Hotels and Motels near Winchester, MA
Rates shown below are averages. Use Form above to see rates for your dates.
2.1 miles
Best Western Plus New Englander Hotel Woburn - I-93, Exit 27 One Rainin Road, I-93, Exit 27, Woburn, MA 01801
2.1 miles from Winchester
Enter Dates
From $90
Check In 1600 Check Out 1100
Rated Average
Upper-midscale, smoke-free hotel
13 miles east of Hanscom AFB
Heated indoor swimming pool - exercise room
Restaurant - lounge
Restaurant open for lunch and dinner only
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
More >
- $20 per night fee for each pet. - May 2021
TripAdvisor Traveler Rating: Based on 729 reviews Read Recent Reviews
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"The hotel room was hot and humid; I complained twice, but was told that no other rooms were available. I had an uncomfortable 2-night stay because of this.2016-07-27 "
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2.1 miles
Comfort Inn Woburn - I-93, Exit 27 14 Hill Street, I-93, Exit 27, Woburn, MA 01801
2.1 miles from Winchester
Enter Dates
From $81
Check In 14 00 Check Out 11 00
Rated High
Midscale, smoke-free hotel 13 miles east of Hanscom AFB
No swimming pool
Exercise room
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 267 reviews Read Recent Reviews
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"Close to Stoneham Center. Reasonably priced. The room and bed were nice, and the hotel staff was pleasant.2015-12-03 "
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2.5 miles
Courtyard by Marriott North Woburn - I-93, Exit 27 700 Unicorn Park Drive, I-93, Exit 27, Woburn, MA 01801
2.5 miles from Winchester
Enter Dates
From $144
Check In 1500 Check Out 1200
Rated Very High
Upscale, smoke-free hotel
13 miles east of Hanscom AFB
6 floors; 186 rooms, 6 suites
Heated indoor swimming pool - exercise room
Restaurant - lounge
Restaurant open for breakfast and dinner only
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 659 reviews Read Recent Reviews
3.0 miles
Hyatt Place Hotel Medford - I-93, Exit 23 116 Riverside Avenue, I-93, Exit 23, Medford, MA 02155
3.0 miles from Winchester
Enter Dates
From $128
Check In 15 00 Check Out 12 00
Rated High
Upscale, smoke-free hotel
6 miles northwest of Boston
8 miles northwest of Boston Airport
8 floors, 158 suites
Free shuttle to Davis Square T station
Heated indoor swimming pool - exercise room
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
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- allows pets up to 50 pounds - $75 per stay pet fee up to 7 nights - $175 pet fee if staying 7 nights or moret. - Oct 2015
TripAdvisor Traveler Rating: Based on 1428 reviews Read Recent Reviews
3.1 miles
Hilton Hotel Woburn - I-95, Exit 54 2 Forbes Road, I-95, Exit 54, Woburn, MA 01801
3.1 miles from Winchester
Enter Dates
From $100
Check In 16 00 Check Out 12 00
Rated High
Upper-upscale, smoke-free, full-service hotel
11 miles northeast of Hanscom AFB
Free shuttle to attractions within 5-mile radius
Heated indoor swimming pool - exercise room
Restaurant - lounge - room service
Free WiFi
Free parking Pet friendly hotel
More >
- allows pets up to 75 pounds - $50 per stay pet fee. - Jan 2016
TripAdvisor Traveler Rating: Based on 634 reviews Read Recent Reviews
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"We had a delightful stay. The hotel room was nice, clean, and comfortable, and the towels were fluffy. Our dog was welcomed. Bring your swimsuit and enjoy the pool.2017-11-29 "
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3.2 miles
Crowne Plaza Hotel Woburn - I-95, Exit 53 15 Middlesex Canal Park Road, I-95, Exit 53, Woburn, MA 01801
3.2 miles from Winchester
Enter Dates
From $94
Check In 15 00 Check Out 11 00
Rated High
Upscale, smoke-free, full-service hotel
10 miles northeast of Hanscom AFB
4 floors, 197 rooms
Free shuttle to attractions within 5-mile radius
Heated indoor swimming pool - exercise room
Restaurant - lounge - room service
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 511 reviews Read Recent Reviews
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"The hotel room was clean and comfortable, and the bed was great. We plan to stay again.2016-05-11 "
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3.4 miles
Hampton Inn Boston Woburn - I-95, Exit 54 371 Washington Street, I-95, Exit 54, Woburn, MA 01801
3.4 miles from Winchester
Enter Dates
From $176
Check In 15 00 Check Out 12 00
Rated High
Upper-midscale, smoke-free, interstate hotel
10 miles from Hanscom AFB
6 floors, 132 rooms
Free shuttle to attractions within 4-mile radius
Heated indoor swimming pool - exercise room
Lounge
Free hot breakfast buffet
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 91 reviews Read Recent Reviews
3.4 miles
Homewood Suites by Hilton Boston Woburn - I-95, Exit 54 371 Washington Street, I-95, Exit 54, Woburn, MA 01801
3.4 miles from Winchester
Enter Dates
From $235
Check In 15 00 Check Out 11 00
Rated High
Upscale, smoke-free, all-suite, extended-stay hotel
10 miles from Hanscom AFB
6 floors, 103 studio and 1-bedroom suites
Free shuttle to attractions within 4-mile radius
Heated indoor swimming pool - exercise room
Lounge
Kitchen in every suite
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
More >
- allows dogs up to 50 pounds only, 2 dogs per suite - $100 per stay fee for each dog. - Dec 2019
TripAdvisor Traveler Rating: Based on 45 reviews Read Recent Reviews
3.5 miles
Fairfield Inn by Marriott Woburn - I-95, Exit 54 285 Mishawum Road, I-95, Exit 54, Woburn, MA 01801
3.5 miles from Winchester
Enter Dates
From $76
Check In 1500 Check Out 1200
Rated Average
Upper-midscale, smoke-free hotel
11 miles northeast of Hanscom AFB
5 floors, 129 rooms
Free shuttle to local attractions
Outdoor swimming pool open in summer
Free hot breakfast buffet
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 153 reviews Read Recent Reviews
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"Great location and value. The hotel room was clean, and the employees were friendly.2017-09-22 "
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3.5 miles
Sonesta Select Hotel Woburn - I-95, Exit 54 240 Mishawum Road, I-95, Exit 54, Woburn, MA 01801
3.5 miles from Winchester
Enter Dates
From $112
Check In 15 00 Check Out 11 00
Rated High
Upper-midscale, smoke-free hotel
11 miles northeast of Hanscom AFB
3 floors, 120 rooms and suites - elevator Outdoor swimming pool open in summer Exercise room
Restaurant - lounge
Restaurant open for breakfast and dinner only
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 261 reviews Read Recent Reviews
3.5 miles
Homewood Suites by Hilton Arlington 1 Massachusetts Avenue, Arlington, MA 02474
3.5 miles from Winchester
Enter Dates
From $194
Check In 15 00 Check Out 12 00
Rated High
Upscale, smoke-free, all-suite, extended-stay hotel 6 miles northwest of Boston - convenient to Tufts University 3 floors, 100 studio to 1-bedroom suites - elevator No swimming pool Exercise room Kitchen in every suite Free hot breakfast buffet Free WiFi Free parking - truck parking Not pet friendly
TripAdvisor Traveler Rating: Based on 775 reviews Read Recent Reviews
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"Great location. The hotel and our room were beautiful, thought the AC was loud. There was plenty of parking. Not a lot of options at breakfast if you have a gluten or dairy-free diet.2017-09-01 "
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3.6 miles
Holiday Inn Express Woburn - I-95, Exit 54 315 Mishawum Road, I-95, Exit 54, Woburn, MA 01801
3.6 miles from Winchester
Enter Dates
From $136
Check In 15 00 Check Out 11 00
Rated High
Upper-midscale, smoke-free hotel
11 miles northeast of Hanscom AFB
5 floors, 93 rooms
No swimming pool
Exercise room
Free hot breakfast buffet
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 256 reviews Read Recent Reviews
3.6 miles
Extended Stay America Suites Woburn - I-95, Exit 53 831 Main Street, I-95, Exit 53, Woburn, MA 01801
3.6 miles from Winchester
Enter Dates
From $90
Check In 15 00 Check Out 11 00
Rated Average
Budget, smoke-free, all-suite, extended-stay hotel
9 miles northeast of Hanscom AFB
No swimming pool
Kitchen in every suite
Free continental breakfast
Free WiFi
Free parking Pet friendly hotel
More >
- allows up to medium-sized pets only, 2 pets per room - $25 per night fee for each pet - $150 maximum per stay pet fee. - Apr 2019
TripAdvisor Traveler Rating: Based on 108 reviews Read Recent Reviews
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"The hotel room was big and clean. I had a great stay. Book it.2016-11-30 "
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3.6 miles
Hyatt House Hotel Burlington - I-95, Exit 51 2 Van de Graaff Drive, I-95, Exit 51, Burlington, MA 01803
3.6 miles from Winchester
Enter Dates
From $123
Check In 15 00 Check Out 12 00
Rated Very High
Upscale, smoke-free, all-suite, extended-stay hotel
Near Burlington Mall
Outdoor swimming pool - exercise room
Kitchen in every suite
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
More >
- allows pets up to 75 pounds - $175 pet fee if staying 7 nights or more - $75 pet fee if staying fewer than 7 nights. - Oct 2015
TripAdvisor Traveler Rating: Based on 1113 reviews Read Recent Reviews
3.8 miles
AC Hotel by Marriott Cambridge 10 Acorn Park Drive, Cambridge, MA 02140
3.8 miles from Winchester
Enter Dates
From $159
Check In 1500 Check Out 1200
Rated Very High
Upscale, smoke-free hotel near Alewife Station
4 floors; 144 rooms, 6 suites
Heated indoor swimming pool
24-hour exercise room
Restaurant - lounge
Restaurant open for breakfast only
Free WiFi
Parking costs $25 per night Pet friendly hotel
More >
- allows up to 2 pets per room - $100 per stay pet fee. - Jan 2022
TripAdvisor Traveler Rating: Based on 265 reviews Read Recent Reviews
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"We arrived at the hotel an hour after check-in, but our room wasn't ready. After waiting another 15 minutes, the clerk said it still wasn't ready and gave us a different room type. I wasn't impressed with the room; it was smaller than I wanted and right by the highway. On a positive note, the bartender was nice. Don't stay here.2020-02-16 "
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3.8 miles
Red Roof Plus+ Inn & Suites Woburn - I-95, Exit 54 19 Commerce Way, I-95, Exit 54, Woburn, MA 01801
3.8 miles from Winchester
Enter Dates
From $105
Check In 15 00 Check Out 11 00
Rated High
Midscale, smoke-free hotel
10 miles northeast of Hanscom AFB
Heated indoor swimming pool
Free continental breakfast
Free WiFi
Free parking - truck parking Pet friendly hotel
More >
- only 1 pet per room - no pet fee. - Feb 2017
TripAdvisor Traveler Rating: Based on 738 reviews Read Recent Reviews
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"Great location and value. Good, clean hotel room and friendly service. I had a nice stay.2017-07-06 "
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4.0 miles
Marriott Hotel Burlington - I-95, Exit 51 One Burlington Mall Road, I-95, Exit 51, Burlington, MA 01803
4.0 miles from Winchester
Enter Dates
From $143
Check In 1600 Check Out 1200
Rated Average
Upper-upscale, smoke-free, full-service hotel
Near Burlington Mall
9 floors, 418 rooms and suites
Heated indoor swimming pool - outdoor pool open in summer
24-hour exercise room
Restaurant - lounge
Internet access costs $14 per night
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 1035 reviews Read Recent Reviews
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"The hotel was a tad pricey and needed some updating, but it was fine.2023-09-08 "
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4.1 miles
Sonesta ES Suites Burlington 11 Old Concord Road, Burlington, MA 01803
4.1 miles from Winchester
Enter Dates
From $125
Check In 16 00 Check Out 11 00
Rated Very High
Upscale, smoke-free, all-suite, extended-stay hotel
Near Burlington Mall
4 floors, 141 suites
Heated outdoor swimming pool - exercise room
Kitchen in every suite
Free continental breakfast
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 544 reviews Read Recent Reviews
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"The hotel met my needs. Convenient location to the medical center. I thought the rates were a bit high for the age and quality of the property.2020-06-21 "
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4.1 miles
Hilton Garden Inn Burlington 5 Wheeler Road, Burlington, MA 01803
4.1 miles from Winchester
Enter Dates
From $147
Check In 15 00 Check Out 12 00
Rated High
Upscale, smoke-free hotel
Near Burlington Mall and Red Line
5.5 miles from Hanscom AFB
4 floors, 180 rooms
Indoor swimming pool is closed indefinitely
Microwave and refrigerator in every room
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 1145 reviews Read Recent Reviews
4.3 miles
Residence Inn by Marriott Burlington 400 District Avenue, Burlington, MA 01803
4.3 miles from Winchester
Enter Dates
From $229
Check In 1600 Check Out 1200
Rated Very High
Upscale, smoke-free, all-suite, extended-stay hotel
Near Burlington Mall
6 floors, 170 suites
Heated indoor swimming pool
24-hour exercise room
Kitchen in every suite
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
More >
- allows up to 2 pets per suite - $100 per stay pet fee. - Jan 2022
TripAdvisor Traveler Rating: Based on 139 reviews Read Recent Reviews
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"I was impressed with the hotel clerks and the help they provided me. Good place to stay.2022-05-09 "
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4.4 miles
Freepoint Hotel Cambridge 220 Alewife Brook Parkway, Cambridge, MA 02138
4.4 miles from Winchester
Enter Dates
From $264
Check In 15 00 Check Out 11 00
Rated High
Upper-midscale, smoke-free, north Cambridge hotel
Near Alewife Subway Station
A Tapestry Collection by Hilton hotel
4 miles northwest of downtown Cambridge
Free shuttle to local attractions
No swimming pool
Exercise room
Restaurant - lounge - room service
Restaurant open for breakfast and dinner only
Free WiFi
Parking costs $16 per night Pet friendly hotel
More >
- $20 per night fee for each pet. - Feb 2019
TripAdvisor Traveler Rating: Based on 358 reviews Read Recent Reviews
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"Great location with easy access to Boston and Harvard Square. The hotel had a warm, friendly feel. There was a Whole Foods next door, and wonderful greenery and parks.2022-07-14 "
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4.4 miles
Porter Square Hotel Cambridge 1924 Massachusetts Avenue, Cambridge, MA 02140
4.4 miles from Winchester
Enter Dates
From $102
Check In 15 00 Check Out 12 00
Rated Very High
Luxury, smoke-free hotel near Harvard University
5 floors; 56 rooms, 9 suites
No swimming pool
Restaurant - lounge
Free WiFi
Valet parking only - $30 per night Not pet friendly
TripAdvisor Traveler Rating: Based on 167 reviews Read Recent Reviews
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"Great location. The hotel room was small, but it was cozy and clean. The front desk clerks and valet staff were helpful. No hair dryer in my room.2021-10-23 "
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4.5 miles
Fairfield Inn & Suites by Marriott Medford - I-93, Exit 21 85 Station Landing, I-93, Exit 21, Medford, MA 02155
4.5 miles from Winchester
Enter Dates
From $175
Check In 1500 Check Out 1200
Rated High
Upper-midscale, smoke-free, downtown hotel
3 miles from Davis Square T station
9 floors, 84 rooms and suites
No swimming pool
Exercise room
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
More >
- allows pets up to 50 pounds, 2 pets per room - $100 per stay pet fee. - Jul 2021
TripAdvisor Traveler Rating: Based on 9 reviews Read Recent Reviews
4.5 miles
TownePlace Suites by Marriott Medford - I-93, Exit 21 85 Station Landing, I-93, Exit 21, Medford, MA 02155
4.5 miles from Winchester
Enter Dates
From $136
Check In 1500 Check Out 1200
Rated Very High
Midscale, smoke-free, extended-stay, downtown hotel
3 miles from Davis Square T station
9 floors, 72 suites
No swimming pool
Exercise room
Kitchen in every suite
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
More >
- allows pets up to 50 pounds, 2 pets per suite - $100 per stay pet fee. - Jul 2021
TripAdvisor Traveler Rating: Based on 6 reviews Read Recent Reviews
4.5 miles
AC Hotel by Marriott North Boston - I-93, Exit 21 95 Station Landing, I-93, Exit 21, Medford, MA 02155
4.5 miles from Winchester
Enter Dates
From $143
Check In 1600 Check Out 1100
Rated Very High
Upscale, smoke-free hotel
Near Legoland Discovery Center Boston
5 floors, 152 rooms
Heated indoor swimming pool - 24-hour exercise room
Restaurant - lounge
Restaurant open for breakfast and dinner only
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 302 reviews Read Recent Reviews
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"The TV in my room didn't work, but it was fixed the next day. The light didn't work properly. My stay was OK other than that, and I recommend this hotel.2018-02-27 "
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4.6 miles
Extended Stay America Suites Burlington 40 South Avenue, Burlington, MA 01803
4.6 miles from Winchester
Enter Dates
From $86
Check In 15 00 Check Out 11 00
Rated Average
Budget, smoke-free, all-suite, extended-stay hotel Across from Burlington Mall No swimming pool Kitchen in every suite Free continental breakfast Free WiFi Free parking Pet friendly hotel
More >
- allows up to medium-sized pets only, 2 pets per room - $25 per night fee for each pet - $150 maximum per stay pet fee. - Apr 2019
TripAdvisor Traveler Rating: Based on 133 reviews Read Recent Reviews
4.7 miles
Residence Inn by Marriott Woburn - I-93, Exit 30 300 Presidential Way, I-93, Exit 30, Woburn, MA 01801
4.7 miles from Winchester
Enter Dates
From $178
Check In 1500 Check Out 1200
Rated Very High
Upscale, smoke-free, all-suite, extended-stay hotel
13 miles northeast of Hanscom AFB
Heated indoor swimming pool - exercise room
Kitchen in every suite
Free hot breakfast buffet
Free WiFi
Free parking Pet friendly hotel
More >
- $150 per stay pet fee. - Jul 2020
TripAdvisor Traveler Rating: Based on 684 reviews Read Recent Reviews
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"We missed an important meeting to attend to a man passed out right outside our room door because the staff wasn't properly trained to deal with a medical emergency. The breakfast attendant responded better than the hotel manager.2020-03-09 "
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4.9 miles
La Quinta Inn & Suites Somerville - I-93, Exit 21 23 Cummings Street, I-93, Exit 21, Somerville, MA 02145
4.9 miles from Winchester
Enter Dates
From $129
Check In 15 00 Check Out 11 00
Rated High
Midscale, smoke-free hotel
3 miles north of downtown Boston
7 floors, 147 rooms and suites
Free shuttle to Boston Airport
No swimming pool
Exercise room
Free continental breakfast
Free WiFi
Free parking - truck parking Pet friendly hotel
More >
- no pet fee. - Apr 2019
TripAdvisor Traveler Rating: Based on 1307 reviews Read Recent Reviews
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"The hotel was being updated, and there wasn't a lot of attention paid to cleaning. I had to call for a shuttle pickup from the airport.2019-09-19 "
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4.9 miles
Sonesta Simply Suites Burlington 130 Middlesex Turnpike, Burlington, MA 01803
4.9 miles from Winchester
Enter Dates
From $96
Check In 16 00 Check Out 11 00
Rated Average
Midscale, smoke-free, all-suite, extended-stay hotel
Near Burlington Mall
4 floors, 149 suites
No swimming pool
Exercise room
Kitchen in every suite
Free WiFi
Free parking Not pet friendly
TripAdvisor Traveler Rating: Based on 259 reviews Read Recent Reviews
4.9 miles
Hampton Inn & Suites Watertown 25 Bond Street, Watertown, MA 02472
4.9 miles from Winchester
Enter Dates
From $119
Check In 15 00 Check Out 11 00
Rated High
Upper-midscale, smoke-free hotel
1.5 miles from Harvard University
6 floors, 146 rooms and suites
No swimming pool
Exercise room
Microwave and refrigerator in every room
Free hot breakfast buffet
Free WiFi
Parking costs $25 per night Not pet friendly
TripAdvisor Traveler Rating: Based on 51 reviews Read Recent Reviews
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"The hotel room was comfortable and great for relaxing, and the bed was super comfortable. The staff was kind and helpful. Breakfast was tasty. Book it.2022-11-07 "
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Winchester Group Hotel Rates Hotels near Me
Hotels near Woburn Country Club 1.6 miles NWHotels near Chevalier Theatre 2.7 miles SEHotels near Tufts University 3.3 miles southHotels near Davis Square 3.9 miles southHotels near Alewife Station 3.9 miles southHotels near Lahey Clinic 4.1 miles NWHotels near Porter Square 4.1 miles southHotels near Burlington Mall 4.4 miles NWHotels near Fresh Pond 4.8 miles southHotels near McLean Hospital – Belmont MA 4.9 miles SWHotels near Assembly Row 4.9 miles SEHotels near Lego Discovery Center Boston 5 miles SEHotels near Lesley University 5 miles southHotels near Harvard Law School 5 miles southHotels near Harvard University 5 miles southStoneham MA Hotels 2.7 miles NEArlington MA Hotels 2.7 miles southMedford MA Hotels 2.8 miles SEMelrose MA Hotels 3.6 miles eastMalden MA Hotels 4.1 miles SEBurlington MA Hotels 4.7 miles NWSomerville MA Hotels 4.9 miles SELexington MA Hotels 4.9 miles westWakefield MA Hotels 5.0 miles NEEverett MA Hotels 5 miles SEReading MA Hotels 6 miles northCambridge MA Hotels 6 miles southChelsea MA Hotels 7 miles SEWilmington MA Hotels 7 miles northSaugus MA Hotels 7 miles east
On place pages like this, we order hotels from lowest cost to highest – except we list low-rated hotels at the bottom of the page.
To us, motels are smaller lodgings that have rooms you can enter directly from the parking area.hotels , on the other hand, you can enter your room only through a hall inside the building.
Beware of non-refundable reservations that could cost you a lot of money if you change or cancel them. + Non-refundable reservations are a gamble that will usually save you less than $10. If you make a $90 non-refundable reservation instead of a $100 refundable booking, you are betting $90 to win $10. Would you do that in Las Vegas? -
Don't assume you can cancel a non-refundable reservation without penalty if you notify the hotel weeks or even months in advance. + Often you cannot – because some hotels' profit strategy is to get paid more than once for the same room for the same night. -
Always read cancellation policies carefully before you make a reservation. + When is the latest date and time you can cancel without penalty? -
When you make a reservation, you will receive a confirmation email. Take a copy with you to the hotel.
The earlier in the afternoon you check into a hotel, the more likely you will get a room or suite that matches your preferences.
