
Chipley Vacations from $431
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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.

Sugar Sands Beachfront Hotel, a By The Sea Resort
Laguna Beach Estates
Price was $550, price is now $431 per person
$431
per person
Sep 18 - Sep 21
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Panama City (ECP)
7.8/10 Good! (1,008 reviews)
It started out we got there early and was unable to check in which is OK but was told they would call us and never did. When I returned after 4 there were 3 other people there that was told the exact same thing but did not happen. When we got into the room it was very hot and had a foul odor. There was black mode noted on the ceilings. We were on the 1st floor and could walk directly outside and when we did there was broken glass just outside our room. We never saw staff to be able to tell them and did not have confidence in the front staff. We had to ensure we were shoes as there was glass everywhere. There were 4 of us in the room and we had to request towels at the front desk each time we had or needed to take a shower. I could go on and on with similar situations but the final straw was when I received a text to tell me I could not stay beyond my scheduled departure but I didn't even request to stay I had every intention to leave on time. I would not recommend this place to anyone nor will I ever utilize their facility again.
Reviewed on Jul 1, 2026

South Shore 30A by Avantstay Gulf View Pool
Rosemary Beach
Save 100% on your flight
Price was $2,995, price is now $2,252 per person
$2,252
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Panama City (ECP)
6/10 (1 review)
The property has an amazing location, but at a price that you sleep on a dirty bed. You can notice the level of cleanliness that the AC filter was dirty. Check your beds before going to bed. It had lots of hairs from previous guest
Reviewed on Oct 2, 2025


The Pearl Hotel
Rosemary Beach
Save 100% on your flight
Price was $1,736, price is now $1,339 per person
$1,339
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
9.4/10 Exceptional! (224 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
$127 nightly
The price is $143 total per night from Jul 5 to Jul 6
$143 total
Jul 5 - Jul 6
Total with taxes and fees
7.8/10 Good! (2,627 reviews)
"Affordable but outdated, but the staff is great!"
Reviewed on Jul 1, 2026

Radisson Beachfront Hotel - Panama City Beach
15325 Front Beach Road Panama City Beach FL
$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! (2,815 reviews)
"Todo bien"
Reviewed on Jun 30, 2026

Chateau Beachfront Hotel, A By The Sea Resort
12525 Front Beach Rd Panama City Beach FL
$153 nightly
The price is $173 total per night from Jul 5 to Jul 6
$173 total
Jul 5 - Jul 6
Total with taxes and fees
7/10 Good! (1,872 reviews)
"Absolutely horrible. Will never stay here again. I paid for the stay and my bank would not approve the 100 deposit they made me wait 3 hours to check in until I could figure out how to pay it and they would not take cash. I extended the stay by one day they made me check out and wait til 4 to check ..."
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.





















