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
$130 nightly
The price is $146 total per night from Nov 30 to Dec 1
$146 total
Nov 30 - Dec 1
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! (339 reviews)
Everything, valet parking, friendly staff especially greeting and feeling welcome. Room was very spacious. Location in the heart of downtown Lakeland

Reviewed on Nov 8, 2025

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
$122 nightly
The price is $137 total per night from Nov 23 to Nov 24
$137 total
Nov 23 - Nov 24
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! (1,002 reviews)
Excellent

Reviewed on Nov 14, 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
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $78 total per night from Nov 30 to Dec 1
$78 total
Nov 30 - Dec 1
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! (676 reviews)
Comfortable room, clean,very comfortable king bed, soft bath towels that smelled nice and not like bleach as so many hotel towels do. Dorm size refrigerator and microwave, coffee maker. Not a fancy room, but nicely furnished and decorated. I would definitely stay again.

Reviewed on Nov 16, 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 Nov 18 to Nov 19
$90 total
Nov 18 - Nov 19
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! (837 reviews)
Ll

Reviewed on Oct 31, 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 Nov 20 to Nov 21
$95 total
Nov 20 - Nov 21
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, ...
6.8/10 (1,001 reviews)
YES, EVERYTHING WAS PERFECT.

Reviewed on Nov 9, 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
$84 nightly
The price is $95 total per night from Nov 25 to Nov 26
$95 total
Nov 25 - Nov 26
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 (981 reviews)
clean room

Reviewed on Nov 6, 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 Nov 23 to Nov 24
$73 total
Nov 23 - Nov 24
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)
Great time listening to tooners doing piorettes next door

Reviewed on Sep 2, 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
$57 nightly
The price is $64 total per night from Nov 24 to Nov 25
$64 total
Nov 24 - Nov 25
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)
Peaceful and quiet. Staff was very friendly and professional. Really enjoyed the continental breakfast.

Reviewed on Nov 12, 2025

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
45,132 hotels
Lowest Price
$64
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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