
Chipley Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Chipley Vacation
Experience the unique character and personality of Chipley with a tailor-made Chipley vacation package. From its small-town feel to its friendly locals and beyond, you'll never have a dull moment in this city. Your trip to Chipley has to include a little sightseeing. Falling Waters State Park is a good place to start. Expedia is here to help you escape your routine. Tailor your vacation to Chipley to suit your style of travel, whatever that may be!
Top Chipley Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Sandpiper Beacon Beach Resort
Price was CA $1,280, price is now CA $1,037 per person
CA $1,037
per person
Aug 27 - Sep 3
found 8 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Panama City (ECP)
8/10 Very good! (570 reviews)
We had a 3 double and a queen pull out. I’d probably get 4 doubles and a full pull out as the pull out was uncomfortable but worked. The staff were great and the hotel was awesome. The kitchenette is small but worked for us, we saved a lot on restaurants Probably bring your own pan though. The pool water stayed cloudy for people not washing off after going to the beach. We took our two Boston terriers. The hotel has a 25 lb weight limit on pets. Unfortunately all the grass is across the street but the crosswalk is good but limited places for them to pee. The staff around the hotel are great to deal with when you have pets. This is a great place for families and I would highly recommend it. They have several types of game activities like putt putt on the hotel boardwalk unfortunately we went at a time when we couldn’t do much on the beach because of rip tides and sargassum in the surf, but would have loved to kayak on the water. If you stay here check out pier park and shipwreck island waterpark. There’s plenty of neat activities around and the dog beach is next to the pier.
Reviewed on Jun 21, 2026


DoubleTree by Hilton Hotel Tallahassee
Capitol Hill
Price was CA $1,741, price is now CA $1,433 per person
CA $1,433
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tallahassee (TLH)
7.4/10 Good! (1,001 reviews)
Pictures of the rooms on the website are not accurate. Did not get the room I booked and staff were unhelpful.in addressing the issue, request to be moved to a different room and was told nothing was available. Room had a very loud dehumidifier which had to run or the room smelled dank. The smallest shower enclosure I've ever been in, horrible shower head that barley worked. No microwave, no sitting chair or couch as indicated in the room description. Garage parking is very limited, no lifted trucks or high SUV can make it past the 2nd floor. Nothing to do in the immediate area.
Reviewed on Jun 21, 2026

Beachfront Tidewater Resort Condo w/ Pools, Beach Gear, Hot Tubs & Pier Park Nearby Tidewater Beach by Avantstay
Price was CA $2,156, price is now CA $1,799 per person
CA $1,799
per person
Aug 27 - Sep 3
found 8 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Panama City (ECP)
10/10 Exceptional! (1 review)
The door was broken.
Reviewed on May 29, 2026

BOB Hotels Tallahassee - Boutique on Budget
Price was CA $2,021, price is now CA $1,698 per person
CA $1,698
per person
Sep 4 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Tallahassee (TLH)
9/10 Wonderful! (2,268 reviews)
The employees were very nice. It was a very cute hotel and also very clean. It has everything you need and is near FSU. I would stay here again for that price.
Reviewed on Jun 23, 2026
Chipley Hotel Deals

Radisson Beachfront Hotel - Panama City Beach
15325 Front Beach Road Panama City Beach FL
The price is CA $269 per night from Jun 29 to Jun 30
CA $269
CA $334 total
Jun 29 - Jun 30
includes taxes & fees
7/10 Good! (2,799 reviews)
"No me gustó dure como una ora para k me diera la habitación no tenía luz el balcón el baño no cierra las puertas el refrigerador me congelo toda la comida"
Reviewed on Jun 23, 2026

Palmetto Beachfront Hotel, a By the Sea Resort
17255 Front Beach Road Panama City Beach FL
The price is CA $157 per night from Jun 30 to Jul 1
CA $157
CA $203 total
Jun 30 - Jul 1
includes taxes & fees
7.8/10 Good! (2,606 reviews)
"Couldn’t cook every time we tried smoke alarm would go off because the oven was so nasty!!!! The drawers was dirty on the inside where silverware was. The floor was dirty. The cabinets was peeling. Only one elevator was working and it was difficult to get to the room had to wait during the day was ..."
Reviewed on Jun 23, 2026

Chateau Beachfront Hotel, A By The Sea Resort
12525 Front Beach Rd Panama City Beach FL
The price is CA $196 per night from Jun 28 to Jun 29
CA $196
CA $243 total
Jun 28 - Jun 29
includes taxes & fees
7/10 Good! (1,845 reviews)
"Loved the pool and beach view. Wish the outdoor shower worked properly and the rooms came with a broom. Overall worth the money."
Reviewed on Jun 23, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.







