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
Save 100% on your flight
Price was $379, price is now $223 per person
$223
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Cocoa Beach Resort
Price was $2,353, price is now $1,195 per person
$1,195
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star beach condo in Cocoa Beach. Enjoy free parking, a beach locale, and free water park access. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach Pier and Cocoa Beach are located nearby.

Palazzo Lakeside Hotel
Price was $746, price is now $272 per person
$272
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 3-star hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Price was $606, price is now $279 per person
$279
per person
Oct 27 - Nov 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.

Westgate Palace Hotel / Universal / I-Drive
Price was $786, price is now $367 per person
$367
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.

Orbit One Vacation Villas
Save 100% on your flight
Price was $572, price is now $316 per person
$316
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Disney's Hollywood Studios® are located nearby.

Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $568, price is now $320 per person
$320
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 Orlando Eye at ICON Park and Aquatica are located nearby.

Villatel Orlando Resort
Price was $2,921, price is now $1,680 per person
$1,680
per person
Oct 15 - Oct 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, private pools, and 2 outdoor pickleball courts. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.

Westgate Town Center Resort
Save 100% on your flight
Price was $490, price is now $285 per person
$285
per person
Oct 6 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. 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.

Westgate River Ranch Resort & Rodeo
Price was $731, price is now $438 per person
$438
per person
Oct 16 - Oct 20
found 1 hour ago
Roundtrip flight included
Philadelphia (PHL) 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.

Summer Bay Orlando by Exploria Resorts
Save 100% on your flight
Price was $670, price is now $403 per person
$403
per person
Oct 18 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star family-friendly condo in Four Corners. Enjoy free parking, 5 outdoor pools, and 4 hot tubs. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Villas At Regal Palms
Save 100% on your flight
Price was $746, price is now $449 per person
$449
per person
Oct 23 - Oct 30
found 1 day ago
Roundtrip flight included
New York (LGA) to Orlando (MCO)
Stay at this 4-star spa aparthotel in Davenport. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club 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 ...

Park Plaza Hotel
307 South Park Avenue , Winter Park, FL
Stay at this 3-star golf hotel in Winter Park. Enjoy free WiFi, room service, and valet parking (surcharge). Our guests praise the helpful staff and the property ...

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 ...

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 ...

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 WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. ...

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 Casselberry Golf Club and Secret Lake Park are ...

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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