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Top Hillcrest Heights hotels

Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way, Winter Haven, FL
$294 nightly
The price is $330 total per night from Aug 10 to Aug 11
$330 total
Aug 10 - Aug 11
Total includes 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 ...
"I had six grandkids and they all love playing with the Legos! Very convenient having the theme park next-door. We were disappointed some of the things were closed, but overall, it was a good experience."

Reviewed on Jul 2, 2025

Legoland Florida Hotel
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 22 to Jul 23
$142 total
Jul 22 - Jul 23
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. ...
"We chose this property because of it's close proximity to Legoland."

Reviewed on Jul 18, 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 21 to Jul 22
$138 total
Jul 21 - Jul 22
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 ...
"We love it. Super convenience"

Reviewed on Jul 18, 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
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $151 total per night from Jul 28 to Jul 29
$151 total
Jul 28 - Jul 29
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 ...
"Wonderful place to stay"

Reviewed on Jul 8, 2025

Home2 Suites By Hilton Winter Haven
Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven

3 out of 5
6225 Cypress Gardens Boulevard SE, Winter Haven, FL
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $151 total per night from Jul 27 to Jul 28
$151 total
Jul 27 - Jul 28
Total includes taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. ...
"Good"

Reviewed on Jul 7, 2025

Courtyard by Marriott Winter Haven
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
$114 nightly
The price is $128 total per night from Jul 27 to Jul 28
$128 total
Jul 27 - Jul 28
Total includes 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 ...
Great except for WiFi
"This is a hotel in my home area that I've stayed at before. It's one of only two "modern" hotels in a town with several older, remodeled motels. This property is great, except for the WiFi. In the morning before 11 am checkout, I couldn't get a working signal on any device anywhere to save my life. ..."

Reviewed on Jul 8, 2025

Holiday 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
$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 ...
We had a fantastic stay at a hotel near Legoland.
"We enjoyed our stay there. It’s nice and clean. Beds were comfortable. The only reason I’m not giving it a 5 stars is because the toilet in room 619 has trouble to flush. We had to flush 4-5 times to get everything down and water pressure at the shower is low. Otherwise, everything was great. We ..."

Reviewed on Jul 14, 2025

Holiday Inn Winter Haven by IHG
Hampton Inn Winter Haven

Hampton Inn Winter Haven

2.5 out of 5
202 Cypress Gardens Blvd, Winter Haven, 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 an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"Clean, nice people, great breakfast"

Reviewed on Jul 10, 2025

Hampton Inn Winter Haven
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 24 to Jul 25
$95 total
Jul 24 - Jul 25
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
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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 Hillcrest Heights?
From unique amenities to larger rooms, kid-friendly hotels are equipped with features that can help turn a standard family vacation into an amazing one. These Hillcrest Heights options make getting away with youngsters child's play: The entire crew will enjoy staying at Tranquil Retreat w/ Gym, Fenced Backyard and More.. A playground and a nearby beach are just a few of the things that help make this place a favorite. Cozy Getaway with Enchanting Wrap-Around Deck is also a hit with families. After a fun day of sightseeing, return to your comfortable room and amenities like beach sun loungers and free WiFi.
Where can I find cheap hotels in Hillcrest Heights?
At Travelocity you'll find really nice hotels in Hillcrest Heights 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 Hillcrest Heights rather than in Hillcrest Heights. We may find you even better rates, too.
How do I find the best Hillcrest Heights hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Hillcrest Heights 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 Hillcrest Heights?
The cheapest hotel in Hillcrest Heights is $95. 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 Hillcrest Heights?
There are 416 hotels in Hillcrest Heights on Travelocity.
What are the best hotels in Hillcrest Heights?
Hillcrest Heights 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 Hillcrest Heights for you!
When is the best time to visit Hillcrest Heights?
If you want the joy of a fun-filled trip in peak season, visit Hillcrest Heights during January, February and March. If you'd prefer the peace of off-season, book a stay during quieter months, such as September, October and December.
When is the cheapest time to stay in Hillcrest Heights?
Based on historic data is usually the cheapest month to visit Hillcrest Heights. 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 Hillcrest Heights?
There are multiple hotels in Hillcrest Heights 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 Hillcrest Heights. We have plenty of kid-friendly hotels in Hillcrest Heights to choose from on Travelocity!
Why book a hotel in Hillcrest Heights through Travelocity?
Because we have the top hotels in Hillcrest Heights! 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 Hillcrest Heights 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 Hillcrest Heights hotel reviews by fellow wanderers

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"We love it. Super convenience"
A verified traveler stayed at Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
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