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

HI Boston - Hostel

2.0 star property
8.8 out of 10, Excellent, (1003)
"It is good for the crowd it serves. We were probably too old to stay there. "
The price is AED 367
AED 427 total
includes taxes & fees
23 Feb - 24 Feb
HI Boston - Hostel

Trenton Street Homestay - Hostel

2.0 star property
7.8 out of 10, Good, (9)
"It was perfect clean friendly. Host was better then best. "
Trenton Street Homestay - Hostel
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, (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

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

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

When is the best time of year to stay in a hostel in Winchester?
The weather is important when you’re experiencing new places, so here’s some information that may be helpful: 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 is there to see and do in Winchester?
Overall, Winchester is known for its soccer matches, wildlife, and flowers. Major attractions include TD Garden, Fenway Park, and Boston Common. Get out into nature with places like Winter Pond, Middlesex Fells Reservation, and Copley Square. Cultural attractions include Somerville Theatre, Harvard Museum of Natural History, and Sanders Theater.
What's the best way to get to and around Winchester while staying at a hostel?
Keep this information about transit options in and around Winchester in your back pocket to make the most of your stay: You can search for flights to the closest airport, which is Bedford, MA (BED-Laurence G. Hanscom Field), 7.7 mi (12.3 km) away from the city center. An alternative is Boston, MA (BNH-Boston Harbor Seaplane Base), situated 8.4 mi (13.5 km) away. When you’re out and about, you may want to use public transit during your trip. Train stations including Winchester Station and Winchester Wedgemere Station make it easy to explore more of the area.