Oak Vacations from $663

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Your Oak Vacation

Book a custom vacation package to Oak and prepare to experience this fascinating city your way. Consider spending time in the neighborhood of Oyster Bay, which is good for fishing and tons more. Gulf Shores Beach, The Wharf and Gulf State Park are just a few of the attractions you'll want to see during your trip to Oak. Expedia can help you escape your daily routine. Tailor your vacation to Oak to suit your style of travel, whatever that may be!

The Latest Oak 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 $856, price is now $663 per person
$663
per person
Apr 16 - Apr 19
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
9.2/10 Wonderful! (1,004 reviews)
The lodge is our favorite Gulf shores destination, beach front access, great restaurants, friendly staff spotless rooms

Reviewed on Feb 26, 2026

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Save 100% on your flight
Price was $1,700, price is now $1,176 per person
$1,176
per person
May 10 - May 17
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
8.4/10 Very Good! (2,910 reviews)
The bed frame was too big for the mattress. Constantly banging your legs against the frame

Reviewed on Feb 26, 2026

Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

4.5 out of 5
Villa Primera
Save 100% on your flight
Price was $1,432, price is now $1,071 per person
$1,071
per person
May 16 - May 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
8.2/10 Very Good! (118 reviews)
Amazing location, beautiful property and exception amenities. The only thing I’d change is that the bed was listed as being a king, but definitely more like a full.

Reviewed on Jul 18, 2024

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was $1,377, price is now $1,035 per person
$1,035
per person
May 16 - May 21
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Pensacola (PNS)
9.4/10 Exceptional! (2,609 reviews)
Beautiful hotel! Very clean and friendly!

Reviewed on Feb 27, 2026

Days Like This -spacious Home Steps From the Beach

Days Like This -spacious Home Steps From the Beach

2 out of 5
Save 100% on your flight
Price was $2,796, price is now $2,122 per person
$2,122
per person
May 3 - May 8
found 1 hour ago
Roundtrip flight included
St. Louis (STL) to Pensacola (PNS)
No reviews
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Discover the most popular places to visit in Oak

Gulf Shores Beach showing a coastal town, general coastal views and a beach

Gulf Shores Beach

For the complete beach experience, visit this well-groomed swath of sand on the Gulf Coast, with thoughtful amenities and a convenient and central location.

Gulf Shores Beach
Fort Morgan

Fort Morgan

Experience southern United States military history, lounge on soft white-sand beaches and explore quiet natural parks in this beautiful Mobile Bay destination.

Fort Morgan
Aerial view of beach houses at Fort Morgan, Alabama

Fort Morgan Beach

Why not spend a lazy afternoon at Fort Morgan Beach during your trip to Fort Morgan?

Fort Morgan Beach

What to do in Oak

Orange Beach: Dolphin-Watching Eco-Boat Tour

Orange Beach: Dolphin-Watching Eco-Boat Tour

$34
per adult
100% of travellers recommend
Orange Beach: Dolphin-Watching Eco-Boat Tour
2-Hour Dolphin and Nature Eco Tour from Orange Beach

2-Hour Dolphin and Nature Eco Tour from Orange Beach

$38
per adult
96% of travellers recommend
2-Hour Dolphin and Nature Eco Tour from Orange Beach
The Explorer at Sunset

Dolphin and Nature Sunset Cruise from Orange Beach

$50
per adult
100% of travellers recommend
Dolphin and Nature Sunset Cruise from Orange Beach
See all activities in Oak

Oak Hotel Deals

Staybridge Suites Gulf Shores by IHG

Staybridge Suites Gulf Shores by IHG

3 out of 5
3947 Gulf Shores Parkway Gulf Shores AL
Fully refundable
$105 nightly
The price is $122 total per night from Mar 2 to Mar 3
$122 total
Mar 2 - Mar 3
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
The room was clean. The staff members were very kind. I really enjoyed the breakfast.

Reviewed on Feb 16, 2026

Staybridge Suites Gulf Shores by IHG
Hilton Garden Inn Orange Beach Beachfront

Hilton Garden Inn Orange Beach Beachfront

3 out of 5
23092 Perdido Beach Blvd Orange Beach AL
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $159 total per night from Mar 5 to Mar 6
$159 total
Mar 5 - Mar 6
Total with taxes and fees
8/10 Very Good! (1,418 reviews)
Being beachside is what really sells this hotel. The lazy river pool and entrance to the beach is great!

Reviewed on Feb 27, 2026

Hilton Garden Inn Orange Beach Beachfront
Perdido Beach Resort

Perdido Beach Resort

3.5 out of 5
27200 Perdido Beach Blvd Orange Beach AL
Fully refundableReserve now, pay when you stay
$160 nightly
The price is $186 total per night from Mar 4 to Mar 5
$186 total
Mar 4 - Mar 5
Total with taxes and fees
9.8/10 Exceptional! (1,827 reviews)
Everything above and beyond expectation. Thank you!

Reviewed on Feb 27, 2026

Perdido Beach Resort
See all 18,702 properties in Oak
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 Oak Vacation Packages

Oak Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
60ºF
Max Temp Summer
90ºF
Top Sights
Waterville USA, Alabama Gulf Coast Zoo and The Track Family Recreation Center

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Frequently asked questions

How much does an Oak vacation package cost?
You'll find cheap prices from $663 on Expedia for your Oak getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Oak costs.
What are the cheapest months to go to Oak?
March, May and August are the best times to look for cheap Oak vacation packages. Traveling in quieter periods means you can typically find reduced prices on flights and accommodations.
How many days is enough for Oak?
With a well-organized itinerary, you can easily hit the main Oak attractions in a handful of days. But if you prefer to explore off the beaten track or take day trips, consider booking your Oak vacation for longer.
How to find the best Oak package deals?
Use Expedia's filters to find some unbeatable Oak package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Oak package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Oak vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays individually. Better still, you can customize your Oak getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Oak?
If you're considering an impromptu Oak adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Oak vacation packages?
Jet off on your perfect trip to Oak with our Book Now, Pay Later vacations. No need to scrimp and save or wait for your next payday — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.