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 Vacation Villas Resort
Price was CA $1,350, price is now CA $727 per person
CA $727
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very Good! (1,944 reviews)
i didn’t like it was faults advertising the water park in the facility was not included as it stated in the discrimination i payed over 200 a night and that was the only reason why i wanted to stay at this hotel and that was not included. i would not rent this plays out again for that price it’s way over priced
Reviewed on May 25, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $2,754, price is now CA $1,308 per person
CA $1,308
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.8/10 Excellent! (1,253 reviews)
It was a very nice clean property just a bit smaller unit size than what we’re used to!
Reviewed on May 25, 2026
Westgate Towers Resort
Price was CA $1,344, price is now CA $727 per person
CA $727
per person
Aug 7 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
The room was clean staff was nice.i was good for the weekend stay really enjoyed it.
Reviewed on May 24, 2026
Westgate Lakes Resort & Spa Universal Studios Area
Price was CA $2,011, price is now CA $1,176 per person
CA $1,176
per person
Jul 18 - Jul 25
found 22 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.4/10 Very Good! (6,490 reviews)
It is well kept, didnt have a issue with anything. I will say it is a time share place so they do try to get you to come to it but it wasnt over bearing. Only a 10-15 min drive to the parks which was great. We would come back.
Reviewed on May 27, 2026
Winter Springs Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $280 per night from Jun 15 to Jun 16
CA $280
CA $315 total
Jun 15 - Jun 16
includes taxes & fees
9.4/10 Exceptional! (4,165 reviews)
"Great stay. So convenient"
Reviewed on May 27, 2026
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $207 per night from Jun 3 to Jun 4
CA $207
CA $233 total
Jun 3 - Jun 4
includes taxes & fees
9/10 Wonderful! (6,887 reviews)
"I’ve stayed here before and will continue to when I visit Florida. Some recommendations I have are the pillows definitely could use an upgrade definitely feel like they were a little worn out and deflated. I feel like you shouldn’t charge someone to float down the lazy river this should be included ..."
Reviewed on May 27, 2026
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $203 per night from Jun 22 to Jun 23
CA $203
CA $228 total
Jun 22 - Jun 23
includes taxes & fees
9.2/10 Wonderful! (5,300 reviews)
"Our family really enjoyed staying at Endless summer Dockside inn. The location was great for visiting Universal and other attractions. The employees were very helpful and friendly and housekeeping did a wonderful job cleaning our room every day. We loved the shuttle bus that went to the parks and ..."
Reviewed on May 27, 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
The Underground – Orlando’s Ultimate Tactical Group Experience
CA $67
per adult
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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.
