
Chipley Vacation Packages
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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!
Top Chipley Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Chateau Beachfront Hotel, A By The Sea Resort
Price was CA $1,438, price is now CA $1,209 per person
CA $1,209
per person
Aug 3 - Aug 7
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Panama City (ECP)
7/10 Good! (1,840 reviews)
Always enjoy staying at the Chateau! Can’t beat the price and it’s right on the beach. No waiting for elevators 1/2 the day. Free ice & a decent bar with drinks and bar food.
Reviewed on Jun 26, 2026

Landing Apartments - Freeport Near Santa Rosa Beach
Price was CA $1,845, price is now CA $1,494 per person
CA $1,494
per person
Aug 28 - Sep 4
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Panama City (ECP)
10/10 Exceptional! (1 review)
This was a very nice apartment for rent.”The Landing” is a company who rents apartments from a complex and furnishes the apartments to rent out for one night or for a month or more. Everything was spot on! Some places you rent for short term, they ask you to wash your bedding etc before leaving. None of that! It’s a very quiet community, dog park, pool. However, you cannot get help from the apartment complex with your codes etc. It’s a sublet apartment. Codes and wifi you must contact “The Landing” and not Expedia or the “Arcadia apartment office”
When you check in to the Landing online, they will take you through everything. Thankfully I did screenshot each page I checked because I was never able to access their app that they ask you to download and use. You need to save the key code for the front door that you are given. Save it because everytime you need to go in the building, you must use. Then you will have a code for your apartment door.
The door has a “smart door lock”. We had never seen one of these. We were totally stumped at first. They don’t explain it. It’s an all black door knob and all you need to do is touch the knob and it will light up with white numbers like a clock and you punch in the code to the apartment. You do need to turn the deadbolt away from the door jam to unlock. When you leave, make sure you deadbolt the door.
Reviewed on Apr 30, 2026

Steps to Private Beach Access Pool + Bikes Seacrest 30A
Rosemary Beach
Price was CA $7,458, price is now CA $6,097 per person
CA $6,097
per person
Aug 28 - Sep 4
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Panama City (ECP)
10/10 Exceptional! (1 review)
This house is well maintained and clean with comfortable beds and plenty of space for our family of five. There is definitely room for more people too. Each room has its own bathroom which makes getting ready for outings much easier. The house is located in the seacrest beach section of Rosemary Beach and is only a five minute walk to pool and 10 minute walk to beach. The pool lagoon area is beautiful with a cafe and bathrooms and plenty of seating for the month of August. The beach has a beautiful entrance and white sand with clear waters and chair/umbrellas to rent for the day. There is also a very good cafe steps up from beach called Crabby Steve’s high point. We walked everywhere in seacrest and proper Rosemary beach near the Pearl Hotel. We ate good meals every day. Lots of restaurants to try. This house did not have bikes included in our rental price. If this is important to you check out bike rental options before you go. Our family swam in pool and golf most of day, especially bc August weather brings so much heat and humidity to this area, and we got dressed nicely and walked to dinner in the evening and then walked to ice cream and shops before going back to house. We had quiet, quality family time.
Reviewed on Aug 27, 2025


Sugar Sands Beachfront Hotel, a By The Sea Resort
Laguna Beach Estates
Price was CA $1,653, price is now CA $1,394 per person
CA $1,394
per person
Aug 3 - Aug 7
found 7 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Panama City (ECP)
7.8/10 Good! (1,008 reviews)
The stay was enjoyable just being away from the norm. The beach view was beautiful and access was so easy. Beds were comfortable, the room is supplied with dishes, etc., even though we didn't need them. The only thing it wasn't supplied with was toilet paper, one extra roll and after that you have to go get it at the office??? Rooms were supposed to be cleaned every two or three days, ours wasn't and honestly, it should be every day, if only to add tp. Office staff was short with us at times, but security staff was very nice. I would stay there again if traveling to Panama City. The price was right and the beach was not crowded..
Reviewed on Jun 25, 2026
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
The price is CA $121 per night from Jul 1 to Jul 2
CA $121
CA $162 total
Jul 1 - Jul 2
includes taxes & fees
7.8/10 Good! (2,617 reviews)
"Staff was very accommodating. Really enjoyed my stay and the atmosphere."
Reviewed on Jun 28, 2026

Radisson Beachfront Hotel - Panama City Beach
15325 Front Beach Road Panama City Beach FL
Fully refundable
The price is CA $268 per night from Jul 1 to Jul 2
CA $268
CA $334 total
Jul 1 - Jul 2
includes taxes & fees
7/10 Good! (2,819 reviews)
"Inconsistent daily housekeeping Broken floor tiles between bathroom and main area Rooms need updated! Including furniture They squeezed in 2 queen beds, A high table/chairs,chest, wardrobe all in a room was was smaller than my dorm room They need to change the room to one bed I personally require ..."
Reviewed on Jun 28, 2026

Chateau Beachfront Hotel, A By The Sea Resort
12525 Front Beach Rd Panama City Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Jul 1 to Jul 2
CA $199
CA $246 total
Jul 1 - Jul 2
includes taxes & fees
7/10 Good! (1,863 reviews)
"Did not like the lock on our door would not lock from outside.the staff that cleans the room left our door open 2 times after bring fresh towels we was not in the room at. The time . The door was left open for 4 hours. While we where gone and the next day they left it open for 2 hours . Thank God ..."
Reviewed on Jun 27, 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.
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