Deals on vacations and trips to Winter Springs

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Winter Springs flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Aug 3 - Aug 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Aug 28 - Sep 1
found 1 day ago
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 River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Aug 14 - Aug 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
A marina, 2 restaurants, and an outdoor tennis court are all featured at this smoke-free resort. 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 Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
per person
Aug 27 - Sep 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and a gym. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the hot tub and perks like free self parking.

Top Winter Springs hotels deals

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
Get rates
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
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
Get rates
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
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
Get rates
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
Avanti International Resort

Avanti International Resort

4 out of 5
8738 International Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Bring the family and enjoy the children's pool, free theme park shuttle, and arcade/game room. Enjoy the gym and perks like free WiFi.
Pool
Pet friendly
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 out of 5
6515 International Drive, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the outdoor pool and perks like free self parking.
Pool
Hot Tub
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features 3 outdoor pools, a gym, and a restaurant. Bring the family and enjoy the free theme park shuttle, playground, and kid-friendly dining. Enjoy a meal in one of the 2 coffee shops/cafes and free perks like free self parking and WiFi in public areas.
Pool
Pet friendly
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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

Tuscawilla Golf Course

Enjoy a round of golf in Winter Springs at Tuscawilla Golf Course. Stroll along the lakeside or attend a sporting event in the area.

Tuscawilla Golf Course

Central Winds Park

After visiting Central Winds Park, make a plan to see the other sights and activities in Winter Springs. Amble around the area's lakeside or attend a sporting event.

Central Winds Park

Trotwood Park

After visiting Trotwood Park, make a plan to see the other sights and activities in Winter Springs. Experience the area's great live music or attend a sporting event.

Trotwood Park

Frequently asked questions

How much are vacation packages to Winter Springs?
With a Travelocity vacation package, you can experience the sights and sounds of Winter Springs for as low as $369. Hotels, flights and experiences — we have it all. You’ll make great savings just for combining your bookings. And with all of that taken care of before you even set off, you can sit back, relax and enjoy the adventure.
Where can I get the best vacation package deals for Winter Springs?
You’ll find a fantastic range of Winter Springs package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 worldwide properties, putting together your dream escape will be simple.
Why should I purchase my Winter Springs vacation bundle via Travelocity?
Because life is all about the journey, and we’ve got everything you could hope for to get you on your way. With our high-quality service and Price Match Guarantee, you can organize your trip with confidence. And you can sleep easy while you’re away knowing you can reach us with our 24/7 customer support.
Can I save on my Winter Springs car rental if I bundle it with my hotel or flight?
Sure can — bundle your flight, hotel and car into a Winter Springs vacation package and you can save plenty. With so many places to explore in Winter Springs, that rental vehicle will make it easy to explore. Once you’re in the driver’s seat, turn up the tunes and make your way to Daytona International Speedway, a famous attraction about 35 mi from Winter Springs.
Which airport is best for Winter Springs?
Many travelers fly into Orlando Intl. Airport (MCO), 19 mi south of downtown Winter Springs. Others prefer Daytona Beach Intl. Airport (DAB) (35 mi away from central Winter Springs) or Orlando Sanford Intl. Airport (SFB) (7 mi away from central Winter Springs).
What is there to do in Winter Springs?
While venturing off the beaten track can be rewarding, you really shouldn’t miss the well-known sights that make a destination famous. Tuscawilla Golf Course and Central Winds Park are a couple of them in Winter Springs.
Where should I stay when visiting Winter Springs?
Many travelers check in to the Cozy Home 4 bedroom 5 bed with Jet Tub.. It’s sure to be a great base for your Winter Springs escape.

Photos of local treasures

Browse Winter Springs vacation photos for more inspiration

Photo by Stephanie Moraca
Photo by Stephanie Moraca