Search Deals onChipley Vacation Packages
Chipley Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Daffodale House B&B
Price was $942, price is now $795 per person
$795
per person
Nov 19 - Nov 23
found 13 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Tallahassee (TLH)
Stay at this B&B in Monticello. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monticello Opera House and "Boots" Thomas Veteran Memorial Park are located nearby.
Friendly, quiet, good food, good conversation, big front porch.
Reviewed on Oct 11, 2026
The Pearl Hotel
Price was $2,009, price is now $1,636 per person
$1,636
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Washington (DCA) to Panama City (ECP)
Book a stay at this spa 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.
Great staff, location
Reviewed on Oct 14, 2026
Gulfview Haven by Avantstay Beachfront Condo + Pool + Hot Tub + Spa + Near Pier Park
Price was $1,112, price is now $910 per person
$910
per person
Nov 15 - Nov 22
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
Stay at this apartment in Panama City Beach. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Pier Park and Frank Brown Park are located nearby.
Perfect location right outside of Pier Park area so easy to get in and out of Condo! Beach access! Room looked exactly like the pictures! Amazing experience! Will definitely be back!! Everyone down to the other tenants and guest were amazing! Wish I was still there!
Reviewed on Jul 14, 2026
BOB Hotels Tallahassee - Boutique on Budget
Price was $1,044, price is now $858 per person
$858
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Washington (DCA) 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.
Staff was very helpful. I would definitely stay again.
Reviewed on Oct 14, 2026
Beachfront Tidewater Resort Condo w/ Pools, Beach Gear, Hot Tubs & Pier Park Nearby Tidewater Beach by Avantstay
Price was $1,314, price is now $1,083 per person
$1,083
per person
Nov 15 - Nov 22
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
Stay at this apartment in Panama City Beach. Enjoy free parking, a sauna, and balconies. Popular attractions Pier Park and Frank Brown Park are located nearby.
Sandbar Serenade by Avantstay Beachside Home + Pool + Tennis Court + Beach Access + Near Pier Park
Price was $1,067, price is now $885 per person
$885
per person
Nov 15 - Nov 22
found 8 hours ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
Stay at this cottage in Panama City Beach. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Pier Park and Frank Brown Park are located nearby.
Such a cute condo! We enjoyed our stay!
Reviewed on Oct 5, 2026
Club Wyndham Panama City Beach
Price was $963, price is now $808 per person
$808
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Washington (DCA) to Panama City (ECP)
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Pier Park and Panama City Beaches are located nearby.
Camp Creek Inn
Price was $1,319, price is now $1,128 per person
$1,128
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip flight included
Washington (DCA) to Panama City (ECP)
Book a stay at this golf hotel in Panama City Beach. Enjoy free WiFi, free parking, and 3 outdoor pools. 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
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Nov 10 - Tue, Nov 17
BNA
Nashville Intl.
ECP
Northwest Florida Beaches Intl.
$235 Roundtrip, just found
$235
Roundtrip
just found
Thu, Nov 12 - Sat, Nov 14
ATL
Hartsfield-Jackson Atlanta Intl.
TLH
Tallahassee Intl.
$279 Roundtrip, found 2 days ago
$279
Roundtrip
found 2 days ago
Mon, Feb 1 - Thu, Feb 18
MSP
Minneapolis - St. Paul Intl.
ECP
Northwest Florida Beaches Intl.
$286 Roundtrip, found 1 day ago
$286
Roundtrip
found 1 day ago
Tue, Jan 5 - Sat, Jan 9
ATL
Hartsfield-Jackson Atlanta Intl.
ECP
Northwest Florida Beaches Intl.
$319 Roundtrip, found 4 days ago
$319
Roundtrip
found 4 days ago
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