Castleberry Vacation Packages

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Top Castleberry Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Beachside Resort Hotel

Beachside Resort Hotel

2 out of 5
Price was CA $1,145, price is now CA $947 per person
CA $947
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pensacola (PNS)
8/10 Very good! (1,658 reviews)
Our stay here went well. When checking in, I thought the staff was slow and a little rude but maybe it was just the day because they were great for the rest of our stay. The only reason I gave it 4 stars instead of 5 is because when the name of the hotel is Beachside, I expected it to be just that. It was not right on the Beach, We had to cross a busy road to get to the beach. It was a short walk to the beach though and we did enjoy our stay.

Reviewed on Jul 17, 2026

Landing Furnished Apartments - Orange Beach 

Landing Furnished Apartments - Orange Beach 

3 out of 5
Price was CA $2,108, price is now CA $1,570 per person
CA $1,570
per person
Aug 16 - Aug 23
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YTO) 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

Landing Apartments Gulf Shores

Landing Apartments Gulf Shores

3.5 out of 5
Price was CA $1,879, price is now CA $1,476 per person
CA $1,476
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pensacola (PNS)
9.8/10 Exceptional! (7 reviews)
Was wonderful. Very clean! Everything made us happy!

Reviewed on Jul 14, 2026

Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Price was CA $1,434, price is now CA $1,200 per person
CA $1,200
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pensacola (PNS)
9.4/10 Exceptional! (1,005 reviews)
The check in process was simple, quick and efficient. The entire staff was amazing! I was traveling with my 4 grandsons ages 1,3,6 and 7. The hotel was definitely kid friendly. We booked the family room and it exceeded our expectations. The only thing I didn’t like was there wasn’t a microwave in the room. Other than that 10/10. I can’t remember the lady’s name that checked me in. However she was super knowledgeable and kind. The general manager Lisa checked me out. That process was super simple. Oh I almost forgot the hotel has a free shuttle that drops off and picks up from the beach. A win win!

Reviewed on Jul 17, 2026

Landing Modern 1BD in Warrington

Landing Modern 1BD in Warrington

3 out of 5
Price was CA $1,361, price is now CA $1,152 per person
CA $1,152
per person
Aug 26 - Aug 30
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
No reviews

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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
The price is CA $112 per night from Jul 19 to Jul 20
CA $112
CA $125 total
Jul 19 - Jul 20
includes taxes & fees
7.8/10 Good! (445 reviews)
"Very pleased with our stay!!"

Reviewed on Jul 14, 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
The price is CA $174 per night from Jul 19 to Jul 20
CA $174
CA $200 total
Jul 19 - Jul 20
includes taxes & fees
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
The price is CA $113 per night from Jul 20 to Jul 21
CA $113
CA $135 total
Jul 20 - Jul 21
includes taxes & fees
7.6/10 Good! (529 reviews)
"Hotel is musty and out dated but I gave it a 3 because the staff was so nice !"

Reviewed on Jul 17, 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.
All Inclusive Vacations
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Frequently asked questions

How much does a Castleberry vacation package cost?
You'll find cheap prices from CA $947 on Expedia for your Castleberry getaway. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Castleberry costs.
What are the cheapest months to go to Castleberry?
You can generally find reduced prices and better availability in January, February and August. Take a look at our cheap Castleberry vacation packages and you could score some excellent off-season deals.
How many days is enough for Castleberry?
Typically, a handful of days is enough to go to the main attractions during your Castleberry vacation. But if you prefer to have time to chill out or go on day trips, think about extending your trip.
How to find the best Castleberry package deals?
Start your search for a Castleberry package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Castleberry package deal straight away, just play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Castleberry escape off to a flying start.
Is it cheaper to book a Castleberry vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels separately. Better still, you can customize your Castleberry escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Castleberry?
Secure incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Castleberry break.
How to plan a trip to Castleberry?

  1. Choose your travel dates: The things you'd like to do in Castleberry and your favourite season will help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to experiences and flights. Your hotel will probably be the biggest expense during your trip to Castleberry.
  3. Determine how many days away: Start by listing all the activities and sights you'd like to experience in Castleberry. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Castleberry vacation package that brings all your bookings together.

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.