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Check prices for these dates

Next weekend
11 Rab. II - 13 Rab. II
In two weeks
18 Rab. II - 20 Rab. II
In one month
2 Jum. I - 4 Jum. I
In two months
30 Jum. I - 1 Jum. II

Compare 6 Hostels in Winchester with updated reviews, rates, and availability.

HI Boston - Hostel
Reception

HI Boston - Hostel

2.0 star property
8.6 out of 10, Excellent, (1002)
"good"
The price is SAR 699
SAR 814 total
includes taxes & fees
23 Apr - 24 Apr
HI Boston - Hostel
The Sanctuary at TPH - Boston
Outdoor dining

The Sanctuary at TPH - Boston

9.8 out of 10, Exceptional, (15)
"The Pershire house was a charming and cozy place to stay. I was there for two weeks in January 2025. I stayed in the Sanctuary Room on the third floor. It was spacious, had a firm mattress excellent for sleeping, and an sitrimg area. The shared bathroom was clean and well-appointed with a lovely modern glass walled shower and nice tiles. The shared kitchen had all the amenities needed to cook (which I did a lot). Lovely living and dining room and washer/dryer also available.The house has...
The price is SAR 375
SAR 668 total
includes taxes & fees
8 Apr - 9 Apr
The Sanctuary at TPH - Boston
The Tower Room at TPH - Boston
Outdoor dining

The Tower Room at TPH - Boston

9.8 out of 10, Exceptional, (18)
"My boyfriend and I stayed at the Perthshire House before a few years ago. The price was affordable and we liked the neighborhood, so we decided to book ourselves the same room again and the second stay did not disappoint! The place is clean and the host is communicative and professional. We could've done without the Google home pod assistant things in the living room and kitchen suddenly shouting "WELCOME TO THE PERTHSHIRE HOUSE!" at seemingly random intervals, but that's a minor complaint."
The price is SAR 375
SAR 668 total
includes taxes & fees
15 Apr - 16 Apr
The Tower Room at TPH - Boston
The King's Room at TPH - Boston
Outdoor dining

The King's Room at TPH - Boston

9.2 out of 10, Wonderful, (15)
"We drove through a neighborhood of homes built in the 1800’s to reach Perthshire House. It is also an antique house wears its years with a homey grace and beauty. Yet, it has elegant 21st century amenities. It has a full kitchen with top quality appliances. The bathrooms are luxurious with muted lighting and amazing walk-in showers. There is a comfortable living well suited to reading or conversation. There are two on-premises parking spots that one can rent - well worth the price because the...
The price is SAR 375
SAR 669 total
includes taxes & fees
30 Apr - 1 May
The King's Room at TPH - Boston
The Sunset Room at TPH - Boston
Smart TV, fireplace

The Sunset Room at TPH - Boston

10.0 out of 10, Exceptional, (11)
"My fiance and i stayed a couple nights for a weekend getaway a"
The price is SAR 375
SAR 668 total
includes taxes & fees
15 Apr - 16 Apr
The Sunset Room at TPH - Boston
Trenton Street Homestay - Hostel
Exterior

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
Interior

Sonder 907 Main

4.0 star property
8.2 out of 10, Very Good, (452)
"Very comfortable room and close to everything."
The price is SAR 619
SAR 718 total
includes taxes & fees
13 Apr - 14 Apr
Sonder 907 Main
Maverick Suites at 28 Fenway
Deluxe Studio Suite (2nd Floor - Unit 202) | Living area | 50-inch Smart TV with satellite channels, Netflix, Hulu

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (176)
"Amazing stay, thank you!"
The price is SAR 383
SAR 806 total
includes taxes & fees
13 Apr - 14 Apr
Maverick Suites at 28 Fenway
Temple Place Suites
Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets

Temple Place Suites

2.5 star property
6.8 out of 10, (194)
"The bed is super comfortable, self check in instructions are clear. Microwave, fridge, hairdryer and coffee maker all work excellently. The only downside is the shower hot water takes forever to start, and the heater is very noisy. It’s also close to the road, so the noises from the construction and roads are very noisy. Love the fact there’s elevator. "
The price is SAR 446
SAR 719 total
includes taxes & fees
24 Apr - 25 Apr
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

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 New England Aquarium. Get out into nature with places like Middlesex Fells Reservation, Winter Pond, and Boston Common. 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.