
Deals on vacations and trips to Winter Park
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Winter Park flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.

Westgate River Ranch Resort & Rodeo
Save 100% on your flight
per person
Aug 23 - Aug 26
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
This smoke-free resort features free water park access, a marina, and 2 restaurants. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

Westgate Palace Hotel / Universal / I-Drive
International Drive District
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Westgate Lakes Resort & Spa Universal Studios Area
per person
Oct 2 - Oct 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.

ette hotel
per person
Oct 7 - Oct 12
found 11 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Enjoy the gym and perks like free self parking.

Westgate Blue Tree Resort in Lake Buena Vista
per person
Aug 28 - Sep 3
found 1 hour ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.
Top Winter Park hotels deals

Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $209 total per night
$209 total
Jul 21 - Jul 22
Total includes taxes and fees
This eco-certified hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Pool
Free WiFi

DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $95 total per night
$95 total
Aug 4 - Aug 5
Total includes taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Hot Tub

Marriott's Grande Vista
5925 Avenida Vista, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$95 nightly
The price is $107 total per night
$107 total
Aug 9 - Aug 10
Total includes taxes and fees
This eco-certified hotel features a golf course, a full-service spa, and 3 restaurants. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy a meal in one of the 2 coffee shops/cafes and perks like free WiFi.
Pool
Hot Tub

Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$155 nightly
The price is $174 total per night
$174 total
Aug 19 - Aug 20
Total includes taxes and fees
This smoke-free hotel features 2 restaurants, 2 outdoor pools, and 2 hot tubs. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a theme park shuttle.
Pool
Hot Tub

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
$107 nightly
The price is $121 total per night
$121 total
Aug 10 - Aug 11
Total includes taxes and fees
This smoke-free hotel features 3 restaurants, 6 outdoor pools, and 10 outdoor tennis courts. There's fun for all ages with a free kid's club and mini golf, and barbecue grills are available on site. Enjoy the 8 hot tubs and perks like free WiFi.
Pool
Hot Tub

Holiday Inn Resort Orlando Suites - Waterpark by IHG
14500 Continental Gateway, Orlando, FL
Free Cancellation
$130 nightly
The price is $146 total per night
$146 total
Jul 20 - Jul 21
Total includes taxes and fees
A water park, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with mini golf and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the 2 hot tubs and perks like free WiFi.
Pool
Hot Tub
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.
Popular places to visit

Walt Disney World® Resort
4.5/5(2,427 reviews)
Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Universal Studios Florida
4.5/5(9,273 reviews)
Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Orlando Resort
4.5/5(4,155 reviews)
Have a fun-filled day at Universal Orlando Resort and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.
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