Castleberry Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top Castleberry Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Ft Walton Beach

Super 8 by Wyndham Ft Walton Beach

2 out of 5
per person
Oct 9 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
7.6/10 Good! (1,002 reviews)
You get what you pay for. The room smelled of mildew, the dresser was broken down and drawers hanging off, staff not rude but not friendly. Pool was nice.

Reviewed on Jul. 27, 2025

La Quinta Inn & Suites by Wyndham Fort Walton Beach

La Quinta Inn & Suites by Wyndham Fort Walton Beach

3 out of 5
Downtown Fort Walton Beach
per person
Oct 9 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.8/10 Excellent! (1,004 reviews)
Gentleman at the front desk was just a great person.

Reviewed on Jul. 22, 2025

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

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

2.5 out of 5
per person
Oct 9 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9.8/10 Exceptional! (219 reviews)
We liked how nice and clean and spacious the room was for our family of 4. We absolutely did NOT like that we checked out and left a day early, and Holiday Inn Express Suites failed to give us our receipt. It shouldnt matter what day we leave, especially if the charges are the same, we should have been given a receipt. They said they will send it via email tomorrow upon the scheduled checkout; however its after 4pm and still no sign of receipt and or charges. Be weary as i will be watching my account closely for incorrect charges because this is definitely not right or okay.

Reviewed on Jul. 27, 2025

Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
per person
Oct 9 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
7.8/10 Good! (1,726 reviews)
Elevator was broken when we got there and the card machine was too Had to walk up and down 7 flights of stairs to see my my daughters families. Other than that tge stay was fine. The food in the restaurant could use a bit more flavors but very big portions for the price.

Reviewed on Jul. 28, 2025

Four Points by Sheraton Destin-Fort Walton Beach

Four Points by Sheraton Destin-Fort Walton Beach

3 out of 5
per person
Oct 9 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.6/10 Excellent! (223 reviews)
I stayed in room 228, which is opposite the cleaning supplement room. At 6:30 a.m., the cleaning staff opened and closed the door several times. There was a lot of noise and chatter. This got me out of bed. I thought it was very rude to do this so early. The room wasn't very clean either. There were stains on the sheets. The location is great. The bar staff is also very polite. I don't know if I would stay there again.

Reviewed on Jul. 28, 2025

Ready to book your vacation to Castleberry?

 

Choose your dates

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 $107 per night from Jul 31 to Aug 1
CA $107
CA $119 total
Jul 31 - Aug 1
includes taxes & fees
7.6/10 Good! (331 reviews)
"Clean comfy beds quiet! Stafe friendly!!!"

Reviewed on Jul. 6, 2025

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 $163 per night from Aug 3 to Aug 4
CA $163
CA $188 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (444 reviews)
"Easy to get to room"

Reviewed on Jul. 28, 2025

Best Western Brewton Inn
Quality Inn & Suites

Quality Inn & Suites

2.5 out of 5
120 Hwy 21 S, Monroeville, AL
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Aug 28 to Aug 29
CA $98
CA $108 total
Aug 28 - Aug 29
includes taxes & fees
7.2/10 Good! (333 reviews)
"The staff was very friendly and accomodating."

Reviewed on May 5, 2025

Quality Inn & Suites
See all 30 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
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Castleberry vacation package cost?
You'll find cheap prices from CA $1,029 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.