Castleberry Vacations from $460

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The Latest Castleberry vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Price was $631, price is now $460 per person
$460
per person
Sep 11 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
9.4/10 Exceptional! (1,005 reviews)
Location,amenities everything was awesome

Reviewed on Jul 10, 2026

Sundrift Inn

Sundrift Inn

3 out of 5
Okaloosa Island
Price was $1,405, price is now $764 per person
$764
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
9/10 Wonderful! (653 reviews)
The stay was peaceful and clean . Staff definitely was helpful. But there is minimum parking space and pool is small. But other than that it’s worth the stay. Right on the beach

Reviewed on Jul 12, 2026

Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Price was $1,192, price is now $686 per person
$686
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
9.2/10 Wonderful! (1,016 reviews)
Breakfast was a 2 at best. No eggs , pork and turkey sausage was very undercooked and swimming in water. Nasty. Everything else was ok. Nothing special. Overpriced for this facility.

Reviewed on Jul 12, 2026

Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG

Holiday Inn Express & Suites Fort Walton Beach Eglin Area by IHG

2.5 out of 5
Kenwood
Price was $857, price is now $598 per person
$598
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Pensacola (PNS)
9.8/10 Exceptional! (490 reviews)

Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Save 100% on your flight
Price was $1,221, price is now $860 per person
$860
per person
Oct 5 - Oct 9
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
8/10 Very Good! (11 reviews)
The check-in process and automatic locks at the property were very confusing. I could not get through to an actual person. Also, the access to the beach is not nearly as close as it looks on a map. Other than that, it’s a beautiful property, with nice accommodations.

Reviewed on Jul 1, 2026

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Castleberry Hotel Deals

Mockingbird Inn & Suites

Mockingbird Inn & Suites

2 out of 5
4389 S Alabama Ave Monroeville AL
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $89 total per night from Jul 13 to Jul 14
$89 total
Jul 13 - Jul 14
Total with taxes and fees
7.8/10 Good! (443 reviews)
"The front desk lady was absolutely amazing!!! Our room was perfect for our little family!!"

Reviewed on Jul 11, 2026

Mockingbird Inn & Suites
Best Western Brewton Inn

Best Western Brewton Inn

2.5 out of 5
1115 Douglas Ave Brewton AL
Fully refundableReserve now, pay when you stay
$111 nightly
The price is $128 total per night from Jul 19 to Jul 20
$128 total
Jul 19 - Jul 20
Total with taxes and fees
9.4/10 Exceptional! (536 reviews)
"Property is clean and the staff were very friendly. Only issue was checkout was at 11:00am and we were locked out of room at 10:00am."

Reviewed on Jul 11, 2026

Best Western Brewton Inn
Sleep Inn & Suites Evergreen I-65

Sleep Inn & Suites Evergreen I-65

2.5 out of 5
78 Liberty Hill Place Evergreen AL
Fully refundable
$81 nightly
The price is $96 total per night from Jul 15 to Jul 16
$96 total
Jul 15 - Jul 16
Total with taxes and fees
7.6/10 Good! (527 reviews)
"Grounds not up kept well. Some things Are not"

Reviewed on Jul 11, 2026

Sleep Inn & Suites Evergreen I-65
See all 38 properties in Castleberry
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.

Find the Best Castleberry Vacation Packages

Castleberry Essential Information

Language
English
Currency
U.S dollars
Population
570
Top Sights
Morgans Pond, Evergreen City Hall and Reid State Technical College

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Frequently asked questions

How much does a Castleberry vacation package cost?
You'll find cheap prices from $460 on Expedia for your Castleberry break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Castleberry costs.
What are the cheapest months to go to Castleberry?
If you'd like to score a cheap Castleberry vacation package, consider planning a trip in October, November and December. You'll generally find better prices on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Castleberry?
Usually, a handful of days is enough to go to the main sights during your Castleberry vacation. But if you want to have more time to relax or take day tours, think about extending your itinerary.
How to find the best Castleberry package deals?
Begin your search for a Castleberry package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Castleberry package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Castleberry adventure off to a flying start.
Is it cheaper to book a Castleberry vacation as a package?
You can enjoy significant savings on your Castleberry break by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Castleberry?
Score amazing discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Castleberry break.
Does Expedia offer Book Now, Pay Later Castleberry vacation packages?
Set off on your dream getaway to Castleberry with help from Expedia's Book Now, Pay Later vacations. There's no need to save up or wait until the next payday — we've teamed up with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to budget for your trip and snap up bargains before they sell out.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.