0 /5 Hotel Reviews Call BookMore Details
Holiday Inn Boston Bunker Hill Area : 30 Washington St.
+1-888-455-5160
30 Washington St., Someville, MA 02143 ~5.84 miles southeast of Winchester
  • Three Star Downtown property
  • Check in time: 4:00pm
From$96
Average 3.0 /5 Read Reviews Call BookMore Details
Envision Hotel Boston Everett in Everett
+1-888-965-8297
1834 Revere Beach Pkwy., Everett, MA 02149 ~5.84 miles southeast of Winchester
  • Mid-scale Airport hotel
  • Check-in: 3:00 PM
From$65
Very Good 4.5 /5 Guest Reviews Call BookMore Details
Red Roof Plus Boston Logan
+1-888-906-6358
920 Broadway, Saugus, MA 01906 ~5.86 miles east of Winchester
  • Two star Highway property
  • Check-in time: 2PM
  • Terrific A/C
  • Modern decor
From$54
Average 3.0 /5 Hotel Reviews Call BookMore Details
Woodspring Suites Signature Boston North
+1-888-749-6785
832 Broadway, Saugus, MA 01906 Website ~5.87 miles east of Winchester
  • Mid-scale Suburban hotel
  • Fitness center on property
From$53
Average 3.0 /5 Guest Reviews Call BookMore Details
Hotel Veritas
+1-888-878-9982
1 Remington St., Cambridge, MA 02138 ~5.96 miles south of Winchester
  • High-end Downtown hotel
  • Check in: 3:00 PM
  • Terrific location
  • Quiet elegance
From$149
Very Good 4.0 /5 Read Reviews Call BookMore Details

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 best rated hotels in Winchester?

AC Hotel by Marriott Boston Cambridge, The Row Hotel at Assembly Row, Autograph Collection and Envision Hotel Boston Everett are the best rated hotels based on customer reviews in the last 365 days.

What are the most high-end hotels in Winchester?

Hilton Boston, Crowne Plaza Boston - Woburn, an IHG Hotel and Boston Marriott Burlington 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 - Boston, 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 $127.10 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 $140.59 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 $166.59 per night. (based on HotelPlanner prices)

What are the best independent hotels in Winchester?

Envision Hotel Boston Everett, Porter Square Hotel and The Inn at Hastings Park, Relais & Châteaux 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, Fairfield Inn by Marriott Boston Woburn-Burlington and Boston Marriott Burlington 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 - Boston, Quality Inn Boston - 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, an IHG Hotel, Holiday Inn Express Saugus (Logan Airport) An Ihg Hotel and Holiday Inn Express Boston North Woburn are the best rated Intercontinental Hotel Group (IHG) branded hotels (based on user reviews score).

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