Winter Park Vacation Packages
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Your Winter Park Vacation
When a getaway to the city is calling, answer it with a Winter Park vacation package. The neighborhood of Ivanhoe Village, which is great for dining, bars and pubs and shopping, makes a fantastic base for your adventures. Rollins College, Full Sail University and Altamonte Mall are just a few of the attractions worth exploring during your trip to Winter Park. Stop daydreaming and start adventuring. Check out the many options on Expedia today and put your Winter Park vacation plans in motion!
Top Winter Park Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
Price was CA $1,440, price is now CA $810 per person
CA $810
per person
Jul 4 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (1,718 reviews)
This family friendly resort offers first class amenities and hospitality at a budget friendly price. The accommodations were clean and had everything we needed already there.
Reviewed on May 18, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $2,154, price is now CA $940 per person
CA $940
per person
Jul 4 - Jul 10
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.8/10 Excellent! (1,250 reviews)
Our room was extremely clean and quiet. It was very close to Universal Studios. Highly recommend!
Reviewed on May 16, 2026
Westgate Lakes Resort & Spa Universal Studios Area
Price was CA $1,510, price is now CA $934 per person
CA $934
per person
Jun 23 - Jun 27
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.4/10 Very Good! (6,490 reviews)
Overall, excellent facility. I would have given 5 stars but the WiFi was painfully slow.
Reviewed on May 22, 2026
Winter Park Hotel Deals
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Jun 14 to Jun 15
CA $198
CA $223 total
Jun 14 - Jun 15
includes taxes & fees
9.2/10 Wonderful! (5,545 reviews)
"Great property"
Reviewed on May 22, 2026
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
The price is CA $275 per night from May 25 to May 26
CA $275
CA $309 total
May 25 - May 26
includes taxes & fees
9.4/10 Exceptional! (4,166 reviews)
"Excellent we always stY there when flying out of orlando early am"
Reviewed on May 22, 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 May 27 to May 28
CA $207
CA $233 total
May 27 - May 28
includes taxes & fees
9/10 Wonderful! (6,824 reviews)
"Amazing staff had a great time. I’ve stayed at most of Universal resort and this one has so far been one of my favorites. Can’t wait to go back."
Reviewed on May 23, 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 Park
Walt Disney World® Resort
4.5/5(229 reviews)
Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.
Universal Studios Florida
4.5/5(1,003 reviews)
Movie sets and thrill rides combine to create this internationally acclaimed theme park.
Universal Orlando Resort
4.5/5(408 reviews)
Make your Florida vacation one to remember with a stay at this hotel and theme park complex.
What to do in Winter Park
Universal Orlando Resort Theme Park Tickets (US & Canada)
CA $221
per adult
86% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
CA $37
per adult
92% of travellers recommend
Explore a world of travel with Expedia
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- Flights to Orlando
- Flights from Maitland
- Flights from Buffalo (BUF) to Orlando (MCO)
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- Adventhealth Orlando
- Albin Polasek Museum and Sculpture Gardens
- Casa Feliz Historic Home Museum
- Cathedral Church of St. Luke
- Church Street Station
- City Arts Factory
- Downtown Orlando Vacations
- Dr. Phillips Center for the Performing Arts
- Harry P. Leu Gardens
- Kia Center
- Kraft Azalea Gardens
- Lake Eola Park
- Lake Virginia
- Loch Haven Park
- Mad Cow Theatre
- Visit Maitland
- Mead Garden
- Orange Avenue
- Orange County Regional History Center
- Visit Aloma
- Orlando Museum of Art
- Visit Orwin Manor
- Orlando Science Center
- Orlando Vacations
- Princeton Park
- Red Bug Lake Park
- Rollins Museum of Art
- St. James Cathedral
- The Plaza Theatre
- Village Plaza Shopping Center
- Walt Disney World® Resort
- Winter Pines Golf Club
- Zora Neale Hurston National Museum of Fine Arts
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
