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

BOB Hotels Tallahassee - Boutique on Budget
Price was $745, price is now $629 per person
$629
per person
Aug 29 - Sep 1
found 19 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tallahassee (TLH)
Book a stay at this business-friendly hotel in Tallahassee. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bobby Bowden Field at Doak Campbell Stadium and Lake Talquin State Forest are located nearby.

The Pearl Hotel
Save 100% on your flight
Price was $2,170, price is now $1,724 per person
$1,724
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) 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.
Location, staff and food.
Reviewed on Jul 15, 2026

Steps to Private Beach Access Pool + Bikes Seacrest 30A
Save 100% on your flight
Price was $2,645, price is now $2,175 per person
$2,175
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Panama City (ECP)
Stay at this cottage in Panama City Beach. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Alys Beach and Rosemary Beach are located nearby.
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

Totally Beachin by Avantstay Sleeps 18 Seacrest Beach
Save 100% on your flight
Price was $2,857, price is now $2,362 per person
$2,362
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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.

La Familia Stay Inn
Price was $1,172, price is now $985 per person
$985
per person
Aug 29 - Sep 1
found 19 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tallahassee (TLH)
Stay at this hotel in Quincy. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Robert "Bobby" Nealy Sports Complex and Quincy Parks & Recreation Leisure Complex are located nearby.
The office doubles as a drive thru liquor store which seems pretty cool until you realize there’s no ice machine and if you want ice you have to purchase from the liquor store. No chairs in the rooms. Barely any storage for clothes or anything in the rooms. No breakfast, no phones in the room , so no wake up call. There was a tire swing that was pretty cool and a nice cool lil area for grillin but otherwise I wouldn’t stay here again. Oh and the light in the bathroom stopped working.. no it wasn’t the bulb it would flicker sometimes. But eventually stopped working. But again, no phone in the room to call and let them know. And the floors were not clean
Reviewed on Jul 23, 2026

Steps to Rosemary Beach, Pool, Patio w/ Firepit The Salty Perch by Avantstay
Price was $1,592, price is now $1,338 per person
$1,338
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) 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.

Landing Furnished Apartments near FSU
Price was $1,272, price is now $1,070 per person
$1,070
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Tallahassee (TLH)
Enjoy free parking, an outdoor pool, and a fitness center. Popular attractions Bobby Bowden Field at Doak Campbell Stadium and The Fun Station are located nearby.

Sunbird Beach Resort by Book That Condo
Price was $1,345, price is now $1,143 per person
$1,143
per person
Sep 5 - Sep 12
found 23 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Panama City (ECP)
Book a stay at this beach condo in Panama City Beach. Enjoy free WiFi, a beach locale, and premium bedding. Popular attractions Panama City Beaches and Pier Park 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.

Thu, Aug 27 - Sat, Sep 12
ATL
Hartsfield-Jackson Atlanta Intl.
TLH
Tallahassee Intl.
$219 Roundtrip, found 1 day ago
$219
Roundtrip
found 1 day ago

Mon, Aug 17 - Sat, Aug 22
ATL
Hartsfield-Jackson Atlanta Intl.
ECP
Northwest Florida Beaches Intl.
$314 Roundtrip, found 1 hour ago
$314
Roundtrip
found 1 hour ago

Mon, Aug 31 - Wed, Sep 2
ORD
O'Hare Intl.
ECP
Northwest Florida Beaches Intl.
$323 Roundtrip, found 4 days ago
$323
Roundtrip
found 4 days ago

Sat, Aug 15 - Tue, Sep 1
DTW
Detroit Metropolitan Wayne County
ECP
Northwest Florida Beaches Intl.
$323 Roundtrip, found 17 hours ago
$323
Roundtrip
found 17 hours ago
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