Search Deals onWinter Park Village Vacation Packages
Winter Park Village Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Save 100% on your flight
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.
Bryan’s Spanish Cove
Save 100% on your flight
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Stay at this 3-star hotel in Orlando. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Orlando Vineland Premium Outlets are located nearby.
Westgate River Ranch Resort & Rodeo
Save 100% on your flight
per person
May 22 - May 26
found 7 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Stay at this 3.5-star family-friendly resort in River Ranch. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews.
Westgate Palace Hotel / Universal / I-Drive
Save 100% on your flight
per person
May 22 - May 26
found 6 hours ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye at ICON Park are located nearby.
Westgate Towers Resort
Save 100% on your flight
per person
May 22 - May 28
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.
Opal Hotel & Suites
per person
May 21 - May 25
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this hotel in Altamonte Springs. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cranes Roost Park and Altamonte Mall are located nearby.
Magic Moment Resort and Kids Club
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Haven Villas
Save 100% on your flight
per person
May 17 - May 24
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 4-star business-friendly villa in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Old Town and Disney Springs™ are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
per person
May 14 - May 18
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions The Wheel at ICON Park™ and Aquatica are located nearby.
Boardwalk Inn and Suites
Save 100% on your flight
per person
May 18 - May 24
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona International Speedway and Daytona Beach Pier are located nearby.
Topaz Motel
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this beach hotel in Flagler Beach. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Flagler Beach Beach and Betty Steflik Memorial Preserve are located nearby.
Monumental Hotel Orlando
per person
Jun 3 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Stay at this 3.5-star business-friendly hotel in Orlando. Enjoy room service, a fitness center, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Orlando Vineland Premium Outlets and Aquatica are located nearby.
3-4 Night Vacations in Winter Park Village
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Winter Park Village
Price found within the past 48 hours. Click for updated prices.
Winter Park Village Last Minute Hotel Deals
The Alfond Inn
300 East New England Avenue, Winter Park, FL
Stay at this 4-star luxury hotel in Winter Park. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property ...
Days Inn by Wyndham N Orlando/Casselberry
8245 South US Hwy 17/92, Fern Park, FL
Book a stay at this business-friendly motel in Fern Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
SpringHill Suites by Marriott Winter Park
1127 NORTH ORLANDO AVENUE, Winter Park, FL
Book a stay at this business-friendly hotel in Winter Park. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff and the ...
Park Plaza Hotel
307 South Park Avenue , Winter Park, FL
Stay at this 3-star spa hotel in Winter Park. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the property condition ...
Hilton Garden Inn Winter Park
1275 Lee Road, Winter Park, FL
Stay at this 3-star business-friendly hotel in Winter Park. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Regency Inn
7400 Us Highway 17-92, Fern Park, FL
Stay at this hotel in Fern Park. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Secret Lake Park and Altamonte Mall are located ...
HomeTowne Studios by Red Roof Orlando - Casselberry
210 N Oxford Rd, Casselberry, FL
Stay at this hotel in Casselberry. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hilton Orlando/Altamonte Springs
350 S Northlake Blvd, Altamonte Springs, FL
Stay at this 4-star business-friendly hotel in Altamonte Springs. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff ...
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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