Book Kid-Friendly Hotels in Winter Haven from $95

Find & compare hotels, resorts and vacation rentals for the whole family

Top Winter Haven Kid Friendly Hotels

Hampton Inn Winter Haven

202 Cypress Gardens Blvd, Winter Haven, FL

Fully refundableReserve now, pay when you stay

$101 nightly

$113 total

Oct 30 - Oct 31

Total with 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 ...

8.8/10 Excellent! (1,006 reviews)

"Parking was safe. N/A to pool"

Reviewed on Sep 26, 2025

Holiday Inn Winter Haven by IHG

200 Cypress Gardens Boulevard, Winter Haven, FL

Fully refundable

$104 nightly

$116 total

Oct 5 - Oct 6

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 ...

8.8/10 Excellent! (1,012 reviews)

"Stayed one night. No issues."

Reviewed on Sep 15, 2025

Howard Johnson by Wyndham Winter Haven FL

1300 3rd St, SW, Winter Haven, FL

Fully refundableReserve now, pay when you stay

$85 nightly

$95 total

Oct 1 - Oct 2

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, ...

6.8/10 (1,008 reviews)

"Love it"

Reviewed on Sep 28, 2025

Lake Roy Beach Inn

1823 Cypress Gardens Blvd, Winter Haven, FL

Fully refundableReserve now, pay when you stay

$84 nightly

$95 total

Oct 8 - Oct 9

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are ...

6.8/10 (975 reviews)

"Outdated"

Reviewed on Sep 15, 2025

Budget Inn Winter Haven

401 6th Street HWY 17N, Winter Haven, FL

Fully refundableReserve now, pay when you stay

$85 nightly

$95 total

Sep 30 - Oct 1

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and laundry facilities are also on offer.

6.6/10 (261 reviews)

"Nice little place for the price. Staff were friendly and helpful. Yes the rooms were a bit worn, but they were clean. Good budget hotel. It's not a luxury vacation obviously, but it's a good place to stay for an affordable price"

Reviewed on Aug 30, 2025

Rodeway Inn & Suites Winter Haven Chain Of Lakes

1911 Cypress Gardens Blvd, Winter Haven, FL

Fully refundableReserve now, pay when you stay

$85 nightly

$95 total

Sep 30 - Oct 1

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like continental breakfast and WiFi ...

5.2/10 (246 reviews)

Its, ok. I expected worse for the price

"I got a king suite room 140 for 2 days Pros: -Has a pool -room was in fair condition -had mini fridge, coffee maker, iron and board. -roomservice restocks items without request. -really affordable -hotel is linked to a 24/7 ihop that is less than a minute away by foot. -tv worked very well, same ..."

Reviewed on Jul 27, 2025

Winter Haven Gardens Inn

1150 3rd Street SW, Winter Haven, FL

A restaurant and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a ...

Booked a hotel that was permanently closed

"Didn't stay. Got here and sign on door saying permanent closed. Had to find somewhere else to stay at last minute. Good thing other family members had extra room and allowed us to stay with them."

Reviewed on Dec 18, 2022

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Travelodge by Wyndham Winter Haven

2275 8th St NW, Winter Haven, FL

An outdoor pool, free self parking, and laundry facilities are featured at this motel. Business travelers can take advantage of the business center. A snack ...

Yikes!

"Worst hotel I've ever been to"

Reviewed on Dec 26, 2018

Get rates

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.

Hotels With Pools in Winter Haven

Hampton Inn Winter Haven

202 Cypress Gardens Blvd, Winter Haven, FL

$101 nightly

$113 total

Oct 30 - Oct 31

Total with taxes and fees

8.8/10 Excellent! (1,006 reviews)

Book a stay at the best kid-friendly hotels in Winter Haven

How much does it cost to stay in a family hotel in Winter Haven?

You can book a stay at a kid-friendly resort in Winter Haven from just $95 per night. Our prices range up $116 per night if you want to enjoy the high life.

How many family-friendly hotels are there in Winter Haven?

With over 38,990 hotels in Winter Haven, you have a great selection of kid-friendly places to stay. Whether you’re looking for a cheap-and-cheerful property with plenty of space or an activity-filled kid-friendly resort, there’s a getaway to suit your style and your budget at Travelocity.

What is Travelocity’s cancellation policy for family hotels in Winter Haven?

We offer free cancellation on select hotels. Policies can vary per property so it's best to check before you book. If you need to amend or cancel your vacation, just visit our Customer Service Portal. 

What are the best kid-friendly hotels in Winter Haven?

At Travelocity, you can book the best family-friendly Winter Haven hotel for you and your family by filtering your search by price, property type, and a range of amenities such as breakfast included or free airport shuttle. Use the map to see where the hotels are and the attractions they’re near.

What should I expect in the family-friendly hotels in Winter Haven?

When you book a kid-friendly Winter Haven resort, you can expect fun for all the family. Think pools, waterparks, and hot tubs. Think babysitting, kids’ menus, games rooms, and sport facilities—discover your ideal family vacation. Many resorts keep the kids happy, so you can indulge in bars, restaurants, and spas. Check details for each property as offers may vary.

How can I find family hotel deals in Winter Haven?

Just enter your travel dates and sort your results by price. You can even filter your results by budget, so you’ll only see the deals that are right for your pocket. It’s easy to find great deals on family-friendly hotels in Winter Haven with Travelocity. 

When is the cheapest time to go to Winter Haven with your family?

The cheapest time to visit Winter Haven is usually .

When is the best time to go to Winter Haven with your kids?

The most popular months are and are great for booking in at a Winter Haven kid-friendly resort. If you want a quieter vacation—or the kids aren’t in school yet— are usually less busy, but you can find incredible deals all year round with Travelocity. 

Why book a Winter Haven child-friendly hotel with Travelocity?

Because we search the entire market, so you don’t have to. You’ll find great deals on everything from weekend trips to two-week family vacations. Whatever your budget or your wish list, we’ve got what you’re looking for.