Windsor Vacation Packages
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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.
Top Windsor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Arthouse Hotel New York City
Manhattan
Price was CA $1,805, price is now CA $1,073 per person
CA $1,073
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,852 reviews)
Complementary pastry amazing. Staff was absolutely fantastic…professional and nice.
Reviewed on Apr 9, 2026
Park Lane New York
Manhattan
Price was CA $2,538, price is now CA $1,531 per person
CA $1,531
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,764 reviews)
Great location; Central Park View is a must
Reviewed on Apr 11, 2026
Hotel Riu Plaza New York Times Square
Manhattan
Price was CA $2,384, price is now CA $1,451 per person
CA $1,451
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,951 reviews)
The breakfast was wonderful. The staff were very helpful and friendly. The see through shower made for some funny jokes between my friend and I.
Reviewed on Apr 10, 2026
1 Hotel Central Park
Manhattan
Price was CA $3,586, price is now CA $2,195 per person
CA $2,195
per person
Jun 3 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Everything is great about this Hotel.
Reviewed on Apr 9, 2026
Windsor Hotel Deals
Hilton East Brunswick Hotel & Executive Meeting Center
3 Tower Center Blvd East Brunswick NJ
The price is CA $169 per night from Apr 27 to Apr 28
CA $169
CA $194 total
Apr 27 - Apr 28
includes taxes & fees
7.4/10 Good! (1,062 reviews)
Everything was good except the elevators (maybe was this weekend)
Reviewed on Apr 13, 2026
Hyatt Regency Princeton
102 Carnegie Ctr Princeton NJ
Fully refundableReserve now, pay when you stay
The price is CA $209 per night from Apr 26 to Apr 27
CA $209
CA $240 total
Apr 26 - Apr 27
includes taxes & fees
8.8/10 Excellent! (1,202 reviews)
Ok
Reviewed on Apr 12, 2026
DoubleTree by Hilton Princeton
4355 US Highway 1 at Ridge Rd. Princeton NJ
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Apr 19 to Apr 20
CA $145
CA $166 total
Apr 19 - Apr 20
includes taxes & fees
8.6/10 Excellent! (1,092 reviews)
Restaurant attached to hotel was not the best
Reviewed on Apr 13, 2026
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.
