Explore 21 Luxury Hotels in Lakeland - Winter Haven

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Best Luxury Hotels in Lakeland - Winter Haven

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

329 E Main St Lakeland FL
Fully refundableReserve now, pay when you stay
$140 nightly
The price is $157 total per night from Jan 11 to Jan 12
$157 total
Jan 11 - Jan 12
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! (359 reviews)
The historic hotel has been restored to perfection. Really enjoyed our dinner in the Terrace Grill. The downtown area has many options for dining and good times. Highly recommend a walk around Lake Mirror for the view and gardens.

Reviewed on Jan 2, 2026

Opens in a new windowThe Terrace Hotel Lakeland, Tapestry Collection by Hilton
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2953 Ridge Way Lake Wales FL
Fully refundable
$130 nightly
The price is $146 total per night from Jan 25 to Jan 26
$146 total
Jan 25 - Jan 26
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 ...
9/10 Wonderful! (1,004 reviews)
Excellent hotel

Reviewed on Dec 31, 2025

Opens in a new windowHoliday Inn Express Lake Wales N-Winter Haven by IHG
Budget Inn

Budget Inn

530 South Scenic Highway Lake Wales FL
$90 nightly
The price is $101 total per night from Feb 1 to Feb 2
$101 total
Feb 1 - Feb 2
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 ...
8.4/10 Very Good! (687 reviews)
Staff was friendly and the room was clean. Will stay everytime I'm in Lake Wales.

Reviewed on Dec 25, 2025

Opens in a new windowBudget Inn
Rodeway Inn & Suites Haines City - Winter Haven

Rodeway Inn & Suites Haines City - Winter Haven

605 B Moore Rd Haines City FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Jan 4 to Jan 5
$90 total
Jan 4 - Jan 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 garden, and a picnic area are also on offer.
7.4/10 Good! (851 reviews)
Front desk guy mid-night shift was pleasant

Reviewed on Dec 16, 2025

Opens in a new windowRodeway Inn & Suites Haines City - Winter Haven
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

1300 3rd St Winter Haven FL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $95 total per night from Jan 5 to Jan 6
$95 total
Jan 5 - Jan 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, ...
7/10 Good! (1,002 reviews)
The only thing to note that is the smell no very good

Reviewed on Dec 28, 2025

Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
Lake Roy Beach Inn

Lake Roy Beach Inn

1823 Cypress Gardens Blvd Winter Haven FL
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $111 total per night from Jan 4 to Jan 5
$111 total
Jan 4 - Jan 5
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 ...
6.8/10 (990 reviews)
Everything was fine and staff very helpful.

Reviewed on Dec 26, 2025

Opens in a new windowLake Roy Beach Inn
Lakeland Hotel

Lakeland Hotel

3260 US Highway 98 N Lakeland FL
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $73 total per night from Jan 4 to Jan 5
$73 total
Jan 4 - Jan 5
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 (1,001 reviews)
Good for the cost of the stay

Reviewed on Dec 21, 2025

Opens in a new windowLakeland Hotel
Baymont by Wyndham Lakeland

Baymont by Wyndham Lakeland

4375 Lakeland Park Dr Lakeland FL
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $69 total per night from Jan 18 to Jan 19
$69 total
Jan 18 - Jan 19
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 ...
4.4/10 (1,008 reviews)
Staff was very helpful and friendly. Rooms can use some TLC and ours was in need of an upgrade. Breakfast options were toast, waffles or cereal only. No exercise center as advertised.

Reviewed on Jan 1, 2026

Opens in a new windowBaymont by Wyndham Lakeland
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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
45,840 hotels
Lowest Price
$69
Highest Price
$714
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, Lakeland Hotel

Popular Luxury Stays in Lakeland - Winter Haven

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