Book Hotels in Highland City, FL

Start date: Check-in selected.
To Date
End date: Check-out

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Jan 22 - Jan 23
Tomorrow
Jan 23 - Jan 24
This weekend
Jan 23 - Jan 25
Next weekend
Jan 30 - Feb 1

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility

Top Highland City hotels

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr Winter Haven FL
Fully refundableReserve now, pay when you stay
$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
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like full breakfast and WiFi in public ...
The room was new and Well cleaned, the breakfast was normal, could change the plates, eat in a disposable Plate is very disgusting

Reviewed on Jan 16, 2026

Opens in a new windowBest Western Plus Winter Haven Inn & Suites 
Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

2.5 out of 5
2953 Ridge Way Lake Wales FL
Fully refundable
$122 nightly
The price is $137 total per night from Jan 25 to Jan 26
$137 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 ...
Clean

Reviewed on Jan 20, 2026

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

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundable
$129 nightly
The price is $144 total per night from Jan 25 to Jan 26
$144 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Yes they were

Reviewed on Jan 18, 2026

Opens in a new windowHoliday Inn Winter Haven by IHG
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
$333 nightly
The price is $374 total per night from Jan 25 to Jan 26
$374 total
Jan 25 - Jan 26
Total with taxes and fees
This smoke-free hotel features a water park, 2 outdoor pools, and a restaurant. Unwind with a drink at the bar/lounge and enjoy perks like free full breakfast ...
loved the hotel and all the Lego extras maybe update the landscape.

Reviewed on Jan 12, 2026

Opens in a new windowLegoland Florida Hotel
Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland

2.5 out of 5
4502 N Socrum Loop Rd Lakeland FL
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $109 total per night from Jan 25 to Jan 26
$109 total
Jan 25 - Jan 26
Total with taxes and fees
The hotel doesn't skimp on freebies - guests receive free on-the-go breakfast and free self parking. Business travelers can take advantage of the express check-in. ...
Room was clean,bed somewhat hard. The complimentary breakfast was not great. Had a good location.

Reviewed on Jan 18, 2026

Opens in a new windowDays Inn & Suites by Wyndham Lakeland
Hyatt Place Lakeland Center

Hyatt Place Lakeland Center

3 out of 5
525 W Orange St Lakeland FL
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $156 total per night from Jan 25 to Jan 26
$156 total
Jan 25 - Jan 26
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 and free WiFi in public areas. ...
Very nice location. Hotel was clean and comfortable room

Reviewed on Jan 18, 2026

Opens in a new windowHyatt Place Lakeland Center
La Quinta Inn & Suites by Wyndham Lakeland West

La Quinta Inn & Suites by Wyndham Lakeland West

3 out of 5
1024 Lakeland Park Center Drive Lakeland FL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Jan 25 to Jan 26
$94 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of ...
good place. we will come again

Reviewed on Jan 17, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Lakeland West
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $105 total per night from Jan 25 to Jan 26
$105 total
Jan 25 - Jan 26
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, ...
Excellent service and location. Quiet and clean.

Reviewed on Jan 20, 2026

Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Lakeland

Howard Johnson by Wyndham Lakeland

2.5 out of 5
939 W. Robson St. Lakeland FL
Fully refundableReserve now, pay when you stay
$64 nightly
The price is $71 total per night from Jan 25 to Jan 26
$71 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the ...
The room was very clean and I had a microwave as well as a coffee maker, refrigerator, hair dryer, ironing board and iron. Every staff member had a smile on their faces and welcomed me when I arrived. The pool looked inviting, but I was so busy visiting family that I will have to return and swim ...

Reviewed on Jan 18, 2026

Opens in a new windowHoward Johnson by Wyndham Lakeland
Don't see what you're looking for?
See all available properties in Highland City
View all properties
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.

Frequently asked questions

What are the top kid-friendly hotels in Highland City?
From thoughtful amenities to more room to move, kid-friendly hotels come with features that can help turn an everyday family vacation into a sensational one. These Highland City options make traveling with your youngsters a snap: Champions Gate 780 will help make your next trip the most memorable one yet. It comes with lots of conveniences aimed at families, such as a swimming pool and free WiFi. Otherwise, spend your Highland City trip at Modern Retreat w/ Screened Porch & Game Room!. Take advantage of a king bed, extra bedding and more here.
Where can I find cheap hotels in Highland City?
At Travelocity you'll find really nice hotels in Highland City at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Highland City rather than in Highland City. We may find you even better rates, too.
How do I find the best Highland City hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Highland City then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Highland City?
The cheapest hotel in Highland City is $71. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Highland City?
There are 1,500 hotels in Highland City on Travelocity.
What are the best hotels in Highland City?
Highland City has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Highland City for you!
When is the best time to visit Highland City?
If you want the joy of a fun-filled trip in peak season, visit Highland City during January, February and March. If you'd prefer the peace of off-season, book a stay during quieter months, such as May, June and July.
When is the cheapest time to stay in Highland City?
Based on historic data is usually the cheapest month to visit Highland City. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Highland City?
There are multiple hotels in Highland City that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Highland City. We have plenty of kid-friendly hotels in Highland City to choose from on Travelocity!
Why book a hotel in Highland City through Travelocity?
Because we have the top hotels in Highland City! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Highland City on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Highland City hotel reviews by fellow wanderers

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Excellent service and location. Quiet and clean. "
A verified traveler stayed at Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL

Explore More Ways to Travel with Travelocity