Windsor Holidays from £854

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Your Windsor Holiday

The cosmopolitan vibe and rich history are just the beginning of the things Windsor has going for it. Enjoy the best parts of this fascinating city your way with a personalised Windsor holiday package. A trip to Windsor is an ideal opportunity to see the sights. Be sure to stop by big-name attractions such as XL Centre, Xfinity Theatre and University of Hartford. Whatever your travel plans or budget, putting together the ultimate tailored Windsor holiday is simple with Expedia.

Top Windsor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Best Western Executive Hotel Of New Haven - West Haven
Hyatus Luxury Residences City Crossing
Luxury Furnished Apartments by Hyatus Downtown at Yale
Landing Apartments New Haven Near Dixwell
Hampton Inn & Suites By Hilton North Haven

Windsor Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
28,800
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Xfinity Theatre, Connecticut Science Centre and Nomads Adventure Quest

Top hotels in Windsor

Residence Inn by Marriott Hartford/Windsor

Residence Inn by Marriott Hartford/Windsor

3 out of 5
100 Dunfey Ln Windsor CT
Fully refundableReserve now, pay when you stay
The price is £111 per night from 27 May to 28 May
£111
27 May - 28 May
includes taxes & fees
8.2/10 Very Good! (748 reviews)
This was a very pleasant experience. I travel often for work and personal. The grounds look like a townhouse or condo development. Staff was accommodating, room was clean, well kept like a nice studio apartment. Full breakfast basic but good. The only things concerning was the room was on the second ...

Reviewed on 3 May 2026

Residence Inn by Marriott Hartford/Windsor
Marriott Hartford/Windsor Airport

Marriott Hartford/Windsor Airport

3.5 out of 5
28 Day Hill Rd Windsor CT
Fully refundableReserve now, pay when you stay
The price is £168 per night from 17 May to 18 May
£168
17 May - 18 May
includes taxes & fees
8.4/10 Very Good! (1,005 reviews)
It was an awesome experience

Reviewed on 9 May 2026

Marriott Hartford/Windsor Airport
HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
200 Corporate Dr Windsor CT
Fully refundableReserve now, pay when you stay
The price is £127 per night from 25 May to 26 May
£127
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (1,008 reviews)
J'aurais aimé un meilleur.entretien quotidien de la.chambre, sinon le tout était parfait

Reviewed on 1 May 2026

HYATT house Hartford North/Windsor
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.