A baseball player in a white uniform with the number 20, a catcher in an orange uniform, and an umpire standing behind the catcher.

Search Lakeside Hotels in Lakeland - Winter Haven

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Lakeland - Winter Haven Lakeside Hotels

Tonight
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

Our top choices for Lakeland - Winter Haven hotels on the lake

An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A modern reception area with wooden panel walls and two reception desks.
A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and a landscaped area with palm trees.

1. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
United States
Sarah
£121
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott Winter Haven
A modern living room with a sofa set, a coffee table with a decorative vase, and a large window with curtains.
A conference room with a black and white checkered floor, large windows with curtains, and a chandelier.
A historic building with arched windows and a black awning.
A lobby with a wooden ceiling, a beige sofa, two armchairs, a coffee table, and a patterned carpet.

2. The Terrace Hotel Lakeland, Tapestry Collection by Hilton

The Terrace Hotel Lakeland, Tapestry Collection by Hilton
Downtown Lakeland
United States
Cindy
£114
includes taxes & fees
25 Oct - 26 Oct
The Terrace Hotel Lakeland, Tapestry Collection by Hilton
An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.
A pathway leading to a body of water with a fountain, surrounded by palm trees and a building with multiple floors.
A hotel with multiple floors, a swimming pool, and palm trees.
A view through a large window of a resort with a pool, palm trees, and a building in the background.

3. Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
Orlando
United States
Anthony
£140
includes taxes & fees
29 Oct - 30 Oct
Wyndham Grand Orlando Resort Bonnet Creek
A large hotel with a distinctive pyramid-shaped building, a central courtyard with palm trees, and a body of water reflecting the structure.
A café with tables and chairs, a counter with various items, and a display of bottles.
Spa
An aerial view of a resort with multiple swimming pools, a beach area, and a variety of outdoor seating arrangements.

4. Walt Disney World Dolphin

Walt Disney World Dolphin
Bay Lake
United States
Juan
£210
includes taxes & fees
4 Nov - 5 Nov
Walt Disney World Dolphin
A motel with a two-story structure, a palm tree in the foreground, and a parking lot.
A hotel room with a bed, a desk, a chair, a TV, a refrigerator, and a bathroom visible through an open door.
A gym with cardio equipment, weightlifting stations, and a mirror.
A hotel room with a bed, a television, a desk, and a chair.

5. Paramount Lakeside Inn & Suites

Paramount Lakeside Inn & Suites
Parker Street
United States
Merry
£47
includes taxes & fees
18 Nov - 19 Nov
Paramount Lakeside Inn & Suites
A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.
A cozy room with two armchairs, each with a cushion featuring a fish design. There is a small table with two lamps and a couple of potted plants. A decorative sign on the wall reads "hello."
A residential property with a paved driveway, a lawn, and mature trees with hanging moss.
A room with two beds, a small rug, and a staircase.

6. The Russell Lake House

The Russell Lake House
Winter Haven
United States
Jake D.
£162
includes taxes & fees
19 Oct - 20 Oct
The Russell Lake House
A resort with multiple swimming pools, palm trees, and a large hotel building.
A modern hotel room with a green sofa, two brown armchairs, a white coffee table, and a dining table. There is a painting of a bridge on the wall, a window with a view of trees, and a lamp on a side table.
A hotel room with a bed, a sofa, a dining table with chairs, a lamp, and a ceiling fan.
A beachside kiosk with a sign reading "PITT-PITT". There are yellow umbrellas, a Coca-Cola cooler, and various snacks and souvenirs displayed.

7. Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Orange Lake
United States
Carlton
£129
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Club Vacations at Orange Lake Resort by IHG
A waterfront hotel with multiple buildings, balconies, and a reflection in the water.
A spacious living area with a wooden console table, a grey sofa, and a large plant.
A cozy indoor seating area with a green sofa, multiple potted plants, and hanging wicker lamps.
A bicycle parked by a lake with a building in the background.

8. The Inn at Celebration, Autograph Collection

The Inn at Celebration, Autograph Collection
Celebration Town Center
United States
Maria
£204
includes taxes & fees
30 Oct - 31 Oct
The Inn at Celebration, Autograph Collection
A riverside cabin with a dock, surrounded by lush greenery and a cloudy sky.
A cozy cabin interior with wooden walls, a ceiling fan, a sofa, a chair, and a rug.
An outdoor seating area with wooden tables and chairs, a covered pavilion, and a small kiosk.
A compact kitchen with wooden cabinets, a dining area with white chairs, and a sofa with a patterned cushion.

9. Camp Mack Lodge, Marina & RV Resort

Camp Mack Lodge, Marina & RV Resort
Lake Wales
United States
Terri
£84
includes taxes & fees
20 Oct - 21 Oct
Camp Mack Lodge, Marina & RV Resort
A large, multi-story hotel with a distinctive swan-shaped roof ornament, a waterfront view, and a boat dock.
An outdoor dining area with a long table set for a meal, surrounded by chairs, and decorated with string lights and candles.
Spa
A hotel pool area with clear water, palm trees, and lounge chairs.

10. Walt Disney World Swan

Walt Disney World Swan
Bay Lake
United States
Mirtha
£278
includes taxes & fees
29 Oct - 30 Oct
Walt Disney World Swan
View all properties

Top Lakeland - Winter Haven Hotel Reviews

Westgate Town Center Resort

Westgate Town Center Resort

10/10 Excellent
"I loved my stay I even exy8it one extra day. Definitely coming back"
Iva 2-night trip
Posted 2 hours ago
Westgate Town Center Resort
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Loved our stay and we will be back again"
Jessica 4-night trip
Posted 11 hours ago
The Grove Resort & Water Park Orlando
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

8/10 Good
"Clean, large places convenient to pool and golf course. Nice property. Receiving packages is terrible! Our important Amazon arrived. We drove to the gate within 15 minutes of arrival. They would not give it to us. They said it needed to be checked in at their warehouse after first denying that it was there. We had to call all over the place the following day which delayed our trip to the theme park. They couldn’t locate the package. We had a picture of the delivery from Amazon and then they finally said that it was still sitting in the check-in station. It hadn’t gone anywhere. They delivered it, but it took another hour and a half. We also had some rain ponchos that were delivered. Again… They could not find the package. It took three days and we finally got it when we checked out. Terrible terrible service. They need to have another system for receiving parcels. Also… When you are checking in, they want you to commit to a timeshare presentation. We declined and then they called the room at least three times."
Shelley Dawn 7-night trip
Posted 13 hours ago
Hilton Vacation Club Mystic Dunes Orlando
The Berkley, Orlando

The Berkley, Orlando

10/10 Excellent
"Excellent rental for a 4 bedroom unit near Disney. Been coming since the property was built, in great shape, great service, good communication and text updates on the room availability."
Gordon 3-night trip
Posted 20 hours ago
The Berkley, Orlando

Frequently asked questions

How much do lakeside hotels in Lakeland - Winter Haven cost?
The rate for lakeside hotels in Lakeland - Winter Haven ranges from £47 to £278 per night. No matter your budget, you're sure to find your ideal stay close to glistening water. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many lakeside hotels are there in Lakeland - Winter Haven?
Lakeland - Winter Haven has 20 lakeside hotels to pick from. Enter your destination and dates and start organising your next holiday by the water today.
Why book your lakeside hotel in Lakeland - Winter Haven with Expedia?
Expedia has unbeatable deals on lakeside hotels in Lakeland - Winter Haven. But our fabulous prices are just the beginning. You'll find loads of hotels to select from and handy search filters that make it a breeze to find the perfect fit.
How can I find cheap lakeside hotels in Lakeland - Winter Haven?
Expedia makes it easy to find the best cheap lake hotels in Lakeland - Winter Haven. Use our handy filter tool to choose your budget and preferred hotel star rating. You can also search for your ideal lakeside stay based on neighbourhoods and popular locations.
What is there to do in Lakeland - Winter Haven near my lakeside hotel?
There are countless ways to spend your time in Lakeland - Winter Haven. If you're heading to Lakeland, drop by Polk Museum of Art, Polk Theatre and Explorations V Children s Museum. Planning an escape in Lake Wales? KICCO Wildlife Management Area, Bok Tower Gardens and Mountain Lake are top attractions here.

Explore a world of travel with Expedia