Deals on vacations and trips to Lakeland - Winter Haven

Save when you book Lakeland - Winter Haven package deals

Choose two or more items and save on your trip:

Lakeland - Winter Haven flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites

Mar Bay Motel &Suites

2 out of 5
Price was $557, price is now $374 per person
$374
per person
Aug 14 - Aug 17
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Tampa (TPA)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A garden, a library, and a picnic area are also on offer.
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
Save 100% on your flight
Price was $1,142, price is now $721 per person
$721
per person
Jul 27 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
An outdoor pool, free self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.
Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages

3 out of 5
Save 100% on your flight
Price was $1,261, price is now $798 per person
$798
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
This resort doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
CW Hotel

CW Hotel

4 out of 5
Save 100% on your flight
Price was $1,825, price is now $1,156 per person
$1,156
per person
Aug 10 - Aug 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Tampa (TPA)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. You'll appreciate the hot tub, poolside bar, and concierge services.
The Fold Hotels Indian Shores

The Fold Hotels Indian Shores

3 out of 5
Save 100% on your flight
Price was $868, price is now $561 per person
$561
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Tampa (TPA)
This aparthotel features an outdoor pool and a gym. Enjoy the hot tub and perks like free self parking and free WiFi. A business center, a terrace, and laundry facilities are also on offer.

Top Lakeland - Winter Haven hotels 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
$249 nightly
The price is $280 total per night
$280 total
Jul 7 - Jul 8
Total with taxes and fees
Free water park access, 3 restaurants, and 6 outdoor pools are all featured at this resort. Bring the family and enjoy the lazy river, children's club, and mini golf. Enjoy the 2 hot tubs and perks like free WiFi.
Pool
Hot Tub
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$184 nightly
The price is $209 total per night
$209 total
Jul 13 - Jul 14
Total with taxes and fees
This smoke-free resort features free water park access, a full-service spa, and 3 restaurants. Bring the family and enjoy the lazy river, waterslide, and arcade/game room. Enjoy the 3 outdoor pools and perks like free WiFi.
Pool
Hot Tub
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
Free Cancellation
$171 nightly
The price is $192 total per night
$192 total
Jul 7 - Jul 8
Total with taxes and fees
This traditional resort features a golf course, free water park access, and 9 restaurants. 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 self parking.
Pool
Hot Tub
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $148 total per night
$148 total
Jul 9 - Jul 10
Total with taxes and fees
A golf course, 4 outdoor pools, and 2 outdoor tennis courts are all featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Pool
Free WiFi
Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

4 out of 5
3151 Sunset Walk Drive Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $212 total per night
$212 total
Jul 1 - Jul 2
Total with taxes and fees
This resort features an outdoor pool, a 24-hour gym, and a restaurant. Guests will appreciate free perks like cooked-to-order breakfast and WiFi in public areas. Self parking and express check-in are also offered on site.
Pool
Breakfast included
Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

4 out of 5
1500 Masters Blvd Davenport FL
Free Cancellation
Reserve now, pay when you stay
$209 nightly
The price is $237 total per night
$237 total
Jul 5 - Jul 6
Total with taxes and fees
This hotel features a golf course, free water park access, and a full-service spa. Bring the family and enjoy the lazy river, children's club, and mini golf. Enjoy a meal in one of the 10 restaurants and freebies like WiFi in public areas and a theme park shuttle.
Pool
Hot Tub
Don't see what you're looking for?
See all available properties in Lakeland - Winter Haven
View all properties
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

LEGOLAND® Florida

LEGOLAND® Florida

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

LEGOLAND® Florida
Dinosaur World

Dinosaur World

With more than 200 life-size dinosaur models and many interactive games and activities, this educational theme park is great for families.

Dinosaur World
Wooton park on lake Dora in Tavares, Florida

Lakeside Village

You can search for that perfect souvenir at Lakeside Village during your visit to Lakeland. Amble around the area's lakeside or attend a sporting event.

Lakeside Village

Frequently asked questions

How much are vacation packages to Lakeland - Winter Haven?
Exciting adventures await in Lakeland - Winter Haven, with Travelocity vacation packages starting from as low as $374. In addition to flights and hotels, these amazing deals make it simple to visit more of our wonderful planet.
Where can I get the best vacation package deals for Lakeland - Winter Haven?
It's simple — look no further than Travelocity. With no less than 400 airlines and 1,000,000 properties worldwide, it's easy to put together a Lakeland - Winter Haven package deal that suits your travel style.
Why should I purchase my Lakeland - Winter Haven vacation package with Travelocity?
Because you'll never roam alone if you book through us, and we offer 24/7 customer support and first-rate service to boot. Add to that our Price Match Guarantee and countless destinations and experiences to select from. We're here to help you have the trip of a lifetime.
Can I save money on my Lakeland - Winter Haven car rental if I combine it with my hotel or flight?
Absolutely. And our Lakeland - Winter Haven vacation packages are the ideal way to do it. With just a few clicks you can save money and time by booking everything in one place. Pick up the keys to your rental car then set your own course. Looking for things to do? Add some tours or experiences to your package and save on those too.
Which airport is best for Lakeland - Winter Haven?
Most visitors come to Lakeland - Winter Haven via Orlando Intl. Airport (MCO) or Tampa Intl. Airport (TPA). St. Petersburg-Clearwater Intl. Airport (PIE) is also popular.
What is there to do in Lakeland - Winter Haven?
Lakeland - Winter Haven is full of fabulous photo-ops, however LEGOLAND® Florida and Publix Field at Joker Marchant Stadium are two favorites.

Where to stay in Lakeland - Winter Haven: Best areas for travelers

Photos of local treasures

Browse Lakeland - Winter Haven vacation photos for more inspiration

Lakeland - Winter Haven
Lakeland - Winter Haven
Lakeland - Winter Haven
Lakeland - Winter Haven
Lakeland - Winter Haven

Explore More Ways to Travel with Travelocity