Lakeland - Winter Haven Vacations 2025 from CA $664

Lakeland - Winter Haven flight + hotel packages

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

Tampa Inn - Near Busch Gardens

Temple Crest

Save 100% on your flight

per person

Mar. 14 - Mar. 21

found 19 hours ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this motel in Tampa. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Busch Gardens Tampa Bay and Seminole Hard Rock Casino Tampa are located nearby.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Mar. 8 - Mar. 15

found 10 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

Stay at this 4-star beach hotel in Treasure Island. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.

Mar Bay Motel &Suites

Save 100% on your flight

per person

Mar. 14 - Mar. 21

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Tampa (TPA)

Stay at this hotel in Safety Harbor. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Philippe Park and Safety Harbor Waterfront Park are located nearby.

The Pointe Condos by Barsala

Port Tampa City

Save 100% on your flight

per person

Mar. 21 - Mar. 28

found 24 hours ago

Roundtrip flight included

Toronto (YTO) to Tampa (TPA)

Stay at this 4.5-star luxury aparthotel in Tampa. Enjoy free parking, in-room washers/dryers, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular attractions Westshore Plaza Mall and Picnic Island Park are located nearby.

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar, an IHG Hotel

Save 100% on your flight

per person

Apr. 21 - Apr. 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Tampa (TPA)

Book a stay at this business-friendly hotel in Oldsmar. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Oldsmar Historical Society Museum and Oldsmar Flea Market are located nearby.

Top Lakeland - Winter Haven hotels deals

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue, Winter Garden, FL

Free cancellation

Reserve now, pay when you stay

CA $230

CA $330 total

includes taxes & fees

11 Feb - 12 Feb

Stay at this 4-star spa resort in Four Corners. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL

CA $135

CA $203 total

includes taxes & fees

4 Mar - 5 Mar

Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports and Disney's Animal Kingdom® Theme Park are located nearby.

Margaritaville Resort Orlando

8000 Fins Up Circle, Kissimmee, FL

Free cancellation

Reserve now, pay when you stay

CA $271

CA $380 total

includes taxes & fees

5 Feb - 6 Feb

Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Pool

Spa

Hilton Vacation Club Aqua Sol Orlando West

17777 Bali Blvd, Winter Garden, FL

Free cancellation

Reserve now, pay when you stay

CA $187

CA $251 total

includes taxes & fees

24 Feb - 25 Feb

Stay at this 4-star family-friendly hotel in Four Corners. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Sonder Cirrus

7888 West Irlo Bronson Memorial Highway, Kissimmee, FL

CA $130

CA $148 total

includes taxes & fees

4 Mar - 5 Mar

Stay at this 3.5-star hotel in Kissimmee. Enjoy free parking, a free theme park shuttle, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

Pool

Parking included

Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel

8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL

Free cancellation

CA $258

CA $354 total

includes taxes & fees

5 Feb - 6 Feb

Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

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

LEGOLAND® Florida

4.5/5(72 reviews)

Have a fun-filled day at LEGOLAND® Florida and find out why this is a popular theme park in Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Bok Tower Gardens

Explore the great outdoors at Bok Tower Gardens, a lovely green space in Lake Wales. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Dinosaur World

5/5(1 review)

You can spend time exploring the galleries in Dinosaur World in Plant City. Wander around the area's picturesque gardens or experience its lively festivals.

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 CA $664. 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.