![](https://forever.travel-assets.com/flex/flexmanager/images/2020/11/06/TVLY-MSJE-DTG-Hero-Image.jpg?impolicy=fcrop&w=900&h=225&q=mediumHigh)
Book Exclusive Lakeland - Winter Haven Vacation Packages
Lakeland - Winter Haven flight + hotel packages
Price found within the past 48 hours. Click for updated prices.
![Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel](https://images.trvl-media.com/lodging/1000000/10000/8200/8126/2bc5e53c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Saddlebrook Golf Resort & Spa Tampa North - Wesley Chapel
Wesley Chapel South
Save 100% on your flight
per person
May 1 - May 4
found 17 hours ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Book a stay at this golf resort in Wesley Chapel. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the clean rooms in our reviews. Popular attractions Saddlebrook Golf Course and KRATE Shopping Center are located nearby.
![Ocean Club Treasure Island Hotel](https://images.trvl-media.com/lodging/97000000/96160000/96150700/96150639/1364c493_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Ocean Club Treasure Island Hotel
per person
Apr. 26 - May 3
found 15 hours ago
Roundtrip flight included
Detroit (DTW) 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.
![The Avalon Club](https://images.trvl-media.com/lodging/68000000/67580000/67572800/67572769/7ffbf6d0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
The Avalon Club
Save 100% on your flight
per person
May 1 - May 3
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Tampa (TPA)
Stay at this 4-star beach aparthotel in Clearwater Beach. Enjoy a beach locale, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Clearwater Beach and Pier 60 Park are located nearby.
![voco Sarasota, an IHG Hotel](https://images.trvl-media.com/lodging/2000000/1580000/1577400/1577382/7bf846d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
voco Sarasota, an IHG Hotel
Central Sarasota
Save 100% on your flight
per person
Apr. 19 - Apr. 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
Stay at this 3.5-star business-friendly hotel in Sarasota. Enjoy breakfast (surcharge), 24-hour room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lido Beach and St. Armands Circle are located nearby.
![Treasure Island Hotel and Marina](https://images.trvl-media.com/lodging/1000000/430000/429400/429342/79cf2155_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Treasure Island Hotel and Marina
Save 100% on your flight
per person
Apr. 4 - Apr. 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Tampa (TPA)
Book a stay at this business-friendly hotel in Treasure Island. Enjoy free WiFi, a marina, and a rooftop terrace. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John's Pass Village & Boardwalk and St. Petersburg - Clearwater Beaches are located nearby.
Top Lakeland - Winter Haven hotels deals
![The Grove Resort & Water Park Orlando](https://images.trvl-media.com/lodging/5000000/4700000/4691700/4691657/2cee38f5_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $240 per night
CA $240
CA $341 total
includes taxes & fees
19 Feb - 20 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.
Pool
Hot tub
![Margaritaville Resort Orlando](https://images.trvl-media.com/lodging/25000000/24060000/24054800/24054711/a84f3587_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Margaritaville Resort Orlando
8000 Fins Up Circle, Kissimmee, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $273 per night
CA $273
CA $381 total
includes taxes & fees
18 Feb - 19 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 Mystic Dunes Orlando](https://images.trvl-media.com/lodging/1000000/900000/891000/890951/058bbf9c_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hilton Vacation Club Mystic Dunes Orlando
7600 Mystic Dunes Lane, Kissimmee, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $151 per night
CA $151
CA $219 total
includes taxes & fees
25 Feb - 26 Feb
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.
Pool
Parking included
![Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel](https://images.trvl-media.com/lodging/1000000/10000/6400/6315/69c69e0a_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Holiday Inn Club Vacations at Orange Lake Resort, an IHG Hotel
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Free cancellation
The price is CA $211 per night
CA $211
CA $300 total
includes taxes & fees
19 Feb - 20 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
![Hilton Vacation Club Aqua Sol Orlando West](https://images.trvl-media.com/lodging/1000000/700000/692700/692650/372a6eba_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd, Winter Garden, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $184 per night
CA $184
CA $247 total
includes taxes & fees
27 Feb - 28 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.
Pool
Hot tub
![Sonder Cirrus](https://images.trvl-media.com/lodging/92000000/91260000/91252900/91252818/df6046e3_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Sonder Cirrus
7888 West Irlo Bronson Memorial Highway, Kissimmee, FL
The price is CA $110 per night
CA $110
CA $125 total
includes taxes & fees
9 Mar - 10 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
Don't see what you're looking for?
See all available properties in Lakeland - Winter Haven
View all propertiesLowest 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 featuring a pond, a garden and a river or creek](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/22000/22889-Legoland-Florida.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
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](https://mediaim.expedia.com/destination/2/b62d3b33e6fb8204e5dec13f74c873a7.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
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 Museum](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/175000/175545-Dinosaur-World-Museum.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
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
Photos of local treasures
Browse Lakeland - Winter Haven vacation photos for more inspiration