Winter Springs Vacation Packages 2026 from $168

Winter Springs flight + hotel vacation packages

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

Palazzo Lakeside Hotel

$168

per person

Feb 28 - Mar 3

found 1 day ago

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 Towers Resort

$409

per person

Feb 28 - Mar 3

found 1 hour ago

Roundtrip flight included

Boston (BOS) 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.

Residence Inn by Marriott Daytona Beach Oceanfront

$601

per person

Jan 27 - Feb 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.

Westgate Town Center Resort

$460

per person

Mar 7 - Mar 14

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.

I-Drive Hotel at Universal

International Drive District

$515

per person

Feb 12 - Feb 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

An outdoor pool is on site and multilingual staff is available around-the-clock at the 24-hour front desk. Enjoy the free on-the-go breakfast each morning. Luggage storage is also provided.

Top Winter Springs hotels deals

Universal's Cabana Bay Beach Resort

6550 Adventure Way Orlando FL

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$150 total

Jan 6 - Jan 7, 2026

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

Wyndham I-Drive Avanti Resort & Conference Center

6515 International Drive Orlando FL

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$90 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

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

9000 International Drive Orlando FL

Free Cancellation

Reserve now, pay when you stay

$85 nightly

$96 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

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 perks like free WiFi.

Pool

Pet friendly

DoubleTree by Hilton at the Entrance to Universal Orlando

5780 Major Blvd Orlando FL

Free Cancellation

$89 nightly

$101 total

Jan 15 - Jan 16, 2026

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

$97 nightly

$109 total

Jan 26 - Jan 27, 2026

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

La Quinta Inn & Suites by Wyndham Orlando Airport North

7160 N Frontage Rd Orlando FL

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$107 total

Dec 30 - Dec 31

Total with taxes and fees

This hotel features 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 free airport shuttle. Enjoy the hot tub and free buffet breakfast each morning.

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.

Popular places to visit

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.

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.

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.

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 $168. 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.