Winter Haven Vacations from $438
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Your Winter Haven Vacation
When a city getaway is calling, answer it with a Winter Haven vacation package. The neighborhood of Fussels Corner, which is great for golfing, nature and walking, makes a fantastic base for your adventures. You'll want to take in some sights during your trip to Winter Haven. Carve out some time for popular attractions like LEGOLAND® Florida, Chain of Lakes Park and Auburndale City Park. Don't put off visiting this destination any longer. The perfect Winter Haven vacation is just a few clicks away with Expedia.
The Latest Winter Haven vacation packages
Price found within the past 48 hours. Click for updated prices.
Mar Bay Motel &Suites
Save 100% on your flight
Price was $693, price is now $438 per person
$438
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Tampa (TPA)
8.6/10 Excellent! (60 reviews)
Close to downtown safety harbor, oldsmar and Clearwater, the perfect retreat being close to everything but not in the heart of it all.
Reviewed on May 12, 2025
The Avalon Club
Save 100% on your flight
Price was $1,350, price is now $740 per person
$740
per person
Jan 3 - Jan 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Tampa (TPA)
9.4/10 Exceptional! (466 reviews)
Overall the property was clean; however, it was a great disappointment to see the street light with wires as an ocean view literally right outside your balcony. I also didn’t appreciate upon greeting the staff stressed about the fees instead of stressing what is already included, such as the beach chairs, umbrella etc…
Reviewed on Oct 15, 2025
voco Sarasota by IHG
Central Sarasota
Save 100% on your flight
Price was $1,011, price is now $604 per person
$604
per person
Nov 30 - Dec 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.2/10 Wonderful! (1,008 reviews)
Great front desk staff ! Very kind and helpful
Reviewed on Oct 27, 2025
Ocean Club Treasure Island Hotel
Sunshine Beach
Save 100% on your flight
Price was $1,386, price is now $875 per person
$875
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Tampa (TPA)
9.6/10 Exceptional! (669 reviews)
Very clean and very quiet. Staff were very knowledgeable and nice.Unobstructed view of the gorgeous sunsets! Great location. We will be back!!
Reviewed on Oct 26, 2025
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See all available trips from Columbus to Winter Haven
View all tripsDiscover the most popular places to visit in Winter Haven
LEGOLAND® Florida
4.5/5(1,082 reviews)
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.
Chain of Lakes Park
4/5(84 reviews)
Catch an event at Chain of Lakes Park during your trip to Winter Haven. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
Theatre Winter Haven
You can enjoy a show at Theatre Winter Haven during your trip to Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
What to do in Winter Haven
Winter Haven Hotel Deals
Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW, Winter Haven, FL
Fully refundable
$135 nightly
The price is $151 total per night from Oct 30 to Oct 31
$151 total
Oct 30 - Oct 31
Total with taxes and fees
9.6/10 Exceptional! (614 reviews)
I would like to give thanks to the staff for all their help with my elderly parents and meeting our expectations and great service.
Reviewed on Oct 24, 2025
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
$209 nightly
The price is $235 total per night from Oct 29 to Oct 30
$235 total
Oct 29 - Oct 30
Total with taxes and fees
7.8/10 Good! (8,645 reviews)
Clean room nice balcony
Reviewed on Oct 23, 2025
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
$71 nightly
The price is $81 total per night from Nov 2 to Nov 3
$81 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (1,899 reviews)
Love it
Reviewed on Oct 25, 2025
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.
Find the Best Winter Haven Vacation Packages
Winter Haven Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 33,900 |
Max Temp Winter | 70ºF |
Max Temp Summer | 90ºF |
Top Sights | LEGOLAND® Florida, Theatre Winter Haven and True Blue Winery |
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- Hotels near Indigo's Family Fun Center
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.