Deals on vacations and trips to Winter Garden

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Winter Garden flight + hotel vacation packages

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Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Jun 15 - Jun 19
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Jul 15 - Jul 21
Roundtrip flight included
Boston (BOS) 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

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 21
Roundtrip flight included
Boston (BOS) 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 get free valet parking.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 21
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 4 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
Mai Hana Hotel - International Drive

Mai Hana Hotel - International Drive

2.5 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 21
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free on-the-go breakfast each morning.

Top Winter Garden hotel deals

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
The price is $167 per night
$167
per night
May 14 - May 15
Free water park access, 3 restaurants, and 3 outdoor pools are all featured at this resort. Bring the family and enjoy the lazy river, children's club, and mini golf. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi.
Hot Tub
Breakfast available
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
The price is $93 per night
$93
per night
May 13 - May 14
This smoke-free hotel features free water park access, 2 outdoor pools, and a restaurant. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
The price is $106 per night
$106
per night
May 21 - May 22
This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy freebies like buffet breakfast and a theme park shuttle
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2.5 out of 5
631 FLAGLER AVE, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
The price is $107 per night
$107
per night
May 13 - May 14
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Unwind with a drink at the bar/lounge and enjoy perks like a free theme park shuttle.
Pool
Free WiFi
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 out of 5
13295 Hartzog Road, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
The price is $95 per night
$95
per night
May 15 - May 16
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the spa tub and free perks like buffet breakfast and a theme park shuttle.
Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
411 Flagler Ave, Winter Garden, FL
Free Cancellation
Reserve now, pay when you stay
The price is $124 per night
$124
per night
Jun 3 - Jun 4
The hotel's outdoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free buffet breakfast and a free theme park shuttle. Self parking, a 24-hour business center, and a coffee shop are also offered.
Pet friendly
Breakfast included
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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

Image for Flamingo Crossings Town Center

Flamingo Crossings Town Center

You can do some window-shopping at Flamingo Crossings Town Center during your visit to Winter Garden. Discover the top-notch restaurants and entertainment choices in this walkable area.

Flamingo Crossings Town Center
Image for Disney's Magnolia Golf Course

Disney's Magnolia Golf Course

4/5(6 reviews)

Enjoy a round of golf in Winter Garden at Disney's Magnolia Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Disney's Magnolia Golf Course
Image for Orange County National Golf Club

Orange County National Golf Club

4.5/5(25 reviews)

Enjoy a round of golf in Winter Garden at Orange County National Golf Club. Amble around this family-friendly area's lakeside or experience its entertainment choices.

Orange County National Golf Club

Frequently asked questions

How much are vacation packages to Winter Garden?
With Travelocity vacation packages, you can live it up in Winter Garden for as low as $204. Flights, hotels and experiences — we’ve got it all. You’re bound to save loads just for combining your bookings. And with all that taken care of before you leave, you don’t have to worry about a thing.
How long should my Winter Garden vacation be?
Many visitors pack their bags and kick back in Winter Garden for about 4 nights. That gives you some guidance, but it’s not a rule of thumb. Whether you stay a few nights to see the main sights or hang around to experience this place like a local, an epic adventure awaits.
Where can I get the best vacation package deals for Winter Garden?
Travelocity is where to go to score a terrific Winter Garden package deal. Select from 400 partner airlines and 1,000,000 properties all over the globe and craft a vacation package that’s right for you. With this amount of choice at your fingertips, it’s time to start booking your next great escape.
Why should I purchase my Winter Garden vacation package with Travelocity?
From our 24/7 customer support to our range of amazing destinations, we’re committed to giving you the most unforgettable escape. All you’ll have to do is click and book — our Price Match Guarantee will make sure you get the cheapest price.
Will I save money on my Winter Garden car rental if I combine it with hotels and flights?
Certainly — combine your car, hotel and flight into a Winter Garden vacation package and you’ll save tons. With so much to see and do in and around Winter Garden, that set of wheels will come in handy. Once you’ve buckled up, turn up the stereo and head toward Daytona International Speedway, a famous attraction around 55 mi from Winter Garden.
What is the best time of year to go to Winter Garden?
Vacationing in the least busy months, April, May and December, comes with advantages — think cheap hotels and less bumping elbows with hordes of tourists. But there’s magic in the air during the busiest season. More events will be staged and more attractions will be open in January, February and March. If you’re watching your pennies, offers the lowest hotel prices. Expect to pay more for a room in .
Which airport is best for Winter Garden?
Orlando Intl. Airport (MCO) is one of the most popular airports in Winter Garden. It’s located 19 mi southeast of the buzzing city center. Other options available to you are Orlando Sanford Intl. Airport (SFB) (25 mi away from central Winter Garden) and Daytona Beach Intl. Airport (DAB) (55 mi away from central Winter Garden).
What is there to do in Winter Garden?
Winter Garden is teeming with places to explore, such as Orange County National Golf Club and Surfari Water Park. These renowned attractions are on most tourists’ to-do lists.
Where should I stay when visiting Winter Garden?
Many people choose to check in to the Liki Tiki Village by Diamond Resorts. It’s a terrific base for your Winter Garden getaway.