Title: Cuttyhunk Mountain Vacations 2026/2027 | Expedia.com ![](https://images.trvl-media.com/place/3000441000/3102052e-8c17-4aa1-b895-0af5eb3561a1.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cuttyhunk 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 Cuttyhunk Price found within the past 48 hours. Click for updated prices. ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbor View Hotel $865 per person Apr 23 - Apr 27 found 1 day ago Roundtrip flight included New York (NYC) to Vineyard Haven (MVY) 8.8/10 Excellent! (1,000 reviews) Clean room, attentive staff, great restaurant that’s easy to walk into, ideal location for walking to town. Reviewed on Feb 16, 2026 ![Faraway Martha's Vineyard](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Faraway Martha's Vineyard Save 100% on your flight $1,432 per person May 14 - May 21 found 1 day ago Roundtrip flight included Denver (DEN) to Vineyard Haven (MVY) 9/10 Wonderful! (1,001 reviews) Very cozy comfortable hotel!! Reviewed on Dec 17, 2025 Don't see what you're looking for? See all available trips from Columbus to Cuttyhunk [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-27/2026-04-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MVY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Mountain vacations in Cuttyhunk Price found within the past 48 hours. Click for updated prices. ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbor View Hotel $865 per person Apr 23 - Apr 27 found 1 day ago Roundtrip flight included New York (NYC) to Vineyard Haven (MVY) 8.8/10 Excellent! (1,000 reviews) Clean room, attentive staff, great restaurant that’s easy to walk into, ideal location for walking to town. Reviewed on Feb 16, 2026 Don't see what you're looking for? See all available trips from Columbus to Cuttyhunk [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-27/2026-04-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MVY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Mountain vacations in Cuttyhunk Price found within the past 48 hours. Click for updated prices. ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7b9d68f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbor View Hotel $1,376 per person Apr 16 - Apr 19 found 1 day ago Roundtrip non-stop flight included Philadelphia (PHL) to Vineyard Haven (MVY) 8.8/10 Excellent! (1,000 reviews) Clean room, attentive staff, great restaurant that’s easy to walk into, ideal location for walking to town. Reviewed on Feb 16, 2026 ![Faraway Martha's Vineyard](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Faraway Martha's Vineyard $1,627 per person May 21 - May 24 found 3 hours ago Roundtrip non-stop flight included Dallas (DFW) to Vineyard Haven (MVY) 9/10 Wonderful! (1,001 reviews) Very cozy comfortable hotel!! Reviewed on Dec 17, 2025 Don't see what you're looking for? See all available trips from Columbus to Cuttyhunk [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-27/2026-04-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MVY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain vacations in Cuttyhunk Price found within the past 48 hours. Click for updated prices. ![Summercamp](https://images.trvl-media.com/lodging/11000000/10060000/10058600/10058501/4ff1c19a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Summercamp $505 per person Apr 23 - Apr 27 found 1 day ago Roundtrip flight included New York (NYC) to Vineyard Haven (MVY) 9.2/10 Wonderful! (1,002 reviews) Lovely stay and the staff was friendly and helpful. Excellent location. Reviewed on Dec 17, 2025 ![The Franklin Hotel Martha's Vineyard](https://images.trvl-media.com/lodging/77000000/76640000/76637400/76637391/0e2e74e1_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Franklin Hotel Martha's Vineyard Save 100% on your flight $540 per person Apr 23 - Apr 27 found 1 day ago Roundtrip flight included New York (NYC) to Vineyard Haven (MVY) 9.2/10 Wonderful! (161 reviews) I recently stayed at the Franklin Hotel during a solo deer hunting trip to Martha's Vineyard. Loved the cleanliness of the entire property and of my room. Though it took a bit to get used to, I also loved the automated check-in process. Front door was locked, but to be fair I am sure it was because of the snow; back door was used instead and worked just fine. Now, I know it was off season, but I also loved the privacy and quietness of the hotel overall. Didn't get to see much of the staff, but they kept everything, clean and ran a tight ship. They also did a fantastic job responding to a bad snowstorm by clearing out the parking lot and hotel entrances and stairs very quickly. Loved the location of the hotel. Overall, great experience and highly recommended. I plan on staying here again when I visit Martha's Vineyard in the future. Reviewed on Feb 18, 2026 ![Vineyard Harbor Motel - Private Beach](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/6bd7fc20_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Vineyard Harbor Motel - Private Beach $559 per person Apr 23 - Apr 27 found 1 day ago Roundtrip flight included New York (NYC) to Vineyard Haven (MVY) 9/10 Wonderful! (605 reviews) Room spotless . Bed super comfortable. Staff nice and made me feel as if I were just back from a trip away!! What’s not to love!! Reviewed on Feb 27, 2026 Don't see what you're looking for? See all available trips from Columbus to Cuttyhunk [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-27/2026-04-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MVY&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find amazing mountains vacations in Cuttyhunk #### How to plan for a mountain vacation in Cuttyhunk? The first step to planning your mountain vacation to Cuttyhunk 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 Cuttyhunk, 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 Cuttyhunk, 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 Cuttyhunk mountain vacation. #### What amenities should I look for when booking a mountain resort in Cuttyhunk? When booking accommodation for your mountain vacation to Cuttyhunk, check to see if where you're staying has heating. Cuttyhunk'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 Cuttyhunk vacation package. #### Why should I choose a package for my mountain vacation in Cuttyhunk? Choosing a package for your Cuttyhunk 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 Cuttyhunk package typically include? Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Cuttyhunk from $505\. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Cuttyhunk vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Cuttyhunk all-inclusive vacation packages as these include all meals. #### How can I book my Cuttyhunk on Expedia? Comparing some of the best deals using the search wizard is one of the first steps to booking your Cuttyhunk 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 Cuttyhunk 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 Cuttyhunk 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 Cuttyhunk 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 Cuttyhunk 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 Cuttyhunk 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 Cuttyhunk vacation packages. #### What types of mountain accommodations are available in Cuttyhunk? 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 Cuttyhunk. 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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Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/3000428343/Mentone) > - [Tennessee Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/244/Tennessee) > - [Mammoth Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/553248635975849999/Mammoth) > - [East Coast Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/6208779/East-Coast) > - [Virginia Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/248/Virginia) > - [Ozark Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/9066/Ozark) > - [Windham Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/10053/Windham) > - [Lookout Mountain Vacations ](https://www.expedia.com/lp/theme-vacations/mountain-vacations/6338578/Lookout) > - [Arkansas Mountain Vacations ](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 Cuttyhunk ](https://expedia.com/Cheap-Flights-To-Cuttyhunk.d3000441000.Travel-Guide-Flights)[ Cuttyhunk Hotels ](https://expedia.com/Cuttyhunk-Hotels.d3000441000.Travel-Guide-Hotels)[ Vacation Rentals in Cuttyhunk ](https://expedia.com/Cuttyhunk-Vacation-Rentals.d3000441000.Travel-Guide-VacationRentals)[ Car Rentals in Cuttyhunk ](https://expedia.com/Car-Rentals-In-Cuttyhunk.d3000441000.Car-Rental-Guide)[ Cuttyhunk Vacations ](https://expedia.com/Cuttyhunk.d3000441000.Destination-Travel-Guides) \* 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