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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

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

Harborside Inn Of Boston
Exterior

Harborside Inn Of Boston

4.0 star property
9.2 out of 10, Wonderful, (4681)
"This was a very clean place. Convenient, and we enjoyed being there. Needs some updating in areas, but overall, a perfect place to stay and a really good value. "
The price is AED 400
AED 466 total
includes taxes & fees
3 Feb - 4 Feb
Harborside Inn Of Boston
The Revolution Hotel
Lobby sitting area

The Revolution Hotel

3.5 star property
8.8 out of 10, Excellent, (1897)
"If you're a traveler who does not need a lot of the super amenities of the higher end hotel, this is the place! Great staff, even the shared bathrooms were emaculent! Near to the local transit, share ride pickup was a breeze! Two great restaurant/bar options on site!"
The price is AED 348
AED 406 total
includes taxes & fees
13 Feb - 14 Feb
The Revolution Hotel
Omni Boston Hotel at the Seaport
Pool

Omni Boston Hotel at the Seaport

4.0 star property
9.2 out of 10, Wonderful, (3198)
"Great stay! Checked in early which made me thrilled. The convenience to the convention center is unparalleled. Only downside was that the room was small which didn’t bother me bc I was a solo traveler."
The price is AED 602
AED 830 total
includes taxes & fees
9 Feb - 10 Feb
Omni Boston Hotel at the Seaport
The Dagny Boston
Exterior

The Dagny Boston

4.0 star property
9.4 out of 10, Exceptional, (5333)
"The staff are super friendly and the cafe is a wonderful spot"
The price is AED 547
AED 744 total
includes taxes & fees
3 Feb - 4 Feb
The Dagny Boston
Seaport Hotel Boston
Indoor pool

Seaport Hotel Boston

4.0 star property
9.6 out of 10, Exceptional, (2761)
"Great location. Decent rate for our winter stay."
The price is AED 694
AED 827 total
includes taxes & fees
16 Feb - 17 Feb
Seaport Hotel Boston
Hilton Boston Park Plaza
Lobby

Hilton Boston Park Plaza

4.0 star property
8.4 out of 10, Very Good, (3315)
"Wonderful staff! I arrived early and asked if my bag could be held- Richard immediately checked me in, room was ready. Cabinet door was off the hinges when I walked in- was repaired in a few minutes. Comfortable beds, "
The price is AED 379
AED 591 total
includes taxes & fees
9 Feb - 10 Feb
Hilton Boston Park Plaza
citizenM Boston Back Bay
Lobby sitting area

citizenM Boston Back Bay

4.0 star property
9.4 out of 10, Exceptional, (659)
"I think this maybe one of the best hotels I’ve stayed at, very artistic and bright. The staff were amazing and overall I think I might come back in the future. "
The price is AED 437
AED 509 total
includes taxes & fees
3 Feb - 4 Feb
citizenM Boston Back Bay
citizenM Boston North Station
Interior

citizenM Boston North Station

4.0 star property
9.2 out of 10, Wonderful, (3047)
"Amazing experience "
The price is AED 437
AED 509 total
includes taxes & fees
9 Feb - 10 Feb
citizenM Boston North Station
Copley Square Hotel, a FOUND Hotel
Front of property

Copley Square Hotel, a FOUND Hotel

4.0 star property
8.6 out of 10, Excellent, (3330)
"Enjoyed the walking area around the hotel. Easy access to train. Lots of shopping and restaurants in easy walking distance."
The price is AED 363
AED 423 total
includes taxes & fees
9 Feb - 10 Feb
Copley Square Hotel, a FOUND Hotel
Encore Boston Harbor
View from room

Encore Boston Harbor

5.0 star property
9.6 out of 10, Exceptional, (2671)
"I loved that they had a convenient store inside the Hotel selling all that you might of forgotten to bring with you, that was the best thing.. the worst thing for me was having carpet throughout the whole Casino being a wheelchair it was so hard to go on my own I have to make sure I've got someone with me for Help! "
The price is AED 833
AED 931 total
includes taxes & fees
2 Mar - 3 Mar
Encore Boston Harbor
The Godfrey Hotel Boston
Front of property

The Godfrey Hotel Boston

4.0 star property
9.4 out of 10, Exceptional, (3713)
"Great location. "
The price is AED 493
AED 745 total
includes taxes & fees
5 Feb - 6 Feb
The Godfrey Hotel Boston
YOTEL Boston
Exterior

YOTEL Boston

4.0 star property
8.4 out of 10, Very Good, (1907)
"Exceeding my expectations! The room was very small- BUT it was very cozy! The bed and pillows were so comfy like I was sleeping on a cloud. The whole vibe was just everything. I would definitely recommend staying there. "
The price is AED 438
AED 617 total
includes taxes & fees
9 Feb - 10 Feb
YOTEL Boston
Found Hotel Boston Common
Front of property

Found Hotel Boston Common

2.5 star property
8.4 out of 10, Very Good, (1144)
"Really charming little hotel in a great spot! For the price per night it was perfect, though the bed was smaller than advertised but still fit two people comfortably. Would definitely stay here again. "
The price is AED 345
AED 402 total
includes taxes & fees
12 Feb - 13 Feb
Found Hotel Boston Common
The Arcadian powered by Sonder
Room

The Arcadian powered by Sonder

3.5 star property
8.0 out of 10, Very Good, (2902)
"Definitely will book again "
The price is AED 517
AED 577 total
includes taxes & fees
5 Mar - 6 Mar
The Arcadian powered by Sonder
Fairmont Copley Plaza, Boston
Exterior

Fairmont Copley Plaza, Boston

4.5 star property
8.8 out of 10, Excellent, (1010)
"Excdellent stay"
The price is AED 965
AED 1,252 total
includes taxes & fees
4 Feb - 5 Feb
Fairmont Copley Plaza, Boston
Hyatt Regency Boston
Exterior

Hyatt Regency Boston

4.0 star property
9.0 out of 10, Wonderful, (1328)
"Excellent fitness center and location."
The price is AED 573
AED 796 total
includes taxes & fees
8 Feb - 9 Feb
Hyatt Regency Boston
The Bostonian Boston
Exterior

The Bostonian Boston

4.0 star property
8.4 out of 10, Very Good, (1928)
"."
The price is AED 441
AED 640 total
includes taxes & fees
9 Feb - 10 Feb
The Bostonian Boston
Club Quarters Hotel Faneuil Hall, Boston
Interior

Club Quarters Hotel Faneuil Hall, Boston

4.0 star property
8.8 out of 10, Excellent, (2503)
"Perfect location surrounded by T stations, Foods and Shops, and walking distance to famous attractions as well as to Chinatown. No-frills service but complete our necessities. "
The price is AED 452
AED 526 total
includes taxes & fees
9 Feb - 10 Feb
Club Quarters Hotel Faneuil Hall, Boston
Omni Parker House
Exterior

Omni Parker House

4.0 star property
8.8 out of 10, Excellent, (2934)
"Loved it"
The price is AED 543
AED 761 total
includes taxes & fees
8 Feb - 9 Feb
Omni Parker House
Hyatt Place Boston/Seaport District
Bathroom

Hyatt Place Boston/Seaport District

3.0 star property
9.4 out of 10, Exceptional, (1889)
"Stayed overnight to catch an early BOS flight. Convenient to Silver Line and multiple dining options."
The price is AED 555
AED 647 total
includes taxes & fees
13 Feb - 14 Feb
Hyatt Place Boston/Seaport District
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
Room

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (427)
"The checkin and room key code access process is a little weird with needing to use an an app or complete it on their website, but other than that, it was a pleasant stay in a convenient part of town."
The price is AED 517
AED 599 total
includes taxes & fees
17 Feb - 18 Feb
Sonder 907 Main
No. 284 powered by Sonder
Room

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (860)
"It was a great location, clean and affordable "
The price is AED 509
AED 600 total
includes taxes & fees
26 Feb - 27 Feb
No. 284 powered by Sonder
Global Luxury Suites Downtown Boston
Living room

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (525)
"It’s set up like an air b and b so the kitchen was really nice for our group"
The price is AED 363
AED 863 total
includes taxes & fees
9 Feb - 10 Feb
Global Luxury Suites Downtown 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.

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 3612 hotels and accommodations including 1959 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. Boston Luxury Home, Free parking, 5 mins to the Casino, 10 minutes to airport.: It’s located in Everett, 5.5 mi/8.8 km away. On River/Harvard Sq. two blocks: 5.4 mi/8.7 km away in Cambridge. Beautiful Retreat close to Downtown Boston. Pets friendly.: It’s located in Boston, 12.3 mi/19.8 km from Winchester. Includes free WiFi, private balconies, and separate dining areas.
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.