Title: Oak Vacation Packages 2026 from $413 | Expedia.com [Oak Travel Guide](https://expedia.com/Oak.dx6294338)[Hotels in Oak](https://expedia.com/Oak-Hotels.d6294338.Travel-Guide-Hotels)[Vacation Rentals in Oak](https://expedia.com/Oak-Vacation-Rentals.d6294338.Travel-Guide-VacationRentals)[Flights to Oak](https://expedia.com/Cheap-Flights-To-Oak.d6294338.Travel-Guide-Flights)[Car Rentals in Oak](https://expedia.com/Car-Rentals-In-Oak.d6294338.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Oak Vacations from $413 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, 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](https://www.expedia.com/Gulf-Shores-Beach-Alabama.d6097624.Vacation-Attraction), [The Wharf](https://www.expedia.com/The-Wharf-Orange-Beach.d553248621587339564.Vacation-Attraction) and [Gulf State Park](https://www.expedia.com/Gulf-State-Park-Alabama.d6097626.Vacation-Attraction) 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. ![Motel 6 Pensacola, FL - NAS](https://images.trvl-media.com/lodging/1000000/130000/124200/124124/8c8aca44_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Motel 6 Pensacola, FL - NAS $413 per person Mar 24 - Mar 29 found 1 day ago Roundtrip flight included Chicago (CHI) to Pensacola (PNS) 6.2/10 (493 reviews) spacious room, courteous staff Reviewed on Feb 6, 2026 ![Eagle Cottages at Gulf State Park](https://images.trvl-media.com/lodging/36000000/35820000/35811200/35811146/w3496h2328x0y3-d462a98b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Eagle Cottages at Gulf State Park Save 100% on your flight $1,183 per person Mar 25 - Mar 29 found 1 day ago Roundtrip non-stop flight included Chicago (CHI) to Pensacola (PNS) 8.6/10 Excellent! (38 reviews) Woodside Restaurant at Gulf State Park is the best kept secret of Gulf Shores. Emma at breakfast and Issac at dinner, made our meals welcoming and special. Reviewed on Jul 29, 2025 ![Portofino Island Resort](https://images.trvl-media.com/lodging/1000000/920000/910100/910026/c52d5753_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portofino Island Resort Save 100% on your flight $1,239 per person Apr 18 - Apr 24 found 1 hour ago Roundtrip non-stop flight included Denver (DEN) to Pensacola (PNS) 8.8/10 Excellent! (470 reviews) The property set the bar for a relaxing, yet engaging, vacation. The room was spacious, as we were accommodating five people.The food choices were diverse and the pool areas were laid out beautifully. The live music by the pool was such a a nice touch, and there was any activity one could want by the water. A swift walk to the beach for another adventure directly across from the hotel set the tone for a day of fun I. The sun. We will be back. Reviewed on Jul 29, 2025 ![Emerald Isle](https://images.trvl-media.com/lodging/2000000/1510000/1500400/1500364/ddb29acc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Emerald Isle Villa Primera Save 100% on your flight $1,093 per person Mar 24 - Mar 29 found 1 day ago Roundtrip flight included Chicago (CHI) 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 ![OYO Hotel Pensacola I-10 & Hwy 29](https://images.trvl-media.com/lodging/10000000/9770000/9768400/9768369/2bab8cf1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### OYO Hotel Pensacola I-10 & Hwy 29 Northwest Pensacola $446 per person Apr 15 - Apr 22 found 1 day ago Roundtrip non-stop flight included Denver (DEN) to Pensacola (PNS) 4.2/10 (698 reviews) It was decent nice staff nice room quite easy check in etc Reviewed on Oct 4, 2025 Don't see what you're looking for? See all available trips from Columbus to Oak [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-08/2026-03-15/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MOB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Oak ![Gulf Shores Beach showing a coastal town, general coastal views and a beach](https://images.trvl-media.com/place/6097624/2652f9ba-1a48-4359-ac9e-3306e9cdfb28.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Gulf Shores Beach 4.5/5(1,223 reviews) 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. [](https://expedia.com/Gulf-Shores-Beach-Gulf-Shores.d6097624.Vacation-Attraction) ![Fort Morgan](https://images.trvl-media.com/place/6070623/c7383caa-d250-4209-8344-cee14793016f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fort Morgan 4/5(220 reviews) Experience southern United States military history, lounge on soft white-sand beaches and explore quiet natural parks in this beautiful Mobile Bay destination. [](https://expedia.com/Fort-Morgan-Gulf-Shores.d6070623.Vacation-Attraction) ![Aerial view of beach houses at Fort Morgan, Alabama](https://images.trvl-media.com/place/553248635976496778/f366ba68-be08-4690-a3c8-a397fb10da97.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fort Morgan Beach 5/5(1 review) Why not spend a lazy afternoon at Fort Morgan Beach during your trip to Fort Morgan? [](https://expedia.com/Fort-Morgan-Beach-Gulf-Highlands.d553248635976496778.Vacation-Attraction) ### What to do in Oak ![2-Hour Dolphin and Nature Eco Tour from Orange Beach](https://mediaim.expedia.com/localexpert/2586949/176c3138-4d28-49c5-bb61-980bdf2b8729.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 2-Hour Dolphin and Nature Eco Tour from Orange Beach $38 per adult **96%** of travellers recommend [](https://expedia.com/things-to-do/2-hour-dolphin-and-nature-eco-tour-from-orange-beach.a2586949.activity-details) ![The Explorer at Sunset](https://mediaim.expedia.com/localexpert/2427529/a0f2cdc0-3209-4042-a82e-b9a973d585a5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Dolphin and Nature Sunset Cruise from Orange Beach $50 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/dolphin-and-nature-sunset-cruise-from-orange-beach.a2427529.activity-details) ![Dolphin Cruise in Orange Beach Alabama ](https://mediaim.expedia.com/localexpert/49474317/6b8379b2-d67d-491e-a411-bb1ada0788f9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Dolphin Cruise in Orange Beach Alabama $34 per adult [](https://expedia.com/things-to-do/dolphin-cruise-in-orange-beach-alabama.a49474317.activity-details) [See all activities in Oak](https://expedia.com/things-to-do/search?rid=6294338) ## Oak Hotel Deals ![Hilton Garden Inn Orange Beach Beachfront](https://images.trvl-media.com/lodging/1000000/70000/67700/67660/2b4e75f1_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Garden Inn Orange Beach Beachfront 23092 Perdido Beach Blvd Orange Beach AL Fully refundableReserve now, pay when you stay $89 nightly $104 total Feb 22 - Feb 23 Total with taxes and fees 7.8/10 Good! (1,401 reviews) amazing staff - room was great Reviewed on Feb 5, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=67660&PinnedHotelID=67660&HadPinnedHotel=true®ionId=6294338) ![Beachside Resort Hotel](https://images.trvl-media.com/lodging/1000000/10000/400/377/8124895e_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beachside Resort Hotel 610 W Beach Blvd Gulf Shores AL Fully refundable $59 nightly $68 total Feb 9 - Feb 10 Total with taxes and fees 8/10 Very Good! (1,568 reviews) Great location and friendly staff Reviewed on Jan 30, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F9%2F2026&endDate=2%2F10%2F2026&selected=377&PinnedHotelID=377&HadPinnedHotel=true®ionId=6294338) ![Hampton Inn & Suites Orange Beach/Gulf Front](https://images.trvl-media.com/lodging/3000000/2950000/2947800/2947706/6c449ee5_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hampton Inn & Suites Orange Beach/Gulf Front 25518 Perdido Beach Blvd Orange Beach AL Fully refundableReserve now, pay when you stay $112 nightly $130 total Feb 10 - Feb 11 Total with taxes and fees 8.8/10 Excellent! (1,318 reviews) The staff was very helpful when we had to make changes to our reservation. The balcony had a great view of the beach. Reviewed on Feb 3, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F10%2F2026&endDate=2%2F11%2F2026&selected=2947706&PinnedHotelID=2947706&HadPinnedHotel=true®ionId=6294338) [See all 18,629 properties in Oak](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F9%2F2026&endDate=2%2F10%2F2026®ionId=6294338) 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](https://www.expedia.com/Waterville-USA-Gulf-Shores.d6097646.Vacation-Attraction), [Alabama Gulf Coast Zoo](https://www.expedia.com/Alabama-Gulf-Coast-Zoo-Gulf-Shores.d6097628.Vacation-Attraction) and [The Track Family Recreation Center](https://www.expedia.com/The-Track-Family-Recreation-Center-Gulf-Shores.d6296587.Vacation-Attraction) | ## More vacations you might like 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[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Mountain Vacations [](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Fishing Vacations [](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Adults Only Vacations [](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Waterpark Vacations [](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Scuba Diving Vacations [](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Yoga Vacations [](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Cheap Vacations [](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Solo Vacations [](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click) ## Frequently asked questions ### How much does an Oak vacation package cost? ### What are the cheapest months to go to Oak? ### How many days is enough for Oak? ### How to find the best Oak package deals? ### Is it cheaper to book an Oak vacation as a package? ### When to book a vacation package to Oak? ### Does Expedia offer Book Now, Pay Later Oak vacation packages? \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app