Search Deals onChipley Vacation Packages
Chipley Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Landing Apartments - Freeport Near Santa Rosa Beach
Price was $773, price is now $575 per person
$575
per person
Sep 16 - Sep 21
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Panama City (ECP)
Book a stay at this business-friendly apartment in Freeport. Enjoy free WiFi, free parking, and a fitness center. Popular attraction Windswept Dunes Golf Course is located nearby.
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

The Montgomery by Visit Apalach
Price was $1,030, price is now $740 per person
$740
per person
Aug 16 - Aug 21
found 15 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Panama City (ECP)
Stay at this aparthotel in Apalachicola. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Dixie Theatre and Apalachicola Chocalate Company are located nearby.
We loved the spacious room and the location near the center of Appalachicola. The place is clean, has a very comfortable bed, closet, coffee maker, mini fridge, and microwave. The bathroom has two sinks and a big shower box. We only spent one night and cannot tell if they clean the room every day. There’s no staff, frontdesk, nor kitchen with breakfast. We could not manage the channels on the TV. The self serve checking was a bit tricky, but manageable. I didn’t like the steep staircase (no elevator), but do recommend the place.
Reviewed on Jun 30, 2026

DoubleTree by Hilton Hotel Tallahassee
Price was $920, price is now $681 per person
$681
per person
Aug 19 - Aug 22
found 23 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Tallahassee (TLH)
Book a stay at this business-friendly hotel in Tallahassee. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Tallahassee Downtown Market and Bobby Bowden Field at Doak Campbell Stadium are located nearby.
Location
Reviewed on Jun 30, 2026

Steps to Rosemary Beach, Pool, Patio w/ Firepit The Salty Perch by Avantstay
Save 100% on your flight
Price was $1,875, price is now $1,398 per person
$1,398
per person
Sep 15 - Sep 19
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
Book a stay at this beach cottage in Panama City Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Alys Beach and Rosemary Beach are located nearby.

Southern Shores by Avantstay Seacrest Beach Resort Pool
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 11 hours ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
Stay at this cottage in Panama City Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Alys Beach and Rosemary Beach are located nearby.
Good place to be
Reviewed on Dec 8, 2025

The Pearl Hotel
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)
Book a stay at this beach resort in Panama City Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Alys Beach and Rosemary Beach are located nearby.
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

Amour La Mer by Avantstay Rooftop Patio, Pool Access, Walk to Beach
Save 100% on your flight
Price was $2,252, price is now $1,691 per person
$1,691
per person
Sep 15 - Sep 19
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
Stay at this cottage in Panama City Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Alys Beach and Rosemary Beach are located nearby.

3 Ensuite Bedrooms, Porches & BBQ Near Inlet Beach 30A Ciel Bleu by Avantstay
Save 100% on your flight
Price was $2,144, price is now $1,623 per person
$1,623
per person
Sep 15 - Sep 19
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
Stay at this cottage in Panama City Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Alys Beach and Rosemary Beach are located nearby.
Chipley Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Chipley Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Aug 1 - Tue, Aug 18
BNA
Nashville Intl.
ECP
Northwest Florida Beaches Intl.
$267 Roundtrip, found 16 hours ago
$267
Roundtrip
found 16 hours ago

Tue, Sep 29 - Tue, Oct 6
MSP
Minneapolis - St. Paul Intl.
ECP
Northwest Florida Beaches Intl.
$269 Roundtrip, found 1 day ago
$269
Roundtrip
found 1 day ago

Tue, Sep 1 - Sat, Sep 5
ORD
O'Hare Intl.
ECP
Northwest Florida Beaches Intl.
$305 Roundtrip, found 18 hours ago
$305
Roundtrip
found 18 hours ago

Tue, Aug 11 - Tue, Aug 18
DTW
Detroit Metropolitan Wayne County
ECP
Northwest Florida Beaches Intl.
$310 Roundtrip, found 12 hours ago
$310
Roundtrip
found 12 hours ago
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