Winchester Holidays from AU$1,071

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Your Winchester Holiday

Lock in a Winchester holiday package that has everything you need and no unnecessary extras. Great for nightlife, shopping and bars and pubs, consider staying in the neighbourhood of Downtown Boston. You'll want to sightsee during your trip to Winchester. Drop by leading attractions such as Harvard Square, Harvard University and Bentley College. Expedia is here to help you escape your daily routine. Tailor your holiday to Winchester to match your travel style, whatever that may be.

The Latest Winchester Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Battery Wharf Hotel, Boston Waterfront
The Whitney Hotel
The Langham, Boston
The Newbury Boston
XV Beacon

Winchester Holiday

Winchester Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
21,400
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
New England Aquarium, Boston Museum of Fine Arts and Museum of Science

Our pick of the best Winchester Hotel Deals

The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$225 per night from 9 Nov to 10 Nov
AU$225
9 Nov - 10 Nov
includes taxes & fees
8.8/10 Excellent! (2,172 reviews)
"Fast check in very convenient exactly what you need it for. Well decorated"

Reviewed on 12 Oct 2025

The Revolution Hotel
citizenM Boston North Station

citizenM Boston North Station

4 out of 5
70 Causeway Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$321 per night from 16 Nov to 17 Nov
AU$321
16 Nov - 17 Nov
includes taxes & fees
9.2/10 Wonderful! (3,913 reviews)
"The staff was great, and the hotel is in a great location in the middle of a lot of things. Everything is walkable, and transportation is easy. The view is amazing. I will be coming back!"

Reviewed on 13 Oct 2025

citizenM Boston North Station
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is AU$554 per night from 31 Oct to 1 Nov
AU$554
31 Oct - 1 Nov
includes taxes & fees
9.4/10 Exceptional! (6,597 reviews)
"The staff was responsive and got me everything I needed within minutes. The rooms were clean and looked great."

Reviewed on 13 Oct 2025

The Dagny 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.