Title: Oak Vacation Packages 2026 from $466 | 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 $466 ## 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. ![Red Roof Inn Pensacola Fairgrounds](https://images.trvl-media.com/lodging/1000000/50000/41500/41462/d0f737a3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Red Roof Inn Pensacola Fairgrounds Northwest Pensacola $466 per person Apr 29 - May 4 found 1 day ago Roundtrip non-stop flight included Denver (DEN) to Pensacola (PNS) 6.8/10 (1,000 reviews) Customer service,Nora was awsum Reviewed on Jul 23, 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 $592 per person May 9 - May 16 found 6 hours ago Roundtrip non-stop flight included Boston (BOS) 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 ![Landing Apartments Pensacola - Belleview Heights](https://images.trvl-media.com/lodging/121000000/120810000/120804900/120804859/f8fa7c0a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Landing Apartments Pensacola - Belleview Heights Save 100% on your flight $797 per person May 9 - May 16 found 6 hours ago Roundtrip non-stop flight included Boston (BOS) to Pensacola (PNS) No reviews ![The Island Resort at Fort Walton Beach](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/cdb39e06_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Island Resort at Fort Walton Beach Okaloosa Island $468 per person Apr 12 - Apr 15 found 1 day ago Roundtrip flight included Boston (BOS) to Pensacola (PNS) 8.4/10 Very Good! (2,910 reviews) Floors needed to be cleared if sand…couldn’t walk barefoot Reviewed on Feb 13, 2026 ![The Lodge at Gulf State Park, A Hilton Hotel](https://images.trvl-media.com/lodging/24000000/23520000/23512700/23512629/a363493f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Lodge at Gulf State Park, A Hilton Hotel $1,185 per person Apr 20 - Apr 24 found 17 hours ago Roundtrip non-stop flight included Boston (BOS) to Pensacola (PNS) 9.2/10 Wonderful! (1,004 reviews) Overall it was a good stay. The location for us was the best in the area. Staff were great. The parking cost $15 a night extra which wasn’t mentioned anywhere. There’s no breakfast included. Those two things were the only negatives. Reviewed on Feb 13, 2026 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/2026-03-15/2026-03-22/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MOB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=PKG_SPRING_PROMO_6294338) ### 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 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 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 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 ![Orange Beach: Dolphin-Watching Eco-Boat Tour](https://mediaim.expedia.com/localexpert/47392892/a8eadead-18d4-4fea-9ef1-440f5aad8d5f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Orange Beach: Dolphin-Watching Eco-Boat Tour $34 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/orange-beach-dolphin-watching-eco-boat-tour.a47392892.activity-details) ![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) [See all activities in Oak](https://expedia.com/things-to-do/search?rid=6294338) ## Oak Hotel Deals ![Staybridge Suites Gulf Shores by IHG](https://images.trvl-media.com/lodging/3000000/2360000/2351600/2351509/f1460793_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Staybridge Suites Gulf Shores by IHG 3947 Gulf Shores Parkway Gulf Shores AL Fully refundable $100 nightly $116 total Feb 22 - Feb 23 Total with taxes and fees 8.6/10 Excellent! (1,000 reviews) perfection Reviewed on Jan 28, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F22%2F2026&endDate=2%2F23%2F2026&selected=2351509&PinnedHotelID=2351509&HadPinnedHotel=true®ionId=6294338) ![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) clean room and staff was wonderful Reviewed on Feb 10, 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 $61 nightly $71 total Feb 17 - Feb 18 Total with taxes and fees 8/10 Very Good! (1,570 reviews) The staff was great! Location is amazing! So close to many great restaurants and other entertainment!Was so cold that weekend but really enjoyed the stay at the beachside resort! Reviewed on Feb 6, 2026 [](https://expedia.com/Hotel-Search?startDate=2%2F17%2F2026&endDate=2%2F18%2F2026&selected=377&PinnedHotelID=377&HadPinnedHotel=true®ionId=6294338) [See all 18,562 properties in Oak](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=2%2F16%2F2026&endDate=2%2F17%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