
Windsor Vacations from $326
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Your Windsor Vacation
When you book a vacation package to Windsor, you can relax and enjoy your getaway knowing that all your travel arrangements are under control. Discover the many delights of this vibrant city from your base in a neighborhood like Princeton Meadows, which is great for golfing. During your trip to Windsor, carve some time in your schedule for sightseeing. A popular place to begin exploring is Working Dog Winery. Whoever you're escaping with and whatever you plan to spend, your dream Windsor vacation is just a few clicks away with Expedia.
The Latest Windsor vacation packages
Price found within the past 48 hours. Click for updated prices.

Sheraton New York Times Square Hotel
Manhattan
Price was $688, price is now $326 per person
$326
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.4/10 Good! (5,413 reviews)
The staff was very helpful and courteous. Housekeeping was excellent.
Reviewed on Dec 30, 2025


Courtyard New York Manhattan/ Midtown East
Manhattan
Price was $1,056, price is now $497 per person
$497
per person
Mar 12 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,346 reviews)
Fantastic stay!! The room was amazing, clean and spacious. We loved Mimi at the front desk! Very nice and super helpful. We will be staying again.
Reviewed on Dec 29, 2025

Hotel Seville Nomad, in the Unbound Collection by Hyatt
Manhattan
Price was $1,149, price is now $569 per person
$569
per person
Mar 1 - Mar 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,184 reviews)
The room was very tidy and spacious enough for a person to stay. I stayed for 5 nights, house keeping was done very promptly and staffs felt all welcoming when entering/exiting the building. Have not tried breakfast but I highly recommend on staying at Seville Nomad 👍
Reviewed on Dec 27, 2025

Harpoon House
Price was $1,204, price is now $613 per person
$613
per person
Mar 18 - Mar 23
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
8.4/10 Very Good! (147 reviews)
We were looking for a quick overnight in the East End, and the Harpoon House exceeded our expectations in every way. The room was spacious (a suite!) and well-appointed, blending the charm of the original 1648 (!) building with modern amenities and furnishings. We didn't take advantage of the on-property restaurant (formerly Blu Mar), but the menu - by acclaimed chef Rocco DiSpirito - looked excellent, if a bit pricey. Location was ideal, within easy walking distance of all Main Street shops and restaurants, and less than a mile to the beach. And, although things were a bit quieter than in the height of summer - not a bad thing! - we loved being out there for the fall harvest season, with wineries and farms in full swing. All-in-all, our stay at the Harpoon House made for a perfect fall weekend in the Hamptons - highly recommended.
Reviewed on Oct 20, 2025
What to do in Windsor

Explore the Hindu Temple a Spiritual Gem Near New York
$120
per adult
100% of travellers recommend
Windsor Hotel Deals

DoubleTree by Hilton Princeton
4355 US Highway 1 at Ridge Rd. Princeton NJ
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $98 total per night from Jan 1 to Jan 2
$98 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.2/10 Very Good! (1,007 reviews)
The swimming pool is great!
Reviewed on Dec 24, 2025

The Heldrich Hotel
10 Livingston Avenue New Brunswick NJ
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $150 total per night from Jan 18 to Jan 19
$150 total
Jan 18 - Jan 19, 2026
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
There wasn't breakfast
Reviewed on Dec 25, 2025

Hyatt Regency New Brunswick
2 Albany St New Brunswick NJ
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $145 total per night from Jan 8 to Jan 9
$145 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Great messed upbmy food but overall great
Reviewed on Dec 21, 2025
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.
Find the Best Windsor Vacation Packages
Windsor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Mercer Airport (TTN) |
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