Chipley Vacations from $575
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Your Chipley Vacation
Experience the unique character and personality of Chipley with a tailor-made Chipley vacation package. From its small-town feel to its friendly locals and beyond, you'll never have a dull moment in this city. Your trip to Chipley has to include a little sightseeing. Falling Waters State Park is a good place to start. Expedia is here to help you escape your routine. Tailor your vacation to Chipley to suit your style of travel, whatever that may be!
The Latest Chipley vacation packages
Price found within the past 48 hours. Click for updated prices.
WaterSound Inn
WaterSound Beach
Save 100% on your flight
Price was $1,161, price is now $767 per person
$767
per person
Jan 3 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Panama City (ECP)
9.4/10 Exceptional! (95 reviews)
It’s a beautiful option in a beautiful area
Reviewed on Dec 13, 2024
The Pearl Hotel
Rosemary Beach
Save 100% on your flight
Price was $1,228, price is now $843 per person
$843
per person
Feb 23 - Feb 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Panama City (ECP)
9.4/10 Exceptional! (188 reviews)
Loved our stay the kind staff and clean rooms and the views and surrounding amenities!
Reviewed on Nov 19, 2025
Discover the most popular places to visit in Chipley
Falling Waters State Park
4/5(19 reviews)
Commune with nature and explore the great outdoors at Falling Waters State Park during your travels in Chipley. Stroll along the lakeside or discover the area's waterfalls.
Chipley Hotel Deals
Hampton Inn & Suites Panama City Beach-Beachfront
15505 Front Beach Road Panama City Beach FL
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $85 total per night from Dec 21 to Dec 22
$85 total
Dec 21 - Dec 22
Total with taxes and fees
8.6/10 Excellent! (2,194 reviews)
Offering dairy free yogurt would make this review superb.
Reviewed on Dec 4, 2025
Hyatt Place Panama City Beach
15727 FRONT BEACH ROAD Panama City Beach FL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Dec 10 to Dec 11
$90 total
Dec 10 - Dec 11
Total with taxes and fees
9.2/10 Wonderful! (1,456 reviews)
Everything was great
Reviewed on Dec 2, 2025
Chateau Beachfront Hotel, A By The Sea Resort
12525 Front Beach Rd Panama City Beach FL
Fully refundableReserve now, pay when you stay
$51 nightly
The price is $58 total per night from Dec 6 to Dec 7
$58 total
Dec 6 - Dec 7
Total with taxes and fees
7/10 Good! (1,292 reviews)
Great location, clean room, perfect view!!
Reviewed on Dec 3, 2025
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 Chipley Vacation Packages
Chipley Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Population | 3,600 |
Max Temp Winter | 65ºF |
Max Temp Summer | 90ºF |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.