Explore 21 Luxury Hotels in Lakeland - Winter Haven

Name: Baymont by Wyndham Lakeland
Price range: $74 total
Rating: 4.6

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Best Luxury Hotels in Lakeland - Winter Haven

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

329 E Main St Lakeland FL

$127 nightly

$142 total

May 10 - May 11

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...

9.2/10 Wonderful! (408 reviews)

The experience was top notch from the arrival to the departure. Clean , organize and safe property conveniently located to everything possible. The staff and team members were very polite and cosice , could ask for more of a fluid seamless system they have conquered!

Reviewed on Apr 29, 2026

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2953 Ridge Way Lake Wales FL

Fully refundable

$130 nightly

$146 total

May 31 - Jun 1

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests ...

9.2/10 Wonderful! (1,004 reviews)

No longer provide coffee in room - must go to dining room. It is free, but very inconvenient. They have two machines that only make coffee when you put in your “order.” So you will wait during busy times. I booked two rooms and put notes to that effect on BOTH reservations. Still weren’t together ...

Reviewed on May 2, 2026

Budget Inn

530 South Scenic Highway Lake Wales FL

$80 nightly

$90 total

May 4 - May 5

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are ...

8.6/10 Excellent! (728 reviews)

No ice machine, no vending machines, cero amenities.

Reviewed on May 1, 2026

Rodeway Inn & Suites Haines City - Winter Haven

605 B Moore Rd Haines City FL

Fully refundableReserve now, pay when you stay

$89 nightly

$100 total

May 4 - May 5

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, a picnic area, and express check-out are also on ...

7.6/10 Good! (905 reviews)

Should be called the mosquito inn. Had mosquitos flying all over the room and attacking us all night. On the plus side, only found one cockroach. The floor was somehow slimy, sticky, and slippery all at the same time. Not sure how they accomplished that but it was disgusting. The bed was slightly ...

Reviewed on Apr 27, 2026

Lake Roy Beach Inn

1823 Cypress Gardens Blvd Winter Haven FL

Fully refundableReserve now, pay when you stay

$98 nightly

$110 total

Jun 3 - Jun 4

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are ...

7/10 Good! (1,000 reviews)

Gran espacio, muy limpio excelente vista

Reviewed on Apr 26, 2026

Best Western Premier Lakeland North

3260 US Highway 98 N Lakeland FL

$129 nightly

$145 total

Jun 1 - Jun 2

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...

6/10 (1,000 reviews)

The hotel that was booked was under renovation and was not even open. When the phone number that was provided in the conformation email was called it was to a different hotel which had no reservation record for the name or conformation number.

Reviewed on Feb 16, 2026

Baymont by Wyndham Lakeland

4375 Lakeland Park Dr Lakeland FL

Fully refundableReserve now, pay when you stay

$66 nightly

$74 total

May 10 - May 11

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of ...

4.6/10 (1,002 reviews)

Good trip! Convenient location!

Reviewed on May 2, 2026

Howard Johnson by Wyndham Winter Haven FL

1300 3rd St Winter Haven FL

Fully refundableReserve now, pay when you stay

$85 nightly

$95 total

May 5 - May 6

Total with taxes and fees

This motel features a restaurant, an outdoor pool, and a bar/lounge. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, ...

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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.

More 4 star hotels in Lakeland - Winter Haven

The Berkley, Orlando

8545 W. Irlo Bronson Highway Kissimmee FL

$138 nightly

$155 total

May 5 - May 6

Total with taxes and fees

9.6/10 Exceptional! (2,205 reviews)

5 star hotels in Lakeland - Winter Haven

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

1158 Kingsbarn St Davenport FL

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9.8/10 Exceptional! (7 reviews)

Lakeland - Winter Haven Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Lakeland - Winter Haven luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Lakeland - Winter Haven to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Lakeland - Winter Haven will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Lakeland - Winter Haven, and plan your next opulent escape.

Lakeland - Winter Haven hotels essential information

Accommodation	45,075 hotels
Lowest Price	$74
Highest Price	$681
Popular hotels	The Terrace Hotel Lakeland, Tapestry Collection by Hilton, Howard Johnson by Wyndham Winter Haven FL, Budget Inn, Baymont by Wyndham Lakeland, Lake Roy Beach Inn, Holiday Inn Express Lake Wales N-Winter Haven by IHG, Rodeway Inn & Suites Haines City - Winter Haven, Best Western Premier Lakeland North

Popular Luxury Stays in Lakeland - Winter Haven

5 Stars Luxury stays in Lakeland - Winter Haven

Luxury stays in Lakeland - Winter Haven with spa

Recent Lakeland - Winter Haven Hotel Reviews By Fellow Wanderers

Westgate Town Center Resort

5 out of 5

Posted 3 hours ago

Travelocity Verified Review

"This place is amazing . It Made our family vacation perfect ! Can’t wait to go back !"

A verified traveler stayed at Westgate Town Center Resort

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5

Posted 5 hours ago

Travelocity Verified Review

"I recently stayed at Holiday Inn Club Vacations at Orange Lake Resort and had a great overall experience, especially for a family-friendly getaway with plenty to do on-site. The staff were consistently helpful and friendly, which made a big difference throughout our stay. The pool areas were a highlight—especially the lazy river at River Island, which feels more like a water park than a typical hotel pool. One downside was the lack of clear communication about activities at the pools and bars. There were events happening, but it wasn’t always obvious when or where. Better signage or schedules would help guests take full advantage. The restaurants and arcades were a nice bonus, though more information about deals or specials would have been helpful. The website was also pretty basic and not very user-friendly, and mobile food ordering would have been a great added convenience. Overall, it’s a fun, activity-packed resort. With better communication and a few tech upgrades, it could be even better."

A verified traveler stayed at Holiday Inn Club Vacations at Orange Lake Resort by IHG

The Grove Resort & Water Park Orlando

5 out of 5

Posted 6 hours ago

Travelocity Verified Review

"We had the 2 bedroom condo which was great. It was clean, spacious with a beautiful view of the pools. The waterpark was fun, fills up fast, especially on the weekend so you need to go early for seats (unless you pay to reserve). Quality of food is to be expected, in my eyes, you are paying for the convenience of it. We ordered lunch at the waterpark which enabled us to stay past lunch and keep our seats. Service was cool, they bring it right to you! One thing that would be great is better coffee- if you like Starbucks then you are all set. The rooms have Keurigs and I am NOT a big fan of those and the Market Place sells Starbucks, I prefer Dunkin but that is just fyi and not a huge point. Location was great but we had a rental so traveling was not a problem for us. Plenty of restaurants close by.... We also shopped and did some cooking so we did not have to eat out for every meal. I would HIGHLY recommend this place, it was clean, spacious, fun, good location and reasonably priced even during our school vacation (from Boston) week."

A verified traveler stayed at The Grove Resort & Water Park Orlando

Hilton Vacation Club Aqua Sol Orlando West

5 out of 5

Posted 22 hours ago

Travelocity Verified Review

"Clean, spacious room with full modern kitchen well-stocked with dishes, pots, pans glasses, bakeware, etc, and washer and dryer in suite. Lots of amenities are available, making it so you wouldn’t have to go offsite. Staff were friendly and helpful! "

A verified traveler stayed at Hilton Vacation Club Aqua Sol Orlando West