Lakeland - Winter Haven 2024 Holidays

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Top Flight + Hotel Deals in Lakeland - Winter Haven

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

Thunderbird Beach Resort

3 out of 5
Save 100% on your flight
per person
25 Jul - 1 Aug
Return flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (1,038 reviews)
The Tiki bar had music and was set up for a fun experience. The room was updated nice and fresh. We walked to the restaurants close by . Loved the sunsets from our balcony. We enjoyed our weekend stay

Reviewed on 16 May 2024

Plaza Beach Hotel Beachfront Resort

Plaza Beach Hotel Beachfront Resort

3 out of 5
Save 100% on your flight
per person
25 Jul - 1 Aug
Return flight included
Boston (BOS) to Tampa (TPA)
8.8/10 Excellent! (1,000 reviews)
Staff was attentive, room was clean and beach was wonderful

Reviewed on 23 Apr 2024

Bay Palms Waterfront Resort - Hotel and Marina

Bay Palms Waterfront Resort - Hotel and Marina

3 out of 5
Belle Vista
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per person
25 Jul - 1 Aug
Return flight included
Boston (BOS) to Tampa (TPA)
8.4/10 Very Good! (499 reviews)
Great two bedroom suite. Nice sitting area with the grill by the waterfront and small marina. Across the street is beautiful St Pete beach. Reception crew is one of the best I ever met. Thanks Tyrel, Anna, Tanner and Ray. Super fun, friendly, professional and efficient.

Reviewed on 3 May 2024

Coral Reef Beach Resort by VRI Americas

Coral Reef Beach Resort by VRI Americas

3.5 out of 5
Save 100% on your flight
per person
25 Jul - 1 Aug
Return flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (217 reviews)
Our room is clean. The smell was a bit musty as other reviewers have said little bit of mildew in the shower but overall a really clean facility. The pools and hot tub are immaculate. Beach access is excellent and the locations really good

Reviewed on 9 May 2024

Bayview Plaza Waterfront Resort

Bayview Plaza Waterfront Resort

3 out of 5
Belle Vista
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per person
25 Jul - 1 Aug
Return flight included
Boston (BOS) to Tampa (TPA)
8.6/10 Excellent! (447 reviews)
The staff was so accommodating and friendly. I was in for two short nights and arrived at the hotel at 2 AM. They let me grab my keys, go to my room to sleep and come back once awoken to fully checkin.

Reviewed on 13 May 2024

Where to stay in Lakeland - Winter Haven

Find the best Lakeland - Winter Haven areas and neighborhoods for the activities you enjoy most. Learn more about Lakeland - Winter Haven
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Downtown Lakeland

1 out of top 10 points of interest in this area

If you're spending some time in Downtown Lakeland, Munn Park and RP Funding Center are top sights worth seeing.

Find hotels in Downtown Lakeland

Top hotels in Lakeland - Winter Haven

Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Mystic Dunes Orlando
3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is €91 per night from 28 May to 29 May
€91
per night
28 May - 29 May
8.8/10 Excellent! (3,110 reviews)
"Convenient, clean and safe by the privacy to enter"

Reviewed on 15 May 2024

Hilton Vacation Club Mystic Dunes Orlando
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is €206 per night from 20 May to 21 May
€206
per night
20 May - 21 May
8.2/10 Very Good! (5,353 reviews)
"Room are perfect"

Reviewed on 14 May 2024

The Grove Resort & Water Park Orlando
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando West
3.5 out of 5
17777 Bali Blvd, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is €96 per night from 28 May to 29 May
€96
per night
28 May - 29 May
8.4/10 Very Good! (3,523 reviews)
"We stayed here with two children (11 and 8 years old). I was nervous from some of the reviews, but we had a wonderful stay! Our room was a one bedroom and our kids slept on the pull-out couch. Our first day we needed sheets and blankets for the pull-out couch so we told the front desk. Someone brought ..."

Reviewed on 14 May 2024

Hilton Vacation Club Aqua Sol Orlando West
See all 45,700 properties in Lakeland - Winter Haven
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.

Frequently asked questions

How much does a Lakeland - Winter Haven holiday package cost?
Custom build your Lakeland - Winter Haven package from as little as €832. Pick from any combination of rental cars, flights and hotels to craft the getaway of your dreams. Don’t forget to add on a few experiences or tours!
How do I get a cheap travel package to Lakeland - Winter Haven?
Bundle your hotels and flights with Expedia to save big on your next getaway. With more than 550 airlines and 1,000,000 hotel options worldwide, your Lakeland - Winter Haven holiday package can be tailored exactly to suit your travel style. With all that extra money, why not include a few exciting activities and tours? It’s an easy way to unlock even more discounts. That holiday you’ve always dreamed of in Lakeland - Winter Haven is much closer than you thought!
Where should I stay in Lakeland - Winter Haven?
There’s an abundance of excellent places to stay in Lakeland - Winter Haven, including Lakeland. This destination is home to many much-loved attractions including Publix Field at Joker Marchant Stadium and Polk Museum of Art. Another option is to head to Winter Haven, where you’ll find LEGOLAND® Florida and Chain of Lakes Park. If you’re here for a while, journey to both vibrant cities!
What are the top hotels in Lakeland - Winter Haven?
Days Inn & Suites by Wyndham Lakeland and Hyatt Place Lakeland Centre know how to make their guests feel welcome in Davenport. If you also plan to get to Haines City, have a look at Comfort Inn & Suites Maingate South and Winter Haven Gardens Inn. Both are popular with travellers.
How far in advance should I book my Lakeland - Winter Haven holiday?
Your best bet is to book early. Airlines typically advertise flight tickets nearly 12 months ahead of departure, and this is a great opportunity to pick up some of the cheapest prices. Just been told you need to take some holiday time next month? No sweat. Expedia are never short on fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Lakeland - Winter Haven travel package include?
Rental cars, flights and hotels — we’ve got them covered. With Expedia, you can shape your Lakeland - Winter Haven package just the way you want. All you have to do is decide what you need. Once you’ve made your booking, you can add on fun things like experiences and activities. The more you bundle, the more you save!
What should I know before booking a Lakeland - Winter Haven travel package?
An Expedia travel package can be customized for your budget and is an easy way to stretch your dollars further. How much you include is totally up to you. Hotels, rental cars and flights — decide on a combination that suits your style.
Can I choose my airline with a Lakeland - Winter Haven Expedia holiday package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Lakeland - Winter Haven holiday package?
Whether it’s your hotel or flight, you can cancel or alter it. Booked your Lakeland - Winter Haven holiday package in the last 24 hours? You may be able to make changes at no cost. If it’s been longer than that, you may be charged a fee by your airline, hotel or car rental company. For further information, head to our Customer Service Portal. We’ll help you each step of the way.

Popular places to visit

Image for Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(63 reviews)

Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.

Walt Disney World® Resort
Image for Disney Springs™

Disney Springs™

4.5/5(322 reviews)

You can find the perfect gifts to bring home when you visit Disney Springs™, a favourite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theatre scene in this family-friendly area.

Disney Springs™
Image for Busch Gardens Tampa Bay

Busch Gardens Tampa Bay

4.5/5(41 reviews)

Exotic animals and thrill rides all on the one site at this theme park and zoo designed for the whole family.

Busch Gardens Tampa Bay

What to do in Lakeland - Winter Haven

Image for One hour Historical Wildlife Boat Cruise of The Chain of Lakes

One hour Historical Wildlife Boat Cruise of The Chain of Lakes

€24
Per adult
100% of travellers recommend
One hour Historical Wildlife Boat Cruise of The Chain of Lakes
Image for 1 Hour Scenic Pontoon Day Cruise

1 Hour Scenic Pontoon Day Cruise

€44
Per adult
1 Hour Scenic Pontoon Day Cruise
Image for Kissimmee Airboat Swamp Tours

Kissimmee Airboat Swamp Tours

€66
Per adult
Kissimmee Airboat Swamp Tours
See all activities in Lakeland - Winter Haven

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.