
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.

Palmetto Beachfront Hotel, a By the Sea Resort
CA $920
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Panama City (ECP)
7.8/10 Good! (2,739 reviews)
The hotel is old but clean. We were disappointed for a few reasons. The pool area needs more shade. There were no umbrellas on site, no music, snack bar should be open all day. Bring a hair dryer, none on site. Umbrella and chairs are 50$ a day. We decided to move to a different hotel and we are very satisfied now.
Reviewed on Aug 8, 2026

Panama City Resort & Club by VRI Americas
CA $1,128
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Panama City (ECP)
8.6/10 Excellent! (157 reviews)
I absolutely loved my stay! Everything was perfect from the moment I arrived. The room was spotless, the ocean view was breathtaking, and the beach was just steps away. The staff was kind, friendly, and made me feel very welcome. It was peaceful, comfortable, and exactly what I needed. I would definitely come back and highly recommend this place to anyone looking for a wonderful beach vacation. 🌊🌴
Reviewed on Jul 20, 2026

Sugar Sands Beachfront Hotel, a By The Sea Resort
Laguna Beach Estates
CA $1,111
per person
Sep 26 - Oct 2
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Panama City (ECP)
7.8/10 Good! (1,010 reviews)
Beautiful view of the beach. Room needs updating a lot. Chairs on balcony need replacing. Door to balcony is hard to close. Last night we were there we found roaches crawling on floor and wall on the side of the room that my grandson slept on.. I don’t recommend it. Parking lot small but parking area across street also.
Reviewed on Aug 6, 2026

The Pearl Hotel
Rosemary Beach
CA $2,449
per person
Oct 19 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Panama City (ECP)
9.6/10 Exceptional! (234 reviews)
We had a wonderful stay at The Pearl Hotel in 30A! The staff were absolutely awesome — incredibly friendly, welcoming and always willing to go the extra mile. When our Uber fell through at 4am and we were left scrambling for airport transportation, the team went above and beyond to help us get everything sorted out. Thank you! That kind of genuine hospitality is something you don’t forget.
The Pearl has that perfect blend of comfort and laid-back 30A charm. But what really stood out was the people — warm, gracious and helpful in that special Southern way that makes you feel right at home.
Reviewed on Aug 2, 2026

Landing Apartments - Freeport Near Santa Rosa Beach
CA $944
per person
Oct 19 - Oct 23
found 1 day 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
Ready to book your vacation to Chipley?
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
CA $70
CA $102 total
Sep 8 - Sep 9
includes taxes & fees
7.8/10 Good! (2,782 reviews)
"The hotel is old but clean. We were disappointed for a few reasons. The pool area needs more shade. There were no umbrellas on site, no music, snack bar should be open all day. Bring a hair dryer, none on site. Umbrella and chairs are 50$ a day. We decided to move to a different hotel and we are ..."
Reviewed on Aug 8, 2026

Chateau Beachfront Hotel, A By The Sea Resort
12525 Front Beach Rd Panama City Beach FL
Fully refundableReserve now, pay when you stay
CA $83
CA $115 total
Aug 11 - Aug 12
includes taxes & fees

Radisson Beachfront Hotel - Panama City Beach
15325 Front Beach Road Panama City Beach FL
Fully refundable
CA $111
CA $156 total
Aug 30 - Aug 31
includes taxes & fees
7/10 Good! (2,957 reviews)
"The staff was very rude. We checked into our room and noticed the lock on the door didn’t work. We asked to move to another room and they said no they would send maintenance up to fix it. We were tired after traveling 7 hours and just wanted to rest in the room. Maintenance finally came up and after ..."
Reviewed on Aug 8, 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.
Stay near popular Chipley attractions

Falling Waters State Park
8.6/10 (48 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.

Pal's Park
Explore the great outdoors at Pal's Park, a lovely green space in Chipley. Wander the lakeside or discover the area's sunsets.
Lucas Lake
8.4/10 (6 reviews)
Commune with nature and explore the great outdoors at Lucas Lake during your travels in Chipley. Stroll along the lakeside or discover the area's sunsets.
Moss Hill Methodist Church
Moss Hill Methodist Church is just one of the places to see in Chipley, so why not enjoy the other things to explore during your travels? Stroll along the lakeside or discover the area's sunsets.
Frequently asked questions
How much does a Chipley vacation package cost?
You can snap up a vacation package to this popular destination from CA $920 on Expedia. But how much your vacation to Chipley costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Chipley?
February, April and September are the best times to search for cheap Chipley vacation packages. Choosing to travel in quieter months means you'll typically find better prices on accommodations and flights.
How many days is enough for Chipley?
The ideal length of your Chipley vacation depends on what you'd like to see. Generally, a few days to a week will give you time to visit all the major sights and discover some hidden spots along the way.
How to find the best Chipley package deals?
Use Expedia's filter tool to help you find some unbeatable Chipley package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or look for Chipley package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Chipley vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Chipley vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Chipley?
If you're planning a spur-of-the-moment Chipley getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Chipley?
- Choose your travel dates: What you want to do in Chipley and your favourite season can help you decide when to go.
- Set your budget: Consider costs such as food, flights and transportation when calculating how much to save for your trip to Chipley. Then, select a property that suits your budget, whether that's a wallet-friendly stay or a more luxurious getaway.
- Set the duration of your trip: Start by making a list of all the attractions you want to experience in Chipley. Then, estimate how long you'll need for each, as well as any travel time.
- Combine your accommodations and airfare: After you've settled on your travel dates and duration, book the ideal Chipley vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







