Chappaquiddick Island Romantic Vacations 2026

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Top Romantic vacation packages in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.

Margaritaville Resort Cape Cod

$840

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Hyannis (HYA)

8.6/10 Excellent! (693 reviews)

Everything was great! Such a nice place.

Reviewed on Aug 20, 2026

Harbor View Hotel

$1,584

per person

Oct 8 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,002 reviews)

Faraway Martha's Vineyard

$1,587

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Vineyard Haven (MVY)

9/10 Wonderful! (1,000 reviews)

I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂

Reviewed on Aug 20, 2026

Wequassett Resort and Golf Club

$3,789

per person

Sep 24 - Sep 28

found 4 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Hyannis (HYA)

9.4/10 Exceptional! (265 reviews)

Doubletree by Hilton Cape Cod - Hyannis

$1,474

per person

Oct 12 - Oct 16

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Hyannis (HYA)

8.4/10 Very Good! (932 reviews)

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See all available trips from Columbus to Chappaquiddick Island

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5* Romantic vacations in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.

Harbor View Hotel

$1,584

per person

Oct 8 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,002 reviews)

Wequassett Resort and Golf Club

$3,789

per person

Sep 24 - Sep 28

found 4 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Hyannis (HYA)

9.4/10 Exceptional! (265 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

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3 Night Romantic vacations in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.

Margaritaville Resort Cape Cod

$840

per person

Oct 22 - Oct 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Hyannis (HYA)

8.6/10 Excellent! (693 reviews)

Everything was great! Such a nice place.

Reviewed on Aug 20, 2026

Harbor View Hotel

$1,584

per person

Oct 8 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,002 reviews)

Faraway Martha's Vineyard

$1,587

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Vineyard Haven (MVY)

9/10 Wonderful! (1,000 reviews)

Reviewed on Aug 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

View all trips

4 Night Romantic vacations in Chappaquiddick Island

Price found within the past 48 hours. Click for updated prices.

The Villa Callo Inn

$1,069

per person

Sep 24 - Sep 28

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to Hyannis (HYA)

9.8/10 Exceptional! (6 reviews)

Really enjoyed our stay. Staff went above and beyond, breakfast was top notch and the Location was great.

Reviewed on Aug 11, 2026

The Richard, The Edgartown Collection

$2,090

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Atlanta (ATL) to Vineyard Haven (MVY)

9.6/10 Exceptional! (193 reviews)

Faraway Martha's Vineyard

$1,913

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Vineyard Haven (MVY)

9/10 Wonderful! (1,000 reviews)

Reviewed on Aug 20, 2026

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

View all trips

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 $840. 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?