Whispering Pines Vacations from $456

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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.
Turtle Reef Club

Turtle Reef Club

3 out of 5
Hutchinson Island South
Price was $612, price is now $456 per person
$456
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to West Palm Beach (PBI)
8.8/10 Excellent! (212 reviews)
Great ocean front view property!!

Reviewed on Oct 12, 2025

Oak Tree Hotel

Oak Tree Hotel

2.5 out of 5
Save 100% on your flight
Price was $910, price is now $580 per person
$580
per person
Nov 18 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to West Palm Beach (PBI)
9.6/10 Exceptional! (446 reviews)
This hotel is believed to be the first lodging established in this city. It offers 12 cozy rooms, which include complimentary basic breakfast options. Guests can enjoy a variety of beverages such as juices, sodas, and alcoholic drinks, along with snacks. Due to the building's charming historic nature, each room is equipped with a room air conditioning unit that may be slightly noisy. Nevertheless, staying in this type of hotel can provide a unique and memorable experience.

Reviewed on Oct 10, 2025

402 On Hutchinson Island

402 On Hutchinson Island

4.5 out of 5
Hutchinson Island South
Save 100% on your flight
Price was $905, price is now $653 per person
$653
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to West Palm Beach (PBI)
No reviews
Marriott Hutchinson Island Beach Resort, Golf & Marina

Marriott Hutchinson Island Beach Resort, Golf & Marina

3.5 out of 5
Price was $1,678, price is now $1,235 per person
$1,235
per person
Dec 27 - Jan 3
found 3 hours ago
Roundtrip flight included
Philadelphia (PHL) to West Palm Beach (PBI)
8.2/10 Very Good! (323 reviews)
Everything I needed. The property is large but they offer a golf cart ride everywhere. The pool area staff was amazing. The bartenders were so much fun.

Reviewed on Oct 8, 2025

Roland Martin Marina and Resort

Roland Martin Marina and Resort

3 out of 5
Save 100% on your flight
Price was $711, price is now $525 per person
$525
per person
Nov 12 - Nov 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to West Palm Beach (PBI)
10/10 Exceptional! (6 reviews)
The experience was excellent overall.

Reviewed on Sep 24, 2025

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Discover the most popular places to visit in Whispering Pines

Great place to see all kinds of Florida wildlife. And, it's one of the least light-polluted places in Florida. You'll be amazed at the stars you see!

Kissimmee Prairie Preserve State Park

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

Seminole Casino Brighton

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

Quail Creek Sporting Ranch

Catch an event at Quail Creek Sporting Ranch during your trip to Okeechobee. Stroll along the lakeside or seek out the fishing spots.

Quail Creek Sporting Ranch

Whispering Pines Hotel Deals

Days Inn Lake Okeechobee

Days Inn Lake Okeechobee

2.5 out of 5
2200 US Highway 441 SE, Okeechobee, FL
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $89 total per night from Oct 19 to Oct 20
$89 total
Oct 19 - Oct 20
Total with taxes and fees
7.4/10 Good! (865 reviews)
"Room was spacious, comfortable and mostly clean. Easy overnight stay. Front desk staff was courteous. Place is kind of rundown in general, but good enough for a quick night on the road. Dock and dock bar / restaurant not accessible or operable. So the main photo you see when making your lodging choice ..."

Reviewed on Oct 3, 2025

Days Inn Lake Okeechobee
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
$114 nightly
The price is $125 total per night from Oct 25 to Oct 26
$125 total
Oct 25 - Oct 26
Total with taxes and fees
8.8/10 Excellent! (697 reviews)
"I always have a good experience when I stay here. I love the front office staff, they are all amazing"

Reviewed on Oct 2, 2025

Hampton Inn Okeechobee - Lake Okeechobee
Holiday Inn Express Hotel & Suites Lake Okeechobee by IHG

Holiday Inn Express Hotel & Suites Lake Okeechobee by IHG

2.5 out of 5
3101 Us Highway 441 S, Okeechobee, FL
Fully refundable
$107 nightly
The price is $118 total per night from Oct 30 to Oct 31
$118 total
Oct 30 - Oct 31
Total with taxes and fees
8.6/10 Excellent! (459 reviews)
"Great stay, quiet, friendly staff, great free breakfast."

Reviewed on Sep 25, 2025

Holiday Inn Express Hotel & Suites Lake Okeechobee by IHG
See all 137 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.

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 $456 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.