Book Winchester hotels

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Winchester

Cheap Winchester hotels

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$520 per night from 25 May to 26 May
NZ$520
25 May - 26 May
includes taxes & fees
Stay at this business-friendly hotel in Boston. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
Opens in a new windowSeaport Hotel Boston
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 NZ$251 per night from 31 May to 1 June
NZ$251
31 May - 1 June
includes taxes & fees
Stay at this hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the restaurant and the helpful staff in ...
Opens in a new windowThe Revolution Hotel
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$419 per night from 29 May to 30 May
NZ$419
29 May - 30 May
includes taxes & fees
Stay at this luxury hotel in Boston. Enjoy free Wi-Fi, a full-service spa and 4 restaurants. Our guests praise the breakfast and the pool in their reviews. Popular ...
Opens in a new windowOmni Boston Hotel at the Seaport
Save an average of 15% on thousands of hotels when you're signed in
The Godfrey Hotel Boston

The Godfrey Hotel Boston

4 out of 5
505 Washington Street Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$472 per night from 25 May to 26 May
NZ$472
25 May - 26 May
includes taxes & fees
Stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the restaurant and the helpful ...
Opens in a new windowThe Godfrey Hotel Boston
Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
161 Devonshire St Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$429 per night from 25 May to 26 May
NZ$429
25 May - 26 May
includes taxes & fees
Stay at this business-friendly hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the restaurant and the helpful staff ...
Opens in a new windowClub Quarters Hotel Faneuil Hall, Boston
The Midtown Hotel MOD Collection by Sonesta

The Midtown Hotel MOD Collection by Sonesta

2 out of 5
220 Huntington Avenue Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$377 per night from 25 May to 26 May
NZ$377
25 May - 26 May
includes taxes & fees
Stay at this hotel in Boston. Enjoy free breakfast, free Wi-Fi and a fitness centre. Popular attractions Copley Square and Fenway Park are located nearby.
Opens in a new windowThe Midtown Hotel MOD Collection by Sonesta
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
The price is NZ$357 per night from 25 May to 26 May
NZ$357
25 May - 26 May
includes taxes & fees
Stay at this hotel in Boston. Enjoy free Wi-Fi, a 24-hour front desk and a business centre. Our guests praise the breakfast and the restaurant in their reviews. ...
Opens in a new windowHarborside Inn Of Boston
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
The price is NZ$587 per night from 22 May to 23 May
NZ$587
22 May - 23 May
includes taxes & fees
Stay at this luxury hotel in Everett. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the helpful staff and the clean rooms in their ...
Opens in a new windowEncore Boston Harbor
Omni Parker House

Omni Parker House

4.5 out of 5
60 School St Boston MA
Fully refundableReserve now, pay when you stay
The price is NZ$626 per night from 25 May to 26 May
NZ$626
25 May - 26 May
includes taxes & fees
Stay at this luxury hotel in Boston. Enjoy free Wi-Fi, breakfast (surcharge) and room service. Our guests praise the restaurant and the helpful staff in their ...
Opens in a new windowOmni Parker House
Don't see what you're looking for?
See all available properties in Winchester
View all properties
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.

Hotels In Winchester

You'll find yourself spoiled for choice when it comes to finding happening places to hang out in Winchester. We offer 68 places to crash within 10 kilometres of Winchester's centre.

The Hyatt Place Boston/Medford and Hilton Boston/Woburn are all handily situated within 5 kilometres of Winchester's downtown action.

The Mandarin Oriental Boston can be found 13 kilometres away from the main part of Winchester. Another option is the Four Seasons Hotel Boston, which is positioned 13 kilometres away. The The Ritz-Carlton, Boston and also the Fifteen Beacon are two other recommended accommodation options in Winchester.

But wait, there's more! Don't leave before checking out what is on offer in the rest of the area. Eastern Massachusetts has coastal plains, along with common Eastern Massachusetts attractions like the churches and art museums. Common pastimes in this part of United States of America include snowboarding, skiing and cycling.

Don't skedaddle before you have checked out the Harvard Square and Harvard University in Cambridge. Some of our recommended Cambridge hotel options include the Fairmont Copley Plaza, Boston and The Charles Hotel. 13 kilometres to the east of Winchester you can also stay at Revere, home to the Courtyard by Marriott Boston Logan Airport and Hampton Inn Boston - Logan Airport. If you stay in Revere, be sure to check out the Revere Beach and Belle Isle Marsh Reservation.

Just because you're travelling in Boston, doesn't mean you can't enjoy your passion for sporting events. You'll find Gillette Stadium 40 kilometres to the south of Winchester. Sleep right near the action at the Renaissance Boston Patriot Place Hotel or the Econo Lodge Sharon.

Situated 14 kilometres from Winchester is Logan International Airport. Stay nearby at the The Ritz-Carlton, Boston or the Fifteen Beacon.

Winchester hotels essential information

Accommodation
4,198 hotels
Lowest Price
NZ$251
Highest Price
NZ$626
Popular hotels
Seaport Hotel Boston, The Revolution Hotel, Omni Boston Hotel at the Seaport, The Godfrey Hotel Boston, Club Quarters Hotel Faneuil Hall, Boston, The Midtown Hotel MOD Collection by Sonesta, Harborside Inn Of Boston, Encore Boston Harbor, Omni Parker House

Most recent Winchester hotel reviews

Top Picks

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.