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.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was $673, price is now $387 per person
$387
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop 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 Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $900, price is now $455 per person
$455
per person
Jul 16 - Jul 22
found 1 day ago
Roundtrip non-stop 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 Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $887, price is now $488 per person
$488
per person
Jul 16 - Jul 22
found 1 day 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.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $1,286, price is now $723 per person
$723
per person
Jun 17 - Jun 23
found 1 day ago
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 mini golf and a children's pool, and barbecue grills are available on site. Enjoy the 7 outdoor pools and get free valet parking.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
Save 100% on your flight
Price was $857, price is now $484 per person
$484
per person
Jul 23 - Jul 30
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free valet parking and free WiFi. There's a hot tub on site, and a 24-hour front desk and a communal living room are also provided.

Top Winter Springs hotels deals

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
$205 nightly
The price is $231 total per night
$231 total
May 25 - May 26
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a 24-hour gym. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Relax with a drink at the bar/lounge and enjoy perks like free WiFi.
Pool
Free WiFi
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
$150 nightly
The price is $169 total per night
$169 total
May 17 - May 18
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
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3 out of 5
7400 Canada Ave Orlando FL
Free Cancellation
$86 nightly
The price is $97 total per night
$97 total
May 21 - May 22
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, along with free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.
Pool
Hot Tub
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard Orlando FL
Free Cancellation
Reserve now, pay when you stay
$146 nightly
The price is $164 total per night
$164 total
May 17 - May 18
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
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

3 out of 5
6323 International Dr Orlando FL
Free Cancellation
Reserve now, pay when you stay
$63 nightly
The price is $71 total per night
$71 total
May 21 - May 22
Total with taxes and fees
An outdoor pool, free parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. There's a terrace and multilingual staff can provide around-the-clock assistance.
Pool
Pet friendly
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
$98 nightly
The price is $110 total per night
$110 total
May 25 - May 26
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
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See all available properties in Winter Springs
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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 on Lake Jesup in Winter Springs, a suburb of Orlando, Florida

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 Gazebo Winter Springs, Florida

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

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

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 $387. 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

Clear blue spring waters surrounded by trees in winter, Alexander Springs, Ocala National Forest, Florida
Winter Springs

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