Search Deals onWinter Park Village Vacation Packages
Winter Park Village Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Seasons Florida Resort
per person
May 6 - May 13
found 1 day ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Westgate Lakes Resort & Spa Universal Studios Area
per person
May 10 - May 17
found 14 hours ago
Roundtrip 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.

Westgate Palace Hotel / Universal / I-Drive
per person
May 10 - May 17
found 14 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 11 - May 17
found 9 hours ago
Roundtrip flight included
Hartford (BDL) 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.

CoCo Key Hotel and Water Resort
Save 100% on your flight
per person
May 10 - May 17
found 14 hours ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye at ICON Park are located nearby.

Meliá Orlando Celebration
Save 100% on your flight
per person
May 12 - May 16
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this 4-star spa hotel in Celebration. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby.

Villa 1565
Save 100% on your flight
per person
May 5 - May 12
found 7 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this hotel in St. Augustine. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Castillo de San Marcos National Monument and St. George Street are located nearby.

Hyatt Place Cape Canaveral
Save 100% on your flight
per person
May 14 - May 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Orlando (MCO)
Stay at this 3-star hotel in Cape Canaveral. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Popular attractions Victory Casino Cruises and Cocoa Beach are located nearby.

Orbit One Vacation Villas
Save 100% on your flight
per person
May 11 - May 17
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Holiday Inn Express And Suites Clermont Se West Orlando by IHG
Save 100% on your flight
per person
May 10 - May 17
found 14 hours ago
Roundtrip flight included
Hartford (BDL) to Orlando (MCO)
Book a stay at this family-friendly hotel in Four Corners. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Island Hotel of the Space Coast
Save 100% on your flight
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this business-friendly hotel in Merritt Island. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Cocoa Beach Pier and Cocoa Beach are located nearby.

Cocoa Beach Suites
Save 100% on your flight
per person
May 22 - May 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this hotel in Cocoa Beach. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Cocoa Beach Pier and Cocoa Beach 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. ...

Sheraton Orlando North Hotel
600 N Lake Destiny Dr, Maitland, FL
Book a stay at this business-friendly hotel in Maitland. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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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