Book Hotels in Highland City, FL

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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
$127 nightly
The price is $142 total per night from Jul 27 to Jul 28
$142 total
Jul 27 - Jul 28
Total includes taxes and fees
An outdoor pool is featured at this hotel, along with free WiFi in public areas and a fireplace in the lobby. Enjoy the free continental breakfast each morning. ...
"Loved that they had dish soap and makeup remover wipe!"

Reviewed on Jul 21, 2025

Staybridge 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
$123 nightly
The price is $138 total per night from Jul 27 to Jul 28
$138 total
Jul 27 - Jul 28
Total includes 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 ...
"Excellent!"

Reviewed on Jul 22, 2025

Best Western Plus Winter Haven Inn & Suites 
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

3 out of 5
6015 Cypress Gardens Blvd, Winter Haven, FL
$131 nightly
The price is $147 total per night from Jul 31 to Aug 1
$147 total
Jul 31 - Aug 1
Total includes taxes and fees
This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...
Really nice
"Had a wonderful. Only stayed one night. Beds were comfy. Food was okay. Kids loved the pool. Close by restaurants. Only issue was… I found a set of worn clothes in bathroom drawer on top of hair dryer… I immediately threw away clothes in garbage… Kinda gross!!! Other than that nice enjoyable ..."

Reviewed on Jul 23, 2025

Home2 Suites By Hilton Winter Haven
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
$93 nightly
The price is $104 total per night from Aug 3 to Aug 4
$104 total
Aug 3 - Aug 4
Total includes 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 ...
"Only problem I had was with the curtains closing completely in the corner windows which left us slightly exposed. We worked around it so I still gave it 5 stars."

Reviewed on Jul 22, 2025

Holiday Inn Winter Haven by IHG
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
$118 nightly
The price is $132 total per night from Jul 27 to Jul 28
$132 total
Jul 27 - Jul 28
Total includes 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. ...
"Pool need a little TLC"

Reviewed on Jul 19, 2025

Hyatt Place Lakeland Center
Extended Stay America Premier Suites Lakeland I4

Extended Stay America Premier Suites Lakeland I4

2.5 out of 5
4360 Lakeland Park Drive, Lakeland, FL
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $97 total per night from Jul 30 to Jul 31
$97 total
Jul 30 - Jul 31
Total includes taxes and fees
This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies ...
"Luv this place"

Reviewed on Jul 17, 2025

Extended Stay America Premier Suites Lakeland I4
Days Inn & Suites by Wyndham Lakeland

Days Inn & Suites by Wyndham Lakeland

2.5 out of 5
4502 N Socrum Loop Rd, I-4 Exit 33, Lakeland, FL
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Jul 27 to Jul 28
$85 total
Jul 27 - Jul 28
Total includes 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. ...
"Clean rooms"

Reviewed on Jul 11, 2025

Days Inn & Suites by Wyndham Lakeland
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St, SW, Winter Haven, FL
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $95 total per night from Jul 27 to Jul 28
$95 total
Jul 27 - Jul 28
Total includes 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, ...
"Rooms need a little maintenance, the staff was really nice and it’s 12 mins away from Legoland"

Reviewed on Jul 6, 2025

Howard 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., I-4 Exit 32, Lakeland, FL
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $66 total per night from Jul 27 to Jul 28
$66 total
Jul 27 - Jul 28
Total includes 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 ...
"Best staff."

Reviewed on Jul 17, 2025

Howard Johnson by Wyndham Lakeland
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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 $66. 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 1,465 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

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