Book Hotels in Highland City, FL

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Aug 7 - Aug 9
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Top Highland City hotels

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW Winter Haven FL
Fully refundable
$103 nightly
The price is $115 total per night from Aug 9 to Aug 10
$115 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features an outdoor pool and a gym. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A lobby fireplace, a computer ...
"Staff was very nice to me"

Reviewed on Aug 6, 2026

Opens in a new windowStaybridge Suites Winter Haven Auburndale by IHG
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
$114 nightly
The price is $128 total per night from Aug 9 to Aug 10
$128 total
Aug 9 - Aug 10
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 full ...
"All was good, clean, friendly staff and good breakfast"

Reviewed on Aug 5, 2026

Opens in a new windowBest Western Plus Winter Haven Inn & Suites 
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
$179 nightly
The price is $200 total per night from Aug 9 to Aug 10
$200 total
Aug 9 - Aug 10
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Relax with a drink at the poolside bar and enjoy the free full breakfast each morning. Self ...
"We were disappointed with our stay. The cabin had a musty smell from the moment we entered, and after two nights it caused nasal irritation. The entire property felt very dated. The air conditioner, cabinets, and bathroom all seemed old, and the mirror in the bathroom showed visible wear. The lighting ..."

Reviewed on Aug 5, 2026

Opens in a new windowLEGOLAND Beach Retreat
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
$85 nightly
The price is $95 total per night from Aug 8 to Aug 9
$95 total
Aug 8 - Aug 9
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, ...
"Everything was excellent"

Reviewed on Aug 3, 2026

Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $94 total per night from Sep 6 to Sep 7
$94 total
Sep 6 - Sep 7
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 ...
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
$271 nightly
The price is $303 total per night from Aug 17 to Aug 18
$303 total
Aug 17 - Aug 18
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 ...
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
$65 nightly
The price is $72 total per night from Aug 9 to Aug 10
$72 total
Aug 9 - Aug 10
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. Business travelers can take advantage of the ...
Opens in a new windowDays Inn & Suites by Wyndham Lakeland
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 refundable
$89 nightly
The price is $100 total per night from Sep 6 to Sep 7
$100 total
Sep 6 - Sep 7
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 ...
Opens in a new windowComfort Inn & Suites Lakeland North I-4
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
$101 nightly
The price is $113 total per night from Aug 8 to Aug 9
$113 total
Aug 8 - Aug 9
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. ...
Opens in a new windowHyatt Place Lakeland Center
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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 $72. 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 1,476 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

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"Staff was very nice to me"
A verified traveler stayed at Staybridge Suites Winter Haven Auburndale by IHG
Staybridge Suites Winter Haven Auburndale by IHG

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