Book Hotels in Highland City, FL

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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
$134 nightly
The price is $151 total per night from Dec 21 to Dec 22
$151 total
Dec 21 - Dec 22
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 ...
Close to legoland and food

Reviewed on Dec 2, 2025

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 1 to Jan 2
$137 total
Jan 1 - Jan 2, 2026
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 ...
Room was clean! Excellent room service and free breakfast with lot of different items. My family enjoyed the stay!

Reviewed on Dec 2, 2025

Opens in a new windowHoliday Inn Express Lake Wales N-Winter Haven by IHG
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
$386 nightly
The price is $433 total per night from Dec 8 to Dec 9
$433 total
Dec 8 - Dec 9
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 ...
Room was a little outdated but very clean, and comfy!

Reviewed on Nov 27, 2025

Opens in a new windowLegoland Florida Hotel
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
$125 nightly
The price is $140 total per night from Dec 22 to Dec 23
$140 total
Dec 22 - Dec 23
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 ...
Very easy check in! Great Hotel!

Reviewed on Nov 29, 2025

Opens in a new windowHoliday Inn Winter Haven by IHG
Comfort Inn & Suites Lakeland North I-4

Comfort Inn & Suites Lakeland North I-4

2.5 out of 5
3520 N Hwy 98 Lakeland FL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $104 total per night from Dec 21 to Dec 22
$104 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like self-serve ...
Very clean, friendly staff, nice breakfast, great location

Reviewed on Dec 2, 2025

Opens in a new windowComfort Inn & Suites Lakeland North I-4
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
$64 nightly
The price is $70 total per night from Jan 1 to Jan 2
$70 total
Jan 1 - Jan 2, 2026
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. ...
Staff was great

Reviewed on Nov 30, 2025

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
$93 nightly
The price is $104 total per night from Dec 21 to Dec 22
$104 total
Dec 21 - Dec 22
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. ...
Spent the night with my husband son and our dog. The staff was extremely friendly. We have stayed at this location many times over the past several years, it is always a consistant hotel, good condition fair price and offers a good breakfast.

Reviewed on Dec 2, 2025

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
$72 nightly
The price is $81 total per night from Dec 8 to Dec 9
$81 total
Dec 8 - Dec 9
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 ...
Staff was friendly. They were cat friendly. Hot coffee.

Reviewed on Nov 30, 2025

Opens in a new windowLa Quinta Inn & Suites by Wyndham Lakeland West
Motel 6 Lakeland, FL

Motel 6 Lakeland, FL

2 out of 5
3120 US 98 North Lakeland FL
Fully refundableReserve now, pay when you stay
$57 nightly
The price is $64 total per night from Dec 10 to Dec 11
$64 total
Dec 10 - Dec 11
Total with taxes and fees
An outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A snack bar/deli is provided and the front ...
It was great

Reviewed on Nov 29, 2025

Opens in a new windowMotel 6 Lakeland, FL
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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.

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 $64. 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 1,468 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

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Holiday Inn Express Lake Wales N-Winter Haven by IHG

5 out of 5
Posted 5 days ago
Travelocity Verified Review
"Room was clean! Excellent room service and free breakfast with lot of different items. My family enjoyed the stay! "
A verified traveler stayed at Holiday Inn Express Lake Wales N-Winter Haven by IHG
Holiday Inn Express Lake Wales N-Winter Haven by IHG

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