Chipley Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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.
Wingate by Wyndham Panama City Area Lynn Haven

Wingate by Wyndham Panama City Area Lynn Haven

2.5 out of 5
per person
Jun. 2 - Jun. 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Panama City (ECP)
9/10 Wonderful! (1,001 reviews)
This is the only place I stay when I come to the Panama City area. I have been coming here for years because the staff always treats me great Always clean and smelling sweet with the most reasonable rates make it the best value around.

Reviewed on Apr. 30, 2025

Bluegreen's Bayside Resort and Spa

Bluegreen's Bayside Resort and Spa

4.5 out of 5
per person
Jun. 2 - Jun. 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Panama City (ECP)
7.2/10 Good! (237 reviews)
Beds were comfortable

Reviewed on Apr. 30, 2025

Walk to the Beach, Pool, 5bdr, 3 Porches Beach Sea-ker's Retreat by Avantstay

Walk to the Beach, Pool, 5bdr, 3 Porches Beach Sea-ker's Retreat by Avantstay

3 out of 5
Save 100% on your flight
per person
Jun. 19 - Jun. 23
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Panama City (ECP)
No reviews
Seahaven Beach Hotel

Seahaven Beach Hotel

2 out of 5
per person
Jun. 2 - Jun. 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Panama City (ECP)
6/10 (1,473 reviews)
The room was missing tv remote for second tv. Mattress to 2nd bed was all springs

Reviewed on Apr. 30, 2025

Ready to book your vacation to Chipley?

 

Choose your dates

Chipley Hotel Deals

Palmetto Beachfront Hotel, a By the Sea Resort
Palmetto Beachfront Hotel, a By the Sea Resort
2 out of 5
17255 Front Beach Road, Panama City Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from May 6 to May 7
CA $98
CA $136 total
includes taxes & fees
May 6 - May 7
8/10 Very Good! (1,184 reviews)
"Arrive at the hotel area was clean &check in was smooth. They even gave me a better room. All the rooms in this building overlook of golf can capture a nice sunset each night. The pricing was competitive and I enjoyed my stay."

Reviewed on Apr. 27, 2025

Palmetto Beachfront Hotel, a By the Sea Resort
Radisson Panama City Beach - Oceanfront
Radisson Panama City Beach - Oceanfront
3 out of 5
15325 Front Beach Road, Panama City Beach, FL
Fully refundable
The price is CA $143 per night from May 6 to May 7
CA $143
CA $191 total
includes taxes & fees
May 6 - May 7
7/10 Good! (1,999 reviews)
"Excellent for the price! I am very happy with my stay! The room could use a little tlc but there was nothing that prevented us from having a great time. We will definitely be coming back!!! Thanks!!!"

Reviewed on Apr. 29, 2025

Radisson Panama City Beach - Oceanfront
Seahaven Beach Hotel
Seahaven Beach Hotel
2 out of 5
15285 Front Beach Rd, Panama City Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from May 7 to May 8
CA $109
CA $139 total
includes taxes & fees
May 7 - May 8
5.8/10 (1,575 reviews)
"Going back soon"

Reviewed on Apr. 29, 2025

Seahaven Beach Hotel
See all 7,716 properties in Chipley
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

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Frequently asked questions

How much does a Chipley vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,462 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?

  1. Choose your travel dates: What you want to do in Chipley and your favourite season can help you decide when to go.
  2. 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.
  3. 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.
  4. 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.