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.
Seasons Florida Resort
Price was CA $1,190, price is now CA $761 per person
CA $761
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,656 reviews)
This was a nice place to stay. Rooms were clean and staff was outstanding and went above and beyond to accommodate any request. I really appreciated all the staff and how hard they work. I would definitely stay here again. It's close to all shopping, amusement parks and plenty of dining options close by within walking distance.
Reviewed on Jun 23, 2026
Westgate Lakes Resort & Spa Universal Studios Area
Price was CA $1,585, price is now CA $994 per person
CA $994
per person
Sep 8 - Sep 15
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.4/10 Very good! (6,626 reviews)
I loved the resort. The staff was great. They engaged were vert engaging. They truly took the time to listen attentively, and responded professionally. They went above and beyond my expectations to arrange for my accommodations. I would highly recommend this resort to families and seniors.
Reviewed on Jun 24, 2026
WorldQuest Orlando Resort
Price was CA $1,595, price is now CA $1,003 per person
CA $1,003
per person
Sep 13 - Sep 20
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (4,075 reviews)
We stayed at this resort two weekends in the last 8 weeks. The first time our 3 bedroom was outdated and dryer did not work. This last time great remodeled Disney decor beautiful and well equipped.
Reviewed on May 11, 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was CA $2,432, price is now CA $1,665 per person
CA $1,665
per person
Aug 10 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,009 reviews)
Es excelente este hotel, me encantó su limpieza,atención y muy buena ubicación lo volvería a repetir
Reviewed on Jun 23, 2026
Winter Springs Hotel Deals
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $214 per night from Jun 30 to Jul 1
CA $214
CA $240 total
Jun 30 - Jul 1
includes taxes & fees
9/10 Wonderful! (7,053 reviews)
"Spacious and convenient"
Reviewed on Jun 24, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
Fully refundable
The price is CA $127 per night from Jul 12 to Jul 13
CA $127
CA $143 total
Jul 12 - Jul 13
includes taxes & fees
8.6/10 Excellent! (6,959 reviews)
"Upgraded my room . Staff was friendly and it was clean."
Reviewed on Jun 24, 2026
Wyndham I-Drive Avanti Resort & Conference Center
6515 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from Jul 14 to Jul 15
CA $94
CA $134 total
Jul 14 - Jul 15
includes taxes & fees
7.4/10 Good! (4,755 reviews)
"The staff were very attentive and friendly. However, I believe more personnel are needed for the check-in process. During my stay, I waited more than 30 minutes to check in. The employees were very kind and professional, but the wait time could be improved with additional staff. I also think the ..."
Reviewed on Jun 24, 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.
Discover the most popular places to visit in Winter Springs
Tuscawilla Golf Course
Enjoy a round of golf in Winter Springs at Tuscawilla Golf Course. Stroll along the lakeside or attend a sporting event in the area.
What to do in Winter Springs
2-Hour Clear Kayak and Paddleboard(SUP) Rental in Orlando
CA $62
per adult
100% of travellers recommend
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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.
