Windsor Holidays from £772

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Your Windsor Holiday

Our holiday packages to Windsor provide endless opportunities to delve into new sights, sounds and smells. And with all of the travel arrangements taken care of, you can kick back and enjoy your city escape to the fullest. Eager to do a little sightseeing? Spend your days enjoying popular attractions such as Franklin Pierce Homestead during your trip to Windsor. No matter your travel plans or budget, putting together a tailored Windsor holiday is easy with Expedia.

Top Windsor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Anchorage Inn of Rochester
Holiday Inn Express Durham by IHG
Exeter Inn
Hampton Inn & Suites Exeter
Fairfield Inn & Suites by Marriott Portsmouth Exeter

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.

Windsor Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Franklin Pierce Homestead and Blaisdell Lake

Top hotels in Windsor

Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
1403 New Hampshire Rte 103 Newbury NH
Fully refundableReserve now, pay when you stay
The price is £110 per night from 12 Mar to 13 Mar
£110
12 Mar - 13 Mar
includes taxes & fees
8.8/10 Excellent! (135 reviews)
Overall, not a bad place but the Staff was non existent and its always helpful to have someone to assist you when you're in a new place. Check in was not as smooth as it should have been, and the overall cleanliness left something to be desired. 3.5 stars overall.

Reviewed on 6 Mar 2026

Hideaway Inn Mt.Sunapee
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Fully refundableReserve now, pay when you stay
The price is £96 per night from 10 Mar to 11 Mar
£96
10 Mar - 11 Mar
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
The room was not clean. There was a big spill of some kind of oil on the nightstand. Really gross!!!

Reviewed on 23 Feb 2026

Best Western Plus Keene Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Fully refundableReserve now, pay when you stay
The price is £88 per night from 10 Mar to 11 Mar
£88
10 Mar - 11 Mar
includes taxes & fees
8.4/10 Very Good! (989 reviews)
make sure you bring your own do not disturb card and keep ur inside lock locked up otherwise the cleaners just try to come in on u. then come clean ur room anyway after you leave and tell the front desk you want a late check out so they call and wake u up in the morning.

Reviewed on 9 Mar 2026

Keene Elm City Hotel, an Ascend Collection Hotel
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. Flight-inclusive packages are ATOL protected.