Winter Springs Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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    Save up to CA $775 when you book a flight and hotel together*
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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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
Jun. 27 - Jul. 1
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (3,949 reviews)
Staff were very friendly upon arrival and during check in. The room was very clean and spacious!

Reviewed on May 27, 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
Save 100% on your flight
per person
Jul. 7 - Jul. 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.4/10 Very Good! (999 reviews)
Stayed in an upgraded suite building A. Clean and comfortable. Friendly professional staffs. Loved the washer/dryer, full kitchen with counter top/ seatings. 2 full bathrooms and 2 separated bedrooms was a plus for a family of 4.

Reviewed on May 27, 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Jun. 27 - Jul. 1
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Orlando (MCO)
7.8/10 Good! (3,685 reviews)
Fun for the whole family

Reviewed on May 27, 2024

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
per person
Jul. 7 - Jul. 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.2/10 Very Good! (832 reviews)
An absolute amazing location, cleanliness of property and very quiet.

Reviewed on May 20, 2024

Mai Hana Hotel - International Drive

Mai Hana Hotel - International Drive

2.5 out of 5
Save 100% on your flight
per person
Jun. 30 - Jul. 7
just found
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
7.4/10 Good! (1,008 reviews)
It was very nice clean affordable within walking distance of everything

Reviewed on May 19, 2024

Winter Springs Hotel Deals

DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from May 29 to May 30
CA $149
CA $167 total
includes taxes & fees
May 29 - May 30
8.2/10 Very Good! (6,340 reviews)
"Wonderful"

Reviewed on May 24, 2024

DoubleTree by Hilton at the Entrance to Universal Orlando
Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Endless Summer Resort - Dockside Inn and Suites
3 out of 5
7125 Universal Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $256 per night from Jun. 3 to Jun. 4
CA $256
CA $288 total
includes taxes & fees
Jun 3 - Jun 4
9/10 Wonderful! (5,138 reviews)
"Would stay again"

Reviewed on May 27, 2024

Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort
3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $319 per night from Jun. 3 to Jun. 4
CA $319
CA $359 total
includes taxes & fees
Jun 3 - Jun 4
8.6/10 Excellent! (5,016 reviews)
"Our stay was a lot of fun! Unfortunately the waterslide was broken so we didn’t get to try that but otherwise had a great time."

Reviewed on May 25, 2024

Universal's Cabana Bay Beach Resort
See all 4,427 properties in Winter Springs
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Winter Springs vacation package cost?
Custom make your Winter Springs package from just CA $662. Pick from any combination of rental cars, flights and hotels to craft the trip you’ve been dreaming about for ages. Remember to add on one or two experiences!
How do I get a cheap travel package to Winter Springs?
If you love amazing deals, combine your bookings into a Winter Springs vacation package. Whether you’re chasing hotels, flights, rental cars or activities, you can book them all in one place. You’ll have lots of choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 hotel options around the globe to pick from. Fly with who you want, find a room where you like and save a pretty penny — now that’s the ideal vacation!
Where should I stay in Winter Springs?
With so much to discover in Winter Springs, it makes sense to book a room in a hotel near its attractions. Boombah-Soldiers Creek Park, Tuscawilla Golf Course and Greenwood Lakes Park are some top ones to put on your must-see list.
How far in advance should I book my Winter Springs vacation?
Travelers are usually able to look up international flights on Expedia within 12 months of the departure date. Booking late? With a little bit of luck, it’s still possible to score a cheap ticket only weeks before your journey.
What does an Expedia Winter Springs travel package include?
Hotels, flights and a cool car for your road trip adventures. Simply mix and match your preferred bundle and get access to great discounts. Once you’ve made your booking, add on a few activities and tours and watch your savings stack up. When it comes to organizing your Winter Springs trip, you’re in control!
What should I know before booking a Winter Springs travel package?
You’ll pick up big savings when you combine your hotels, flights and rental cars into a travel package. Not just that, booking everything in one place will make your trip planning easier. So why waste your time or money? Whether you’re organizing a luxury city stay with your love or a low-cost family road trip, check out our package deals today.
Can I choose my airline with a Winter Springs Expedia vacation package?
Yes — that’s one of the best things about an Expedia package. You’re the boss! We have more than 550 partner airlines globally, so you have options galore when planning your Winter Springs trip.
If I'm not able to travel, can I cancel my Winter Springs vacation package?
Because we know life can be unpredictable, the answer is yes. For further information, head to our Customer Service Portal. But generally speaking, if you’ve booked your Winter Springs vacation package in the last 24 hours, you may be able to cancel or change it for no charge. Your hotel, airline or car rental company may charge a fee if your booking is older than that.

Discover the most popular places to visit in Winter Springs

Image for Tuscawilla Golf Course

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.

Tuscawilla Golf Course
Image for Central Winds Park

Central Winds Park

Explore the great outdoors at Central Winds Park, a lovely green space in Winter Springs. Stroll along the area's lakeside or experience its acclaimed theater scene.

Central Winds Park
Image for Trotwood Park

Trotwood Park

Explore the great outdoors at Trotwood Park, a lovely green space in Winter Springs. Amble around the area's lakeside or attend a sporting event.

Trotwood Park

What to do in Winter Springs

Image for Park Whispers: Love and Legacy in Orlando

Park Whispers: Love and Legacy in Orlando

CA $904
Per adult
Park Whispers: Love and Legacy in Orlando
Image for Private 2-Hour Day Sailing Experience

Private 2-Hour Day Sailing Experience

CA $93
Per adult
Private 2-Hour Day Sailing Experience
Image for Taste of Winter Park (Greater Orlando area)

Taste of Winter Park (Greater Orlando area)

CA $156
Per adult
Taste of Winter Park (Greater Orlando area)
See all activities in Winter Springs

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.