A town with a prominent church, a large building with a clock tower, and a mix of residential and commercial buildings surrounded by greenery.

Find Hotels by Hostelling International in Winchester from CA $369

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Check prices for these dates

Tonight
Sep 27 - Sep 28
Tomorrow
Sep 28 - Sep 29
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Winchester Hostelling International

1. HI Boston - Hostel

HI Boston - Hostel
Bay Village
United States
Jorge
CA $317
CA $369 total
includes taxes & fees
Oct 28 - Oct 29
HI Boston - Hostel
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Top Winchester Hotel Reviews

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Even though they were striking, you wouldn’t know it! The staff were kind, everything was clean, and check in was fast"
Lindsey 1-night trip
Posted less than an hour ago
Encore Boston Harbor
citizenM Boston Back Bay

citizenM Boston Back Bay

10/10 Excellent
"Great location to use public transport, especially if you are not used to living in a big city. Also easily walkable to several restaurants, Fenway etc"
Amy 4-night trip
Posted less than an hour ago
citizenM Boston Back Bay
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

10/10 Excellent
"Amazing view of the Charles"
Venkata Pramod 2-night trip
Posted 1 hour ago
Hyatt Regency Boston/Cambridge
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"The room ( artist tower king bed) was tiny but had everything we needed and a spectacular view of the harbor (21st floor). My only complaint was that the bar in the lobby Saturday night was so crowded (due to multiple weddings?) that drinks took forever and they could have used a couple cocktail waitresses."
patricia 2-night trip
Posted 1 hour ago
Omni Boston Hotel at the Seaport
Omni Parker House

Omni Parker House

10/10 Excellent
"Great location right next to Boston Common and the Freedom Trail. The hotel lobby felt grand, as though you’re stepping back in time. The bed was super comfy and in a good sized room. The bathroom was nice, although the shower was absolutely tiny. Overall, a good stay."
Freya 3-night trip
Posted 5 hours ago
Omni Parker House
The Westin Boston Seaport District

The Westin Boston Seaport District

8/10 Good
"Good overall stay"
Jen 1-night trip
Posted 13 hours ago
The Westin Boston Seaport District

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