Winter Springs Vacation Packages
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Your Winter Springs Vacation
Say bye-bye to the worries of planning and hello to a Winter Springs vacation package. With everything organized before you leave, you can focus on discovering the best of this city, starting with Ivanhoe Village, which is great for dining, bars and pubs and shopping. If taking in sights is on the cards during your trip to Winter Springs, swing by leading attractions like Altamonte Mall, Winter Park Village and Cranes Roost Park. Your Winter Springs vacation is a couple of clicks away. Browse hotels, flights and more on Expedia for an adventure that's tailored just for you.
Top Winter Springs Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
Price was CA $782, price is now CA $459 per person
CA $459
per person
Nov 10 - Nov 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8/10 Very Good! (1,346 reviews)
The property is very beautiful and they do a wonderful job keeping it clean. However, it's far too big for older visitors and there are no benches to rest while walking.
Reviewed on Aug. 26, 2025
Palazzo Lakeside Hotel
Price was CA $1,423, price is now CA $525 per person
CA $525
per person
Oct 24 - Oct 29
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.2/10 Very Good! (5,167 reviews)
It was very clean and comfortable! The staff were extremely friendly! The area around the property is really pretty!
Reviewed on Aug. 27, 2025
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $2,294, price is now CA $1,087 per person
CA $1,087
per person
Nov 8 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.8/10 Excellent! (1,002 reviews)
We didn’t have keys to our room for over 24 hours
Reviewed on Aug. 28, 2025
Reunion Resort & Golf Club
Reunion
Price was CA $1,829, price is now CA $1,072 per person
CA $1,072
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.8/10 Excellent! (1,377 reviews)
Property was great! Wish we were able to stay longer
Reviewed on Aug. 27, 2025
Winter Springs Hotel Deals
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from Sep 10 to Sep 11
CA $127
CA $143 total
Sep 10 - Sep 11
includes taxes & fees
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Sep 3 to Sep 4
CA $195
CA $220 total
Sep 3 - Sep 4
includes taxes & fees
Rosen Inn at Pointe Orlando
9000 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $95 per night from Sep 5 to Sep 6
CA $95
CA $107 total
Sep 5 - Sep 6
includes taxes & fees
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.