Search Hostels in Winchester

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Compare 3 Hostels in Winchester with updated reviews, rates, and availability.

HI Boston - Hostel
Front of property - evening/night

HI Boston - Hostel

2.0 star property
8.6 out of 10, Excellent, (1001)
"I enjoyed my stay at HI-Boston. I like that the shared bathrooms are in the hallway (unlike many hostels, which are in the room) and there are many individual ones available on my floor. The beds are comfy. Big kitchen area with lots of seating. Continental breakfast was ok. The hostel hosted a trivia night on Monday and they offered 2 drinks and snacks for everyone and it was great to hang out with fellow travellers for some fun times. Highly recommended this hostel. I would definitely stay...
The price is AED 325
AED 378 total
includes taxes & fees
15 Jan - 16 January 2025
HI Boston - Hostel
Trenton Street Homestay - Hostel
Room

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
Bedroom Near Downtown Boston - Hostel
Exterior

Bedroom Near Downtown Boston - Hostel

2.5 star property
5.8 out of 10, (8)
"Left as soon as I saw the place. Smelled like cigarettes. Disrespectfully tiny room. Not the one I had thought I booked "
The price is AED 312
AED 938 total
includes taxes & fees
2 Jan - 3 January 2025
Bedroom Near Downtown Boston - 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

Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93
Private kitchen

Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93

7.4 out of 10, Good, (30)
"I give this place 3 stars, its a nice place with a good amount of room but there are a few issues. Our stay was Monday - Friday, just 2 adults. Pros - lots of room. Cons - no ac. There is a portable ac unit on wheels in the bedroom however, the exhaust vent goes behind a curtain to the window but not outside. There is no way to open the window for the exhaust vent to take the hot air outside so it just pumps all the hot air back into the room. Be prepared to wake up at 7:30am every morning...
Sleep up to 4 Guest New Apt. 10 mins to Boston Easy to I-93
Sonder 907 Main
Room

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (405)
"Perfect location!"
The price is AED 472
AED 548 total
includes taxes & fees
23 Dec - 24 Dec
Sonder 907 Main
Maverick Suites at 28 Fenway
Lobby sitting area

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (156)
"Great stay. "
The price is AED 367
AED 781 total
includes taxes & fees
24 Dec - 25 Dec
Maverick Suites at 28 Fenway
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 Boston Common, TD Garden, and Fenway Park. 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 Harvard University Art Museums.
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.