Winter Springs Vacation Packages 2026 from $276

Winter Springs flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Westgate Towers Resort

Save 100% on your flight

$276

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Orlando (MCO)

2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Seasons Florida Resort

$396

per person

Nov 11 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.

Westgate Vacation Villas Resort

Save 100% on your flight

$324

per person

Oct 31 - Nov 5

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 a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

$930

per person

Nov 11 - Nov 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.

Disney's Animal Kingdom Lodge

Bay Lake

Save 100% on your flight

$1,421

per person

Dec 13 - Dec 17

found 14 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. There's fun for all ages with a children's club and a theme park shuttle, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the express check-in, express check-out, and valet parking.

Top Winter Springs hotels deals

Hyatt Regency Orlando International Airport

9300 Jeff Fuqua Boulevard Orlando FL

Free Cancellation

Reserve now, pay when you stay

$219 nightly

$246 total

Oct 26 - Oct 27

Total with taxes and fees

This smoke-free 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

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$183 total

Sep 30 - Oct 1

Total with 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

Universal's Endless Summer Resort - Dockside Inn and Suites

7125 Universal Boulevard Orlando FL

$150 nightly

$169 total

Sep 30 - Oct 1

Total with taxes and fees

This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Bring the family and enjoy the children's pool, early theme park entry, and arcade/game room. Relax with a drink at one of the 3 bars/lounges and get perks like free WiFi.

Pool

Free WiFi

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL

$93 nightly

$104 total

Oct 6 - Oct 7

Total with 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

Avanti International Resort

8738 International Dr Orlando FL

Free Cancellation

Reserve now, pay when you stay

$92 nightly

$104 total

Sep 30 - Oct 1

Total with taxes and fees

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

Hot Tub

Coco Key Hotel & Water Park Resort

7400 International Dr Orlando FL

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$146 total

Sep 30 - Oct 1

Total with taxes and fees

Free water park access, 5 restaurants, and 3 outdoor pools are all featured at this traditional hotel. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy perks like a free theme park shuttle.

Pool

Hot Tub

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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.

Stay near popular Winter Springs attractions

A curved concrete path leading to a dock over a calm lake, surrounded by lush greenery and tall trees with Spanish moss.

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.

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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 $276. 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.