Find Cheap Hostels in Winchester

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Check prices for these dates

Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Winchester hostels

Reception
HI Boston - Hostel

HI Boston - Hostel

2.0 star property
Bay Village
8.8 out of 10, Excellent, (1000)
"Nice staff and free guides tours"
United States
Angela
$98 nightly
The price is $114
Dec 11 - Dec 12
Total with taxes and fees
HI Boston - Hostel
In-room safe, laptop workspace, free WiFi, bed sheets
Meco Hotel - Hostel

Meco Hotel - Hostel

2.0 star property
West End
8.6 out of 10, Excellent, (353)
"Staff was very friendly. Pod was great and we'll equipped."
United States
steve
$214 nightly
The price is $250
Dec 13 - Dec 14
Total with taxes and fees
Meco Hotel - Hostel
Interior
The Sunset Room at TPH - Boston

The Sunset Room at TPH - Boston

Brighton
9.6 out of 10, Exceptional, (25)
"Very nice for business travel as it is quiet, clean and convenient."
United States
Xuhong
$145 nightly
The price is $167
Dec 15 - Dec 16
Total with taxes and fees
The Sunset Room at TPH - Boston
Property grounds
The Sanctuary at TPH - Boston

The Sanctuary at TPH - Boston

Brighton
10.0 out of 10, Exceptional, (26)
"Great place to stay for a couple weeks while exploring Boston!"
United States
Malaika E.
$155 nightly
The price is $178
Dec 29 - Dec 30
Total with taxes and fees
The Sanctuary at TPH - Boston
Property grounds
The King's Room at TPH - Boston

The King's Room at TPH - Boston

Brighton
9.2 out of 10, Wonderful, (24)
"Three flights of stairs with luggage. a small room for two people, and sharing a bathroom. The price was too much even for Boston "
United States
William
$155 nightly
The price is $178
Jan 7 - Jan 8, 2026
Total with taxes and fees
The King's Room at TPH - Boston
Property grounds
The Tower Room at TPH - Boston

The Tower Room at TPH - Boston

Brighton
9.6 out of 10, Exceptional, (25)
"had a great time, instructions provided were very helpful and easy to follow "
United States
Rae M.
$155 nightly
The price is $178
Dec 23 - Dec 24
Total with taxes and fees
The Tower Room at TPH - 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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Top Winchester Hotel Reviews

Wyndham Boston Beacon Hill

Wyndham Boston Beacon Hill

10/10 Excellent
"Staff is very friendly and accommodating. Room was clean and the bed was comfortable. Breakfast was very good."
Geraldine 1-night trip
Posted 22 hours ago
Wyndham Boston Beacon Hill

Find out more about Winchester

Winchester Hostels information

Number of reviews
1,458
Accommodation
8 Hostels
Lowest Price
$114
Highest Price
$250

Frequently asked questions

What are the best hostels in Winchester?
You might like the room rates at this top lodging option in the surrounding area, which has positive reviews from our travelers: Seaport Hotel Boston - 8.6 mi (13.9 km) from the heart of Winchester. Guests can enjoy free WiFi, free parking, and a 24-hour front desk at this motel.
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 Fenway Park, Harvard Square, and TD Garden. Get out into nature with places like Winter Pond, Boston Common, and Copley Square. Cultural attractions include Somerville Theatre, Harvard Museum of Natural History, and American Repertory 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.

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