Title: Raccoon Key Mountain Vacations 2026/2027 | Expedia.com ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Raccoon Key Mountain Vacations and Getaways ## Book a Mountain 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 ## Top Mountain vacation packages in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![Bishop Hotel Key West](https://images.trvl-media.com/lodging/104000000/103380000/103373900/103373822/976e1cc5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bishop Hotel Key West Old Town Key West Save 100% on your flight $789 per person Apr 20 - Apr 24 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 9.8/10 Exceptional! (291 reviews) This place is great. Friendly staff, very clean. 2 nice pools. Room felt like a little apartment. Easy walk any where. Reviewed on Feb 23, 2026 ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina Save 100% on your flight $1,041 per person Mar 25 - Mar 28 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Great location. Nice staff. Great pools Reviewed on Feb 23, 2026 ![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Marker Key West Harbor Resort Key West Historic District Save 100% on your flight $1,042 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 9.2/10 Wonderful! (1,000 reviews) Great place and great customer service. Reviewed on Feb 22, 2026 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West Save 100% on your flight $839 per person Mar 25 - Mar 28 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) Clean room, great staff, amenities and location. Reviewed on Feb 23, 2026 ![The Reach Key West, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Reach Key West, Curio Collection by Hilton Old Town Key West Save 100% on your flight $1,442 per person Mar 25 - Mar 28 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 8.4/10 Very Good! (1,001 reviews) Loved everything about this resort. The room was clean. The staff were very friendly. The pool and beach area were great. I would definitely stay here again! Reviewed on Feb 21, 2026 Don't see what you're looking for? See all available trips from Columbus to Raccoon Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-23/2026-03-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain vacations in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West Save 100% on your flight $839 per person Mar 25 - Mar 28 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) Clean room, great staff, amenities and location. Reviewed on Feb 23, 2026 ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina Save 100% on your flight $1,041 per person Mar 25 - Mar 28 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Great location. Nice staff. Great pools Reviewed on Feb 23, 2026 ![The Marker Key West Harbor Resort](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Marker Key West Harbor Resort Key West Historic District Save 100% on your flight $1,042 per person May 15 - May 18 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 9.2/10 Wonderful! (1,000 reviews) Great place and great customer service. Reviewed on Feb 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Raccoon Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-23/2026-03-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain vacations in Raccoon Key Price found within the past 48 hours. Click for updated prices. ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Havana Cabana at Key West New Town Save 100% on your flight $796 per person Apr 20 - Apr 24 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 8.8/10 Excellent! (1,749 reviews) Clean comfortable room. Pool area was nice and not overcrowded. Would stay here again. Reviewed on Feb 22, 2026 ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Southernmost Beach Resort and Guesthouses Old Town Key West Save 100% on your flight $913 per person Apr 20 - Apr 24 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 8.6/10 Excellent! (2,844 reviews) Clean room, great staff, amenities and location. Reviewed on Feb 23, 2026 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District Save 100% on your flight $1,233 per person May 11 - May 15 found 1 day ago Roundtrip flight included Boston (BOS) to Key West (EYW) 9.2/10 Wonderful! (505 reviews) My boyfriend and I had such an incredible, relaxing stay. Everyone was very nice but our front desk gentleman, Chris, really stood out. The pool was clean and the sun hit there most of the day. The bar was fun and the live music was very enjoyable. Thank you Key West Hotel. 10/10 recommend. Reviewed on Feb 20, 2026 Don't see what you're looking for? See all available trips from Columbus to Raccoon Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-23/2026-03-30/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=EYW&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find amazing mountains vacations in Raccoon Key #### How to plan for a mountain vacation in Raccoon Key? The first step to planning your mountain vacation to Raccoon Key is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Raccoon Key, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Raccoon Key, from famous chain hotels to charming cabins. The [vacation planning page](https://www.expedia.com/lp/b/vacations/planning) has more tips for organizing your Raccoon Key mountain vacation. #### What amenities should I look for when booking a mountain resort in Raccoon Key? When booking accommodation for your mountain vacation to Raccoon Key, check to see if where you're staying has heating. Raccoon Key's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Raccoon Key vacation package. #### Why should I choose a package for my mountain vacation in Raccoon Key? Choosing a package for your Raccoon Key vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment. #### What does a Raccoon Key package typically include? Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Raccoon Key from $789\. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Raccoon Key vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Raccoon Key all-inclusive vacation packages as these include all meals. #### How can I book my Raccoon Key on Expedia? Comparing some of the best deals using the search wizard is one of the first steps to booking your Raccoon Key mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Raccoon Key package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's [payment plans](https://www.expedia.com/lp/b/vacations/payment-plans). #### Why book your Raccoon Key mountain vacation with Expedia? With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Raccoon Key vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts. #### Can I cancel my mountain vacation package booking? Yes, as most of Expedia's mountain vacation packages to Raccoon Key are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Raccoon Key vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Raccoon Key vacation packages. #### What types of mountain accommodations are available in Raccoon Key? 5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Raccoon Key. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation. ## More vacations you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations 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](https://www.expedia.com/lp/theme-vacations/mountain-vacations/205/Arkansas) > - [Kentucky Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/219/Kentucky) > - [United States of America Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/201/United-States-of-America) > - [South Carolina Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/242/South-Carolina) > - [Iron Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/553248634539843305/Iron) > - [Alabama Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/202/Alabama) > - [Buffalo Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/3000405545/Buffalo) > - [West Virginia Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/250/West-Virginia) ## More Vacation Ideas [Flights to Raccoon Key ](https://expedia.com/Cheap-Flights-To-Raccoon-Key.d180164.Travel-Guide-Flights)[ Raccoon Key Hotels ](https://expedia.com/Raccoon-Key-Hotels.d180164.Travel-Guide-Hotels)[ Vacation Rentals in Raccoon Key ](https://expedia.com/Raccoon-Key-Vacation-Rentals.d180164.Travel-Guide-VacationRentals)[ Car Rentals in Raccoon Key ](https://expedia.com/Car-Rentals-In-Raccoon-Key.d180164.Car-Rental-Guide)[ Raccoon Key Vacations ](https://expedia.com/Raccoon-Key.d180164.Destination-Travel-Guides)[ Things to do in Raccoon Key ](https://expedia.com/Things-To-Do-In-Raccoon-Key.d180164.Travel-Guide-Activities) \* 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