Title: Chappaquiddick Island Romantic Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6287412/07e73dbd-8850-4139-b880-e50047305d2f.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Chappaquiddick Island Romantic Vacations ## Book a Romantic 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 Romantic vacation packages in Chappaquiddick Island Price found within the past 48 hours. Click for updated prices. ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Margaritaville Resort Cape Cod $677 per person Jun 3 - Jun 6 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to Hyannis (HYA) 8.6/10 Excellent! (477 reviews) Stayed here during snow storm. Enjoyed comfortable accomodations and wonderful staff. Clean and quiet. Reviewed on Mar 15, 2026 ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/d518b4f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbor View Hotel Save 100% on your flight $1,132 per person May 3 - May 9 just found Roundtrip flight included Chicago (ORD) to Vineyard Haven (MVY) 8.8/10 Excellent! (1,000 reviews) Exception staff, Madison was amazing! Reviewed on Mar 12, 2026 ![Faraway Martha's Vineyard](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/7a38c33e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Faraway Martha's Vineyard Save 100% on your flight $1,038 per person May 3 - May 9 just found Roundtrip flight included Chicago (ORD) to Vineyard Haven (MVY) 9/10 Wonderful! (1,000 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 Chappaquiddick Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-19/2026-04-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ACK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Romantic vacations in Chappaquiddick Island Price found within the past 48 hours. Click for updated prices. ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/d518b4f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbor View Hotel Save 100% on your flight $1,132 per person May 3 - May 9 just found Roundtrip flight included Chicago (ORD) to Vineyard Haven (MVY) 8.8/10 Excellent! (1,000 reviews) Exception staff, Madison was amazing! Reviewed on Mar 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Chappaquiddick Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-19/2026-04-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ACK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Romantic vacations in Chappaquiddick Island Price found within the past 48 hours. Click for updated prices. ![Margaritaville Resort Cape Cod](https://images.trvl-media.com/lodging/1000000/20000/12900/12897/30f6a06a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Margaritaville Resort Cape Cod $677 per person Jun 3 - Jun 6 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to Hyannis (HYA) 8.6/10 Excellent! (477 reviews) Stayed here during snow storm. Enjoyed comfortable accomodations and wonderful staff. Clean and quiet. Reviewed on Mar 15, 2026 ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/d518b4f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbor View Hotel $2,360 per person Jun 4 - Jun 7 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY) 8.8/10 Excellent! (1,000 reviews) Exception staff, Madison was amazing! Reviewed on Mar 12, 2026 ![Faraway Martha's Vineyard](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/7a38c33e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Faraway Martha's Vineyard $2,170 per person Jun 4 - Jun 7 found 1 day ago Roundtrip non-stop flight included Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY) 9/10 Wonderful! (1,000 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 Chappaquiddick Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-19/2026-04-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ACK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Romantic vacations in Chappaquiddick Island Price found within the past 48 hours. Click for updated prices. ![Morgan Hotel](https://images.trvl-media.com/lodging/40000000/39210000/39201700/39201680/f4565200_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Morgan Hotel $635 per person May 5 - May 9 just found Roundtrip non-stop flight included Dallas (DFW) to Vineyard Haven (MVY) 8.4/10 Very Good! (207 reviews) For a visit in the dead of winter, parking was a breeze nearby(street parking, likely no enforcement of 4 hour limit in effect in summer). A good year-round (!!) restaurant/brewery right across the street. For a low price, I was surprised to be given Room 3, the Nashua suite, which has 3 bedrooms for just me! Only downside-bathroom was freezing cold. Major construction is going on RIGHT next door, so check that situation first if you’re not an early riser (eg 7 am). I happened upon a very kind staff person onsite who was walking in and let me in when the Open Key app didnt work for me. Thank God for that! I was calling the phone number, but it was so much better having a live person there. and she have me physical cardkeys for both inside and outside doors. The two other times I stayed at places without anyone there for checkin (in Cornwall, England) I also had a hard time getting in-one had misleading direction for the correct address and gate to find the keypad). So I dont recommend this kind of remote checkin for elders or others who might be technophobes. Reviewed on Mar 10, 2026 ![Chapter House](https://images.trvl-media.com/lodging/2000000/1200000/1196200/1196169/d1cecd38_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Chapter House Save 100% on your flight $710 per person May 21 - May 25 found 5 hours ago Roundtrip flight included Philadelphia (PHL) to Hyannis (HYA) 9.2/10 Wonderful! (162 reviews) This property was clean and well maintained. There was ample parking and the staff was very friendly. Reviewed on Sep 26, 2025 ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/d518b4f4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Harbor View Hotel Save 100% on your flight $1,400 per person May 21 - May 25 found 5 hours ago Roundtrip flight included Philadelphia (PHL) to Vineyard Haven (MVY) 8.8/10 Excellent! (1,000 reviews) Exception staff, Madison was amazing! Reviewed on Mar 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Chappaquiddick Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-19/2026-04-26/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ACK&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## How to find a romantic Chappaquiddick Island vacation #### How can I find the best Chappaquiddick Island vacation packages for couples? To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing. #### How can I find cheap Chappaquiddick Island romantic packages for two? For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of . #### How can I plan a great romantic trip to Chappaquiddick Island? Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two. #### How much is a trip for two to Chappaquiddick Island? Put a price on love with stunning deals for duos starting at just $635\. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply. #### Can I book Chappaquiddick Island spa packages for couples? Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match. #### What’s the best time of year for a romantic vacation in Chappaquiddick Island? Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience. #### How can I book romantic weekend getaway packages in Chappaquiddick Island? To book a loved-up break in Chappaquiddick Island, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation). #### Can I book a romantic trip to Chappaquiddick Island with free cancellation and/or flexible dates? The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options. #### Why should I book my Chappaquiddick Island romantic holiday with Expedia? If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection? ## 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 [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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](https://expedia.com/Chappaquiddick-Island-Hotels.d6287412.Travel-Guide-Hotels)[ Vacation Rentals in Chappaquiddick Island ](https://expedia.com/Chappaquiddick-Island-Vacation-Rentals.d6287412.Travel-Guide-VacationRentals)[ Car Rentals in Chappaquiddick Island ](https://expedia.com/Car-Rentals-In-Chappaquiddick-Island.d6287412.Car-Rental-Guide)[ Chappaquiddick Island Vacations ](https://expedia.com/Chappaquiddick-Island.d6287412.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