Title: Book the Best Oakland LUXURY Hotels - Upscale Hotels in Oakland, KY | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d553248634999403184.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d553248634999403184.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d553248634999403184.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.ca/Oakland.d553248634999403184.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Oakland, KY - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Oakland Luxury Hotels Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=553248634999403184&startDate=2025-11-04&endDate=2025-11-05&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=553248634999403184&startDate=2025-11-05&endDate=2025-11-06&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248634999403184&startDate=2025-11-07&endDate=2025-11-09&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248634999403184&startDate=2025-11-14&endDate=2025-11-16&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Top Oakland Luxury Hotels ## Top Oakland Hotel Reviews ![Wingate by Wyndham Bowling Green](//images.trvl-media.com/lodging/2000000/1590000/1585100/1585081/9a70e876_y.jpg) ### Wingate by Wyndham Bowling Green 10/10 Excellent "Friendly & personable service from staff. Clean room with good pillows & a great feeling bed. Morning breakfast had a nice variety of item. I had biscuits & gravy with a waffle. My husband had bacon & eggs. Location directly by I65. 10 minutes from Western Kentucky University. Will definitely stay here again. " [](https://expedia.ca/Bowling-Green-Hotels-Wingate-By-Wyndham-Bowling-Green.h1585081.Hotel-Information) ![Baymont by Wyndham Cave City](//images.trvl-media.com/lodging/1000000/860000/855900/855877/86f8d4bf_y.jpg) ### Baymont by Wyndham Cave City 10/10 Excellent "Yes " [](https://expedia.ca/Bowling-Green-Hotels-Baymont-By-Wyndham-Cave-City.h855877.Hotel-Information) ![Holiday Inn Express Horse Cave by IHG](//images.trvl-media.com/lodging/1000000/120000/118400/118365/d5c6ec95_y.jpg) ### Holiday Inn Express Horse Cave by IHG 10/10 Excellent "Room is spotless and perfect for us!" [](https://expedia.ca/Bowling-Green-Hotels-Holiday-Inn-Express-Horse-Cave.h118365.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Bowling Green](//images.trvl-media.com/lodging/3000000/2400000/2393000/2392997/039ca3ed_y.jpg) ### La Quinta Inn & Suites by Wyndham Bowling Green 10/10 Excellent "Room was very clean and staff was very courteous." [](https://expedia.ca/Bowling-Green-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Bowling-Green.h2392997.Hotel-Information) ![Microtel Inn by Wyndham Bowling Green](//images.trvl-media.com/lodging/1000000/300000/295500/295452/94d65659_y.jpg) ### Microtel Inn by Wyndham Bowling Green 10/10 Excellent "Our room was very clean, comfy, and updated. All staff were friendly. Safe area. " [](https://expedia.ca/Bowling-Green-Hotels-Microtel-Inn-By-Wyndham-Bowling-Green.h295452.Hotel-Information) ## Frequently asked questions ### Are you searching for a great accommodation for your luxury getaway to Oakland? > Amenities are an important consideration when you plan a trip, so we make it easy to find what you'd like to make your stay special. If you want a posh hotel with a spa, an indoor pool, or luxury bedding, Expedia can assist you in finding the best luxury hotel experience that Oakland has to offer. ### When can I expect good weather in Oakland? > Planning for the weather is an important factor for making your trip to Oakland a success, especially when you're splurging. The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Oakland is 57 inches. ### What's there to see and do in Oakland? > Enjoy Oakland with a stop at Mammoth Cave National Park, National Corvette Museum, and NCM Motorsports Park. If you have a bit of extra time while you're in the area, you might want to check out Beech Bend Park and Southern Kentucky Performing Arts Center. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Bowling Green](https://www.expedia.ca/5Star-Bowling-Green-Hotels.s50-0-d6059580.Travel-Guide-Filter-Hotels) - [Guest Houses in Alvaton](https://www.expedia.ca/Alvaton-Guest-Houses.d3000347262-aaGuestHouses.Travel-Guide-Accommodation) - [Alvaton Hotels](https://www.expedia.ca/Alvaton-Hotels.d3000347262.Travel-Guide-Hotels) - [Hotels near Barren River Lake](https://www.expedia.ca/Barren-River-Lake-Hotels.0-l553248635976196965-0.Travel-Guide-Filter-Hotels) - [Hotels near Beech Bend Park](https://www.expedia.ca/Beech-Bend-Park-Hotels.0-l6091543-0.Travel-Guide-Filter-Hotels) - [Farmstay in Bowling Green](https://www.expedia.ca/Bowling-Green-Agritourism.d6059580-aaAgritourism.Travel-Guide-Accommodation) - 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