Castleberry Vacations from $382

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The Latest Castleberry vacation packages

Price found within the past 48 hours. Click for updated prices.
The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
Price was $519, price is now $382 per person
$382
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
9.2/10 Wonderful! (1,004 reviews)
Good room nice staff

Reviewed on Nov 26, 2025

The Original Romar House B&B Inn

The Original Romar House B&B Inn

4 out of 5
Save 100% on your flight
Price was $658, price is now $418 per person
$418
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
9.8/10 Exceptional! (22 reviews)
Amazing nostalgic bed and breakfast!! Top notch breakfast Great hospitality Beachfront easy walking distance to beach

Reviewed on Oct 14, 2025

Oyster Bay Boutique Hotel

Oyster Bay Boutique Hotel

3.5 out of 5
Downtown Pensacola
Save 100% on your flight
Price was $2,000, price is now $1,435 per person
$1,435
per person
Feb 7 - Feb 12
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
9.4/10 Exceptional! (19 reviews)
Absolutely beautiful. Will definitely stay here again

Reviewed on Oct 18, 2025

Eagle Cottages at Gulf State Park

Eagle Cottages at Gulf State Park

3 out of 5
Save 100% on your flight
Price was $1,802, price is now $1,293 per person
$1,293
per person
Dec 28 - Jan 1
found 9 hours ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
8.6/10 Excellent! (38 reviews)
Woodside Restaurant at Gulf State Park is the best kept secret of Gulf Shores. Emma at breakfast and Issac at dinner, made our meals welcoming and special.

Reviewed on Jul 29, 2025

El Matador

El Matador

4 out of 5
Okaloosa Island
Price was $791, price is now $593 per person
$593
per person
Jan 17 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
No reviews
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Castleberry Hotel Deals

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
$114 nightly
The price is $131 total per night from Nov 30 to Dec 1
$131 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (479 reviews)
The room was very clean and the young lady at the counter was very friendly.

Reviewed on Nov 17, 2025

Best Western Brewton Inn
Mockingbird Inn & Suites

Mockingbird Inn & Suites

2 out of 5
4389 S Alabama Ave Monroeville AL
Fully refundableReserve now, pay when you stay
$75 nightly
The price is $84 total per night from Dec 16 to Dec 17
$84 total
Dec 16 - Dec 17
Total with taxes and fees
7.6/10 Good! (350 reviews)
Breakfast was delicious and on time 🙏💯

Reviewed on Oct 13, 2025

Mockingbird Inn & Suites
Hampton Inn Evergreen

Hampton Inn Evergreen

2.5 out of 5
128 Liberty Hill Place Evergreen AL
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $116 total per night from Dec 7 to Dec 8
$116 total
Dec 7 - Dec 8
Total with taxes and fees
9/10 Wonderful! (35 reviews)
Rooms very clean and staff was courteous

Reviewed on Nov 10, 2025

Hampton Inn Evergreen
See all 29 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 $382 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.