TOP Lakeside Hotels in Lakeland - Winter Haven, FL for 2026

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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.

1. Courtyard by Marriott Winter Haven

Winter Haven

"I always love staying at this hotel. I have an annual meeting in Winter Haven, and each year I've chosen this place after my first stay there two years ago. I have always favored the lake view, but no matter what, it's a very good stay. Staff is top notch. And it's a short drive to some good chain restaurants. (Though, I'd advise traveling to downtown Winter Haven for some non-chain restaurants)."

Archie

₹15,113 total

includes taxes & fees

6 Dec - 7 Dec

A large hotel with a distinctive pyramid-shaped building, a central courtyard with palm trees, and a body of water reflecting the structure.

2. Walt Disney World Dolphin

Bay Lake

Alana

₹23,254 total

includes taxes & fees

29 Nov - 30 Nov

A large, multi-story hotel with a distinctive swan-shaped roof ornament, a waterfront view, and a boat dock.

3. Walt Disney World Swan

Bay Lake

Jaime

₹25,256 total

includes taxes & fees

29 Nov - 30 Nov

A modern living room with a sofa set, a coffee table with a decorative vase, and a large window with curtains.

4. The Terrace Hotel Lakeland, Tapestry Collection by Hilton

Downtown Lakeland

Laura

₹14,219 total

includes taxes & fees

22 Nov - 23 Nov

A motel with a two-story structure, a palm tree in the foreground, and a parking lot.

5. Paramount Lakeside Inn & Suites

Parker Street

Sheldon

₹4,997 total

includes taxes & fees

11 Dec - 12 Dec

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

6. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

₹20,412 total

includes taxes & fees

19 Nov - 20 Nov

A resort with multiple swimming pools, palm trees, and a large hotel building.

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

Orange Lake

Maria

₹15,637 total

includes taxes & fees

30 Nov - 1 Dec

A swimming pool with a fence, lounge chairs, and a palm tree.

8. Lake Ida Beach Resort

Winter Haven

Heather

₹7,562 total

includes taxes & fees

11 Nov - 12 Nov

View all properties

Top Lakeland - Winter Haven Hotel Reviews

A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Golden Oak

10/10 Excellent

We had an amazing stay at the Four Seasons Hotel Orlando. There was a small hiccup at the beginning as we had arranged to be picked up from the airport by the hotel but couldn’t readily locate the driver. Once we found the driver, everything onwards went smoothly. There were two cold and refreshing bottles of water in the car and the drive to the hotel was pleasant. Once at the hotel, we were impressed by the hotel décor and liked the modern feel to it. Every single staff at the hotel...

Wang

A modern hotel with a reflective pool, palm trees, and a clear blue sky.

Walt Disney World Swan Reserve

Bay Lake

10/10 Excellent

Anna

A wooden pier leading to a gazebo by a lake with trees and a clear sky.

Hilton Vacation Club Grand Beach Orlando

Orlando

10/10 Excellent

Susan

A hotel lobby with a long dining table, multiple chairs, a fireplace, a television, and a chandelier.

Residence Inn by Marriott Sebring

Sebring

10/10 Excellent

paul

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

Lifetime of Vacations Resort

Kissimmee

10/10 Excellent

Grant

Walt Disney World Swan

Bay Lake

10/10 Excellent

This was my 5th stay and it was excellent as always. Each time I stay I don’t think my view could get any better but they always surprise me. On previous stays I’ve had a view of the Tower of Terror and fireworks, second trip I could see both the Epcot and Hollywood studios fireworks from my window. On my 3rd trip I had a resort view and could see the Magic Kingdom fireworks. This time I had an amazing balcony room looking directly at the Epcot ball it was amazing in the evenings! This hotel is...

Jill

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

Downtown Lakeland

10/10 Excellent

Neneh

A spacious lobby with multiple chandeliers, elegant furniture, and large windows allowing natural light.

Disney's BoardWalk Inn

Bay Lake

10/10 Excellent

Delightful hotel. Very well appointed and spacious rooms. Enjoyed the 'quiet' pool although nearby drinks machine was empty- a bit annoying and when I pointed this out to a member of staff she brought me a free bottle of coke and immediately was on phone to report the issue. Can't understand why this isn't checked daily though. Also no stamps for Post to UK in gift shop. Both minor irritations that could easily be avoided. Staff were all very friendly and helpful and really could not fault...

Carolina

A wooden dock leading to a calm lake with a 'NO SWIMMING' sign, surrounded by trees and a clear sky.

Grand Lake Resort

Kissimmee

10/10 Excellent

Grant

A resort with a large swimming pool, multiple buildings, and a well-lit outdoor area.

Disney's Beach Club Villas

Bay Lake

10/10 Excellent

All the furniture was in very good condition, the villa was very clean and all the cleaning products were provided, down to washing powder, kitchen roll, dishwasher tablets etc. The cutlery, crockery and glasses all appeared to be new. Bedding was very comfortable, and the Hotel provided extra blankets and pillows as soon as we requested them. The private pool in addition to Stormaway Bay was a bonus. A very enjoyable stay, wish it had been for longer!

Woodygee

Walt Disney World Dolphin

Bay Lake

10/10 Excellent

Gareth

A resort with a large pool, lounge chairs, and a building with multiple balconies.

Disney's Yacht Club Resort

Bay Lake

10/10 Excellent

Loved this hotel. Spacious well maintained rooms. Mostly delightful staff with the exception of one of the security guards at the gate who was decidedly 'un Disney' and not exactly cheerful - he is there to deter dubious characters I suppose but first impressions are important to paying guests. There was another guard who was just delightful and helpful. Room cleaned to a high standard. Pool area impressive- the lazy river a great was to chill out. we only ate the buffet breakfast - good...

Mrs M

A wooden cabin with a deck, surrounded by tall trees.

Disney's Saratoga Springs Resort & Spa

Lake Buena Vista

10/10 Excellent

Clare

Disney's BoardWalk Villas

Bay Lake

10/10 Excellent

A superb 1 bedroom villa. The Boardwalk was built quite a while ago, however, in true disney style they have maintained and upgraded this property over the years and you would think it was a new property. we chose a room near the lobby, 2068, and the location enabled us to observe our 16 and 11 year old children swim in the pool from our balcony. We didn't have to drag them out of the pool till it was their time to shower and we sipped cocktails end enjoyed the buzz of the resort. The...

julie

Frequently Asked Questions

How much do lakeside hotels in Lakeland - Winter Haven cost?

The rate for lakeside hotels in Lakeland - Winter Haven ranges from ₹3,803 to ₹17,754 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 113 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.

Search Lakeside Hotels in Lakeland - Winter Haven

Change your mind

Treat yourself

Be picky

Check prices for these dates

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

1. Courtyard by Marriott Winter Haven

2. Walt Disney World Dolphin

3. Walt Disney World Swan

4. The Terrace Hotel Lakeland, Tapestry Collection by Hilton

5. Paramount Lakeside Inn & Suites

6. Wyndham Grand Orlando Resort Bonnet Creek

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

8. Lake Ida Beach Resort

Top Lakeland - Winter Haven Hotel Reviews

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

10/10 Excellent

Frequently Asked Questions

How much do lakeside hotels in Lakeland - Winter Haven cost?

How many lakeside hotels are there in Lakeland - Winter Haven?

Why book your lakeside hotel in Lakeland - Winter Haven with Expedia?

How can I find cheap lakeside hotels in Lakeland - Winter Haven?

What is there to do in Lakeland - Winter Haven near my lakeside hotel?

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