Chipley Vacations from $1,398
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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.
Southern Shores by Avantstay Seacrest Beach Resort Pool
Rosemary Beach
Save 100% on your flight
Price was $2,010, price is now $1,501 per person
$1,501
per person
Sep 15 - Sep 19
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
10/10 Exceptional! (1 review)
Good place to be
Reviewed on Dec 8, 2025
The Pearl Hotel
Rosemary Beach
Save 100% on your flight
Price was $2,236, price is now $1,677 per person
$1,677
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
9.6/10 Exceptional! (228 reviews)
This was our first time staying at The Pearl. It was beautiful, clean and relaxing. The staff were wonderful, friendly and helpful. We had great access to the beach that was less than a 5 minute walk.
Reviewed on Jun 25, 2026
Stay near popular Chipley attractions
Chipley Hotel Deals
Palmetto Beachfront Hotel, a By the Sea Resort
17255 Front Beach Road Panama City Beach FL
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $139 total per night from Aug 2 to Aug 3
$139 total
Aug 2 - Aug 3
Total with taxes and fees
7.8/10 Good! (2,630 reviews)
"From check in to check out, everything was excellent. The staff was very friendly. The room was spacious and clean. The view was beautiful."
Reviewed on Jul 1, 2026
Radisson Beachfront Hotel - Panama City Beach
15325 Front Beach Road Panama City Beach FL
Fully refundable
$178 nightly
The price is $202 total per night from Jul 27 to Jul 28
$202 total
Jul 27 - Jul 28
Total with taxes and fees
7/10 Good! (2,817 reviews)
"Amazing experience staying at the property everything was close and convenient"
Reviewed on Jul 2, 2026
Chateau Beachfront Hotel, A By The Sea Resort
12525 Front Beach Rd Panama City Beach FL
Fully refundableReserve now, pay when you stay
$121 nightly
The price is $137 total per night from Aug 2 to Aug 3
$137 total
Aug 2 - Aug 3
Total with taxes and fees
7/10 Good! (1,875 reviews)
"Dont waste your money"
Reviewed on Jul 1, 2026
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.