Oak Vacations from $682
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 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
- Rest easyPlan, book, and manage your trip all in one place
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.
Hotel Indigo Orange Beach - Gulf Shores by IHG
Save 100% on your flight
Price was $990, price is now $682 per person
$682
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Pensacola (PNS)
9.4/10 Exceptional! (1,001 reviews)
The hotel was great, and the service was amazing! Our room was nice, and the bed was very comfortable. The food was great too!! Cynthia was so sweet and gave great service for a delicious breakfast.
Reviewed on Jan 15, 2026
Emerald Isle
Villa Primera
Save 100% on your flight
Price was $1,801, price is now $1,321 per person
$1,321
per person
Apr 15 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
8.6/10 Excellent! (83 reviews)
The beach view was awesome. Never went in pool. Weather was not great. Cold wet and windy but condo was beautiful and well appointed making staying in doors quite pleasant
Reviewed on Nov 4, 2025
The Island Resort at Fort Walton Beach
Okaloosa Island
Price was $1,375, price is now $1,020 per person
$1,020
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Pensacola (PNS)
8.4/10 Very Good! (2,910 reviews)
With an amazing Sunset and nice walking areas around
Reviewed on Jan 19, 2026
Embassy Suites By Hilton Gulf Shores Beach Resort
Save 100% on your flight
Price was $1,072, price is now $805 per person
$805
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Pensacola (PNS)
9.6/10 Exceptional! (97 reviews)
Hotel was beautiful. New, clean, friendly staff, great views, rooms with a sitting area. Can’t wait to return!!
Reviewed on Jan 25, 2026
Discover the most popular places to visit in Oak
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.
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 Beach
Why not spend a lazy afternoon at Fort Morgan Beach during your trip to Fort Morgan?
What to do in Oak
2-Hour Dolphin and Nature Eco Tour from Orange Beach
$38
per adult
96% of travellers recommend
Dolphin and Nature Sunset Cruise from Orange Beach
$50
per adult
100% of travellers recommend
Oak Hotel Deals
Staybridge Suites Gulf Shores by IHG
3947 Gulf Shores Parkway Gulf Shores AL
Fully refundable
$97 nightly
The price is $113 total per night from Feb 1 to Feb 2
$113 total
Feb 1 - Feb 2
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Great stay ! Close to everything ! Pet friendly , can’t wait to come back .
Reviewed on Dec 31, 2025
Hilton Garden Inn Orange Beach Beachfront
23092 Perdido Beach Blvd Orange Beach AL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $97 total per night from Jan 29 to Jan 30
$97 total
Jan 29 - Jan 30
Total with taxes and fees
7.8/10 Good! (1,397 reviews)
Clean room, quick check-in and very friendly staff
Reviewed on Jan 19, 2026
Hampton Inn & Suites Orange Beach/Gulf Front
25518 Perdido Beach Blvd Orange Beach AL
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $116 total per night from Jan 29 to Jan 30
$116 total
Jan 29 - Jan 30
Total with taxes and fees
8.8/10 Excellent! (1,312 reviews)
Sha Cha was so friendly when we go to the hotel. She spoke to us ever time we passed by the front desk! Sha Cha was so kind and helpful and she is was fun to talk to.
Reviewed on Jan 22, 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.
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 |
More vacations you might like
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
