Whispering Pines Vacations from $542

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Your Whispering Pines Vacation

When a getaway to the city is calling your name, answer it with a Whispering Pines vacation package. With all your travel arrangements organized before you go, all you need to do here is focus on having a ball. Fill your schedule with tours of Okeechobee County Sports Complex, Flagler Park and Taylor Creek Stormwater Treatment Area, some of the attractions you shouldn't miss during your trip to Whispering Pines. Stop dreaming and start traveling. Browse the range of options on Expedia today and put your Whispering Pines vacation plans into action!

The Latest Whispering Pines vacation packages

Price found within the past 48 hours. Click for updated prices.
Oaak Tree Hotel

Oaak Tree Hotel

2.5 out of 5
Arcadia Historic District
Price was $714, price is now $542 per person
$542
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip flight included
New York (NYC) to West Palm Beach (PBI)
9.6/10 Exceptional! (495 reviews)
The window had wood blinds that were nice but!!!!!!, that let light in. No curtains to blacken the room. Street light pollution bled through. The staff are very nice . Difficulty sleeping

Reviewed on Apr 25, 2026

Beach Villas

Beach Villas

3 out of 5
Price was $1,145, price is now $780 per person
$780
per person
Jun 12 - Jun 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to West Palm Beach (PBI)
No reviews
Marriott Hutchinson Island Resort & Beach Villas, Golf & Marina

Marriott Hutchinson Island Resort & Beach Villas, Golf & Marina

4 out of 5
Price was $811, price is now $568 per person
$568
per person
Aug 2 - Aug 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to West Palm Beach (PBI)
8.4/10 Very Good! (514 reviews)
Our room was totally redone and was very omfortable and clean; we had a balcony with a nice view of the golf course; enjoyed breakfast every morning at the Baja Grill - they offered an extended buffet with many items to choose from and also had eggs or omelets cooked to order. AAWe had a very relaxing time at the pool and enjoyed the pool bar Latitudes. Overall we had a great time!

Reviewed on May 9, 2026

The Royal Inn Beach Hotel Hutchinson Island

The Royal Inn Beach Hotel Hutchinson Island

2.5 out of 5
Price was $762, price is now $561 per person
$561
per person
Jun 15 - Jun 20
found 7 hours ago
Roundtrip flight included
Boston (BOS) to West Palm Beach (PBI)
7/10 Good! (1,004 reviews)
Very loud and noisy as the main road is right outside your window/balcony .. the tv was constantly buffering, no vents in the bathroom so it gets very hot in there. The staff was awesome ..

Reviewed on May 12, 2026

Coastal Haven Retreat

Coastal Haven Retreat

3 out of 5
Becker Ridge
Save 100% on your flight
Price was $1,231, price is now $939 per person
$939
per person
Jul 8 - Jul 13
found 1 day ago
Roundtrip flight included
New York (NYC) to West Palm Beach (PBI)
No reviews
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Discover the most popular places to visit in Whispering Pines

A slough with aquatic grasses and pond lilies flows through the dry prairie at Kissimmee Prairie Preserve State Park in central Florida. The slough is a wetland habitat for wildlife. Horizontal

Kissimmee Prairie Preserve State Park

4.5/5(10 reviews)

You can take time to visit Kissimmee Prairie Preserve State Park during your travels to Okeechobee. Stroll along the lakeside or seek out the fishing spots.

Kissimmee Prairie Preserve State Park
Port Mayaca Locks & Dam, on Lake Okeechobee, Florida

Port Mayaca Locks

4/5(6 reviews)

Port Mayaca Locks is just one of the places to see in Okeechobee, so why not enjoy the other things to explore during your travels? Amble around the area's lakeside, or seek out its fishing spots.

Port Mayaca Locks

Seminole Casino Brighton

4/5(24 reviews)

Why not roll the dice with a visit to Seminole Casino Brighton during your visit to Okeechobee? Amble around the area's lakeside, or seek out its fishing spots.

Seminole Casino Brighton

What to do in Whispering Pines

Horse Petting

Central Florida Adventure Park - Authentic Dude Ranch Experience

$25
per adult
Central Florida Adventure Park - Authentic Dude Ranch Experience
See all activities in Whispering Pines

Whispering Pines Hotel Deals

Flamingo Motel

Flamingo Motel

2.5 out of 5
4101 Highway 441 South Okeechobee FL
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $86 total per night from May 24 to May 25
$86 total
May 24 - May 25
Total with taxes and fees
7.6/10 Good! (429 reviews)
NEVER! Gross, staff clearly didn’t want to be there.

Reviewed on Apr 29, 2026

Flamingo Motel
Lakeshore Resort and Marina

Lakeshore Resort and Marina

2.5 out of 5
2200 Us Highway 441 Se Okeechobee FL
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $84 total per night from May 24 to May 25
$84 total
May 24 - May 25
Total with taxes and fees
7.6/10 Good! (932 reviews)
We were pleasantly surprised with the accommodations. It is an older resort but it was clean. Check in was easy and pleasant. Breakfast was ok. Choice of pancakes and sausages, different bread and bagels for toasting. Coffee and juice. It was quiet and the bed very comfortable. Room was clean and ...

Reviewed on May 8, 2026

Lakeshore Resort and Marina
Hampton Inn Okeechobee - Lake Okeechobee

Hampton Inn Okeechobee - Lake Okeechobee

2.5 out of 5
1200 State Road 70 East Okeechobee FL
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $118 total per night from May 24 to May 25
$118 total
May 24 - May 25
Total with taxes and fees
9/10 Wonderful! (750 reviews)
Staff was great. Great hotel for dog travelers. Highly recommend. Only down fall was vanity light and overhead light were out by sink/vanity area. Not sure how No one noticed. ...? We Let staff know on checkout.

Reviewed on May 12, 2026

Hampton Inn Okeechobee - Lake Okeechobee
See all 133 properties in Whispering Pines
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.

Find the Best Whispering Pines Vacation Packages

Whispering Pines Essential Information

Language
English
Currency
U.S dollars
Top Sights
Okeechobee Historical Society Museum, Okeechobee Battlefield Historic State Park and Okee-Tantie Marina

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Frequently asked questions

How much does a Whispering Pines vacation package cost?
You can grab a vacation package to this popular destination from $542 on Expedia. But how much your vacation to Whispering Pines costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Whispering Pines?
September, October and December are great times to look for cheap Whispering Pines vacation packages. Choosing to travel in quieter periods means you can generally find reduced prices on flights and hotels.
How many days is enough for Whispering Pines?
With a well-organized itinerary, you can easily visit the main Whispering Pines attractions in a handful of days. But if you prefer to venture off the beaten track or go on day trips, consider booking your Whispering Pines vacation for longer.
How to find the best Whispering Pines package deals?
Use Expedia's filter tool to find some of the best Whispering Pines package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Whispering Pines package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Whispering Pines vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights individually. Better still, you can customize your Whispering Pines escape to fit your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Whispering Pines?
Score incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Whispering Pines adventure.
Does Expedia offer Book Now, Pay Later Whispering Pines vacation packages?
If you're anything like us, you love traveling but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Whispering Pines trip over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.