Deals on vacations and trips to Chipley

Save when you book Chipley package deals

Choose two or more items and save on your trip:

Chipley flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Montgomery by Visit Apalach

The Montgomery by Visit Apalach

2 out of 5
Historic Downtown Apalachicola
Price was $1,030, price is now $740 per person
$740
per person
Aug 16 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Panama City (ECP)
This aparthotel features a virtual front desk. Take advantage of the free self parking.
The Pearl Hotel

The Pearl Hotel

4 out of 5
Rosemary Beach
Save 100% on your flight
Price was $1,968, price is now $1,365 per person
$1,365
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free valet parking.
Steps to Rosemary Beach, Pool, Patio w/ Firepit The Salty Perch by Avantstay

Steps to Rosemary Beach, Pool, Patio w/ Firepit The Salty Perch by Avantstay

3 out of 5
Rosemary Beach
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 1 day ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
Southern Shores by Avantstay Seacrest Beach Resort Pool

Southern Shores by Avantstay Seacrest Beach Resort Pool

3 out of 5
Rosemary Beach
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 1 day ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.
Amour La Mer by Avantstay Rooftop Patio, Pool Access, Walk to Beach

Amour La Mer by Avantstay Rooftop Patio, Pool Access, Walk to Beach

3 out of 5
Rosemary 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 1 day ago
Roundtrip flight included
Dallas (DFW) to Panama City (ECP)
Free WiFi in public areas is available at this cottage. Take advantage of the free self parking.

Top Chipley hotels 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
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $139 total per night
$139 total
Jul 8 - Jul 9
Total with taxes and fees
This hotel features an outdoor pool and an indoor pool. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub
Radisson Beachfront Hotel - Panama City Beach

Radisson Beachfront Hotel - Panama City Beach

3 out of 5
15325 Front Beach Road Panama City Beach FL
Free Cancellation
$154 nightly
The price is $174 total per night
$174 total
Aug 3 - Aug 4
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub
Chateau Beachfront Hotel, A By The Sea Resort

Chateau Beachfront Hotel, A By The Sea Resort

2.5 out of 5
12525 Front Beach Rd Panama City Beach FL
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $137 total per night
$137 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, a snack bar/deli, and laundry facilities are also on offer.
Pool
Parking included
Hampton Inn & Suites Panama City Beach-Beachfront

Hampton Inn & Suites Panama City Beach-Beachfront

2.5 out of 5
15505 Front Beach Road Panama City Beach FL
Free Cancellation
Reserve now, pay when you stay
$208 nightly
The price is $236 total per night
$236 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features an outdoor pool, a hot tub, and a restaurant. Enjoy a day at the beach parasailing, or relax with beach umbrellas. Enjoy the gym and free perks like on-the-go breakfast and WiFi in public areas.
Pool
Hot Tub
Sandpiper Beacon Beach Resort

Sandpiper Beacon Beach Resort

3 out of 5
17403 Front Beach Rd Panama City Beach FL
$132 nightly
The price is $149 total per night
$149 total
Aug 2 - Aug 3
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and an indoor pool. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a lazy river and a waterslide, and barbecue grills are available on site.
Pool
Hot Tub
Seahaven Beach Hotel

Seahaven Beach Hotel

2 out of 5
15285 Front Beach Rd Panama City Beach FL
Free Cancellation
Reserve now, pay when you stay
$169 nightly
The price is $191 total per night
$191 total
Jul 6 - Jul 7
Total with taxes and fees
A restaurant and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, a picnic area, and luggage storage are also on offer.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Chipley
View all properties
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

A waterfall cascading down a moss-covered rock in a forested area.

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.
See properties

Frequently asked questions

How much are vacation packages to Chipley?
With vacation packages being sold from as little as $740, it's not necessary to empty your piggy bank for your getaway to Chipley. Travelocity can help. Bundle experiences, hotels and flights into a package and receive some excellent discounts. The more you book, the greater the savings.
How long should my Chipley vacation be?
Most travelers opt to spend about 2 nights in Chipley, but how long you stay is totally up to you. If you hope to head out and explore all the wonderful things this destination has waiting for you, why not hang around for a little bit longer?
Where can I get the best vacation package deals for Chipley?
You can score amazing Chipley package deals with Travelocity. Choose from as many as 400 airlines and 1,000,000 worldwide properties and turn those vacation daydreams into reality.
Why should I book my Chipley vacation bundle via Travelocity?
Nothing tops the feeling of knowing you've just bagged the best deal in town — that's our Price Match Guarantee. Add to that our impressive range of magical destinations and 24/7 team of customer service professionals and you've got the formula for a stress-free vacation.
Can I save money on my Chipley car rental if I bundle it with my hotel or flight?
Bundling your flight, hotel and car into a Chipley vacation package is an easy way to score the best deal. Plus, having your own set of wheels gives you total freedom to find your way to all those big-name sights you want to explore. Located 110 mi from Chipley, Pensacola Naval Air Station is one attraction that should be on your itinerary. Fill up the tank and make a day trip of it.
Which airport is best for Chipley?
Many tourists arrive at Northwest Florida Beaches Intl. Airport (ECP). Once you've disembarked and gathered your bags, make tracks 35 mi northeast to reach downtown Chipley. Dothan Regional Airport (DHN) is another option, 35 mi from the city center.
What is there to do in Chipley?
There's a certain kind of magic as you roam the streets of Chipley. Falling Waters State Park and Lucas Lake are just two famous sights that lure visitors to this fantastic city, so put them on your travel itinerary.
Where should I stay when visiting Chipley?
Many travelers opt to check in to the Comfort Inn & Suites Chipley. It's sure to be a good base for your Chipley escape.

Photos of local treasures

Browse Chipley vacation photos for more inspiration

A waterfall cascading over a rocky cliff surrounded by lush green ferns and foliage.
A curved concrete path through a wooded area with dense trees and undergrowth.
A waterfall in a forested area with moss-covered rocks and trees.
A swampy area with large trees covered in Spanish moss.

Explore More Ways to Travel with Travelocity