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Compare 1543 Apartments in Winchester with updated reviews, rates, and availability.

The Dagny Boston

4.0 star property
9.4 out of 10, Exceptional, (5515)
"Great hotel "
The price is SAR 671
SAR 913 total
includes taxes & fees
9 Mar - 10 Mar
The Dagny Boston

Harborside Inn Of Boston

4.0 star property
9.2 out of 10, Wonderful, (4868)
"Great stay, close to the waterfront and Quincy Market. Nice and clean hotel/rooms. We will definitely be staying here again in future! "
The price is SAR 671
SAR 782 total
includes taxes & fees
7 Mar - 8 Mar
Harborside Inn Of Boston

Hilton Boston Park Plaza

4.0 star property
8.4 out of 10, Very Good, (3359)
"Great stay!"
The price is SAR 615
SAR 869 total
includes taxes & fees
10 Mar - 11 Mar
Hilton Boston Park Plaza

The Revolution Hotel

3.5 star property
8.8 out of 10, Excellent, (1933)
"This is my second time staying here. I absolutely love everything about it! "
The price is SAR 411
SAR 479 total
includes taxes & fees
9 Mar - 10 Mar
The Revolution Hotel

The Godfrey Hotel Boston

4.0 star property
9.4 out of 10, Exceptional, (3793)
"Stayed here with some friends on the night of my 26th birthday. Hotel was nice and offered two free drink tickets for bar upon check in, I am going to note they offered candy in the lobby as well. Stayed two days after Christmas and was still all decorated which was a nice touch. In downtown crossing, so expect a lot of noise and for sure keep your head on a swivel. Decently priced for the timing and the area though, you can tell the hotel is older but it was clean and close to where I needed to...
The price is SAR 638
SAR 918 total
includes taxes & fees
13 Mar - 14 Mar
The Godfrey Hotel Boston

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3298)
"My boyfriend and I had an amazing time! All of the restaurants and bars are top notch and the environment is so lovely throughout the entire hotel. The staff is super friendly and helpful. I had the best mocha latte of my life at the coffee bar! We will be returning!"
The price is SAR 728
SAR 978 total
includes taxes & fees
13 Mar - 14 Mar
Omni Boston Hotel at the Seaport

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2844)
"The whole place was wonderful but the staff were phenomenal. Andy was the best! Also there was liquid hand soap in the room which was a very nice touch."
The price is SAR 851
SAR 1,010 total
includes taxes & fees
9 Mar - 10 Mar
Seaport Hotel Boston

citizenM Boston Back Bay

4.0 star property
9.4 out of 10, Exceptional, (789)
"Nice "
The price is SAR 484
SAR 563 total
includes taxes & fees
9 Mar - 10 Mar
citizenM Boston Back Bay

citizenM Boston North Station

4.0 star property
9.2 out of 10, Wonderful, (3175)
"Parking is the only issue"
The price is SAR 521
SAR 607 total
includes taxes & fees
9 Mar - 10 Mar
citizenM Boston North Station

Encore Boston Harbor

5.0 star property
9.6 out of 10, Exceptional, (2793)
"I love the property !!!"
The price is SAR 785
SAR 877 total
includes taxes & fees
25 Mar - 26 Mar
Encore Boston Harbor

Copley Square Hotel, a FOUND Hotel

4.0 star property
8.6 out of 10, Excellent, (3453)
"Fun"
The price is SAR 371
SAR 432 total
includes taxes & fees
9 Mar - 10 Mar
Copley Square Hotel, a FOUND Hotel

Staypineapple, A Delightful Hotel, South End

3.0 star property
8.8 out of 10, Excellent, (815)
"Great stay!"
The price is SAR 462
SAR 647 total
includes taxes & fees
23 Mar - 24 Mar
Staypineapple, A Delightful Hotel, South End

The Westin Boston Seaport District

4.0 star property
9.0 out of 10, Wonderful, (1783)
"Convenient location and amenities, made for a fun and easy trip the the Seaport District of Boston."
The price is SAR 634
SAR 869 total
includes taxes & fees
9 Mar - 10 Mar
The Westin Boston Seaport District

Omni Parker House

4.0 star property
8.8 out of 10, Excellent, (2954)
"Great historic building. Slightly loud. Can hear other rooms. "
The price is SAR 596
SAR 826 total
includes taxes & fees
9 Mar - 10 Mar
Omni Parker House

Hyatt Regency Boston

4.0 star property
9.0 out of 10, Wonderful, (1373)
"We only stayed one night but it was a lovely hotel. We were able to upgrade our room for an extra $5 and ended up with a room on the 22nd floor with an incredible city view. "
The price is SAR 653
SAR 891 total
includes taxes & fees
23 Mar - 24 Mar
Hyatt Regency Boston

YOTEL Boston

4.0 star property
8.4 out of 10, Very Good, (1963)
"The only thing i didn’t like was the parking."
The price is SAR 558
SAR 759 total
includes taxes & fees
9 Mar - 10 Mar
YOTEL Boston

Found Hotel Boston Common

2.5 star property
8.4 out of 10, Very Good, (1164)
"friendly"
The price is SAR 521
SAR 607 total
includes taxes & fees
10 Mar - 11 Mar
Found Hotel Boston Common

Hampton Inn & Suites Boston Crosstown Center

3.0 star property
7.8 out of 10, Good, (1033)
"I didn’t do anything to the room, but it doesn’t look like I got my $50 back"
The price is SAR 455
SAR 530 total
includes taxes & fees
9 Mar - 10 Mar
Hampton Inn & Suites Boston Crosstown Center

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (1919)
"Good "
The price is SAR 585
SAR 681 total
includes taxes & fees
9 Mar - 10 Mar
Hyatt Place Boston/Seaport District

The Langham, Boston

5.0 star property
9.6 out of 10, Exceptional, (1009)
"Wow "
The price is SAR 1,481
SAR 1,725 total
includes taxes & fees
7 Mar - 8 Mar
The Langham, Boston
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winchester

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (444)
"Know that this is a typical small Boston room. There is no dresser. The microwave is in the hall and there is no parking. However, the shower and the toiletries provided are great! Overall, if you can get past the size of the room this hotel is really nice. Make sure to get coffee and pastries from the French bakery next door. "
The price is SAR 657
SAR 762 total
includes taxes & fees
9 Mar - 10 Mar
Sonder 907 Main

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (874)
"Very quaint, clean space with amazing access to the Boston area. Right between Newbury and Comm Ave, with lots to eat and enjoy."
The price is SAR 680
SAR 803 total
includes taxes & fees
9 Mar - 10 Mar
No. 284 powered by Sonder

Temple Place Suites

2.5 star property
6.8 out of 10, (186)
" alue"
The price is SAR 402
SAR 668 total
includes taxes & fees
19 Mar - 20 Mar
Temple Place Suites
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What's it like to stay at an apartment in Winchester?
There are plenty of places to stay with in the Boston area, with 3676 hotels and accommodations including 2001 apartments. Discover some favorite places in the larger area like TD Garden and Fenway Park.
Why choose apartments instead of traditional hotels?
Often more spacious than a traditional hotel room, an apartment includes a kitchen for convenient home-cooked meals. Apartments are ideal for families who want the conveniences of home but also for couples looking for something with a more local feel.
What's the best apartment I should consider for a stay in Winchester?
Listed below are some of the more popular apartments in the area: Maverick Suites at 28 Fenway: Located in Boston, 7.7 mi/12.5 km from the heart of Winchester. Includes free WiFi and Smart TVs. Onsite laundry facilities and concierge services are on site. Temple Place Suites: Located 7.7 mi/12.4 km away in Boston. Amenities include free WiFi. Access to onsite laundry facilities is available on site. Beautiful Retreat close to Downtown Boston. Pets friendly.: It’s situated in Boston, 12.3 mi/19.8 km away. Includes free WiFi, private balconies, and separate dining areas. Panoramic view, large deck, ground floor apartment, walk to subway and beach: Located 10.3 mi/16.6 km away in Boston. Free WiFi, private balconies, and sofa beds are included. A fitness center and a game room are on site. Beautiful studio in historic neighborhood of Boston. Super close to downtown!: It’s located in Boston, 9.5 mi/15.2 km from Winchester. Includes free WiFi.
What can I expect from the weather in Winchester?
Though weather is just one factor, it can really affect your travel plans, especially when you’re planning an extended stay in Winchester. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 33°F. The snowiest months in Winchester are January, February, March, and April, with each month seeing an average of 5 inches of snowfall.
What should I see and do in Winchester?
Family-friendly attractions include Winter Pond, whereas Middlesex Fells Reservation is a spot to enjoy the outdoors. You’ll find favorite places to visit like TD Garden and Fenway Park in the larger area.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Bedford, MA (BED-Laurence G. Hanscom Field), which is located 7.7 mi (12.3 km) away from the city center. Otherwise, look for flights into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 8.4 mi (13.5 km) away. To explore the surrounding area, hop aboard a train at Winchester Station or Winchester Wedgemere Station.