Oriole Beach 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
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Your Oriole Beach Vacation
Say farewell to the stress of planning and hello to a Oriole Beach vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Downtown Pensacola, which is great for shopping, festivals and bars and pubs. Fill up your itinerary with tours of Tiger Point Golf and Country Club, Shoreline Park and Naval Live Oaks Nature Preserve, some of the things you simply have to see during your trip to Oriole Beach. Your Oriole Beach vacation is a few clicks away. Search flights, accommodations and more on Expedia for an adventure that's tailored to suit your style.
Top Oriole Beach Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach
Okaloosa Island
CA $1,079
per person
Dec 2 - Dec 6
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
8.2/10 Very good! (3,603 reviews)
The resort is beautifully maintained and lots of options for hanging out and relaxing. We were not impressed with the restaurant Sea and Oats food was just okay nothing to brag about, but they did try making up for it by comping one of the dishes. That being said I would still come back really enjoyed it and very relaxing!
Reviewed on Sep 28, 2026
Sundrift Inn
Okaloosa Island
CA $975
per person
Dec 2 - Dec 6
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
9/10 Wonderful! (841 reviews)
First off the welcome I received when I first got there. The ladies at the front desk were very helpful and so kind. It was our Anniversary weekend and they upgraded us to an ocean view. The room was very clean and the beds wow so comfortable. Everytime we walked into our room it smelled good and looked good. Easy access to beach. I really can't say enough. We will definitely stay here again.
Reviewed on Sep 28, 2026
Ready to book your vacation to Oriole Beach?
Oriole Beach Hotel Deals
The Pensacola Beach Resort
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $291
CA $334 total
Sep 30 - Oct 1
includes taxes & fees
9.6/10 Exceptional! (3,654 reviews)
"rooms should have microwaves"
Reviewed on Sep 27, 2026
Surf & Sand Hotel
40 Fort Pickens Road Pensacola Beach FL
CA $164
CA $194 total
Oct 26 - Oct 27
includes taxes & fees
Paradise inn
21 Via De Luna Dr Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $157
CA $178 total
Oct 7 - Oct 8
includes taxes & fees
9/10 Wonderful! (316 reviews)
"The people were very nice. The rooms were alright. Our issues were bugs. We had cockroaches and lizards and all kinds of creepy crawlers"
Reviewed on Sep 27, 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.
What to do in Oriole Beach
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola
CA $70
per adult
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
CA $55
per adult
98% of travellers recommend
Destin: Buccaneer Pirate Cruise
CA $84
per adult
94% of travellers recommend
Frequently asked questions
How much does a Oriole Beach vacation package cost?
You'll find cheap prices from CA $895 on Expedia for your Oriole Beach break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Oriole Beach costs.
What are the cheapest months to go to Oriole Beach?
If you'd like to book a cheap Oriole Beach vacation package, consider planning a trip in January, February and September. You'll generally find lower prices on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Oriole Beach?
You can easily see all the main attractions in Oriole Beach in a few days, including the must-see Shoreline Park. If you want an extended Oriole Beach vacation, check out what sort of activities and day trips are available in the area.
How to find the best Oriole Beach package deals?
Finding a cheap Oriole Beach package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most economical Oriole Beach package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Oriole Beach vacation as a package?
You can enjoy significant savings on your next Oriole Beach break by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Oriole Beach?
If you have your Oriole Beach travel dates locked in, book as early as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Oriole Beach?
- Pick your dates: The things you want to do in Oriole Beach and your favourite season will help you decide when to get away.
- Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and experiences. Your hotel will likely be the biggest expense during your trip to Oriole Beach.
- Set the duration of your trip: Start by compiling a list of the attractions and activities you'd like to get to in Oriole Beach. Then, estimate how long you'll need for each, including any travel time.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Oriole Beach 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.
