Book Exclusive Chipley Vacation Packages

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Chipley flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Rose Garden Inn & Suites

Rose Garden Inn & Suites

2 out of 5
Price was CA $1,140, price is now CA $952 per person
CA $952
per person
Sep 1 - Sep 6
found 6 hours ago
Roundtrip flight included
Calgary (YYC) to Tallahassee (TLH)
Book a stay at this business-friendly motel in Thomasville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Thomasville Rose Garden and Cherokee Lake Park are located nearby.
La Familia Stay Inn

La Familia Stay Inn

2 out of 5
Price was CA $2,510, price is now CA $1,966 per person
CA $1,966
per person
Sep 1 - Sep 6
found 4 hours ago
Roundtrip flight included
Calgary (YYC) 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 Pearl Hotel

The Pearl Hotel

4 out of 5
Rosemary Beach
Price was CA $2,460, price is now CA $2,023 per person
CA $2,023
per person
Sep 27 - Sep 30
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
South Shore 30A by Avantstay Gulf View Pool

South Shore 30A by Avantstay Gulf View Pool

3 out of 5
Rosemary Beach
Price was CA $3,414, price is now CA $2,818 per person
CA $2,818
per person
Sep 27 - Sep 30
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Totally Beachin by Avantstay Sleeps 18 Seacrest Beach

Totally Beachin by Avantstay Sleeps 18 Seacrest Beach

3 out of 5
Rosemary Beach
Price was CA $3,150, price is now CA $2,676 per person
CA $2,676
per person
Sep 27 - Sep 30
found 11 hours ago
Roundtrip non-stop flight included
Detroit (DTW) 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.

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
The price is CA $86 per night
CA $86
CA $121 total
Aug 16 - Aug 17
includes taxes & fees
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Pier Park and Panama City Beaches are located nearby.
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
The price is CA $98 per night
CA $98
CA $132 total
Aug 9 - Aug 10
includes taxes & fees
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Panama City Beaches and Pier Park are located nearby.
Pool
Parking included
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
The price is CA $111 per night
CA $111
CA $156 total
Aug 11 - Aug 12
includes taxes & fees
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pier Park and Panama City Beaches are located nearby.
Pool
Hot tub
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
The price is CA $195 per night
CA $195
CA $221 total
Aug 17 - Aug 18
includes taxes & fees
Book a stay at this beach hotel in Panama City Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the pool in our reviews. Popular attractions Pier Park and Panama City Beaches are located nearby.
Pool
Hot tub
Sandpiper Beacon Beach Resort

Sandpiper Beacon Beach Resort

3 out of 5
17403 Front Beach Rd Panama City Beach FL
The price is CA $135 per night
CA $135
CA $191 total
Aug 10 - Aug 11
includes taxes & fees
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Pier Park and Panama City Beaches are located nearby.
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
The price is CA $159 per night
CA $159
CA $196 total
Aug 11 - Aug 12
includes taxes & fees
Book a stay at this beach hotel in Panama City Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pier Park and Panama City Beaches are located nearby.
Pool
Pet-friendly
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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

Chipley Vacations

A bit of research and planning can mean the difference between a good vacation and an incredible one! Wander wisely in Chipley by knowing a few basic details about it before you set off.

Chipley can be found 18 miles (29 kilometers) to the west of Marianna, and 740 miles (1,191 kilometers) to the southwest of Washington, the nation's capital.

There are around about 4,000 locals that live in this part of Northern Panhandle.

Places to visit in Chipley

It doesn't matter your traveling style, Travelocity can help you find the best attractions and the most hair-raising activities. Just pack your bags and turn up!

Where do you fly into for Chipley?

Nothing's better than landing in an entirely new destination. If you're traveling to Chipley, chances are you'll step out into Northwest Florida Beaches International Airport (ECP). It's about 35 miles (56 kilometers) to the southwest of the central area. Collect your suitcase and get ready for an amazing adventure!

Frequently asked questions

How much are vacation packages to Chipley?
With vacation packages being sold from as little as CA $952, 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 177 kilometers 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 56 kilometers northeast to reach downtown Chipley. Dothan Regional Airport (DHN) is another option, 56 kilometers 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.