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.

Wequassett Resort and Golf Club

$883

per person

Nov 11 - Nov 14

found 23 hours ago

Roundtrip flight included

Atlanta (ATL) to Hyannis (HYA)

9.4/10 Exceptional! (270 reviews)

Harbor View Hotel

$1,897

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Margaritaville Resort Cape Cod

$1,616

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hyannis (HYA)

8.6/10 Excellent! (733 reviews)

Clean room, parking Great family trip

Reviewed on Sep 7, 2026

Faraway Martha's Vineyard

$2,236

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

9/10 Wonderful! (1,000 reviews)

Doubletree by Hilton Cape Cod - Hyannis

$1,634

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Hyannis (HYA)

8.4/10 Very Good! (938 reviews)

The pool outside was nowhere near the size in the photos. The inside pool was closed until 4pm so we could not get a swim and that’s why we booked this hotel. The outdoor pool was not only small but also unclean Very disappointed in this hotel.

Reviewed on Sep 6, 2026

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5* Romantic vacations in Chappaquiddick Island

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

Wequassett Resort and Golf Club

$883

per person

Nov 11 - Nov 14

found 23 hours ago

Roundtrip flight included

Atlanta (ATL) to Hyannis (HYA)

9.4/10 Exceptional! (270 reviews)

Harbor View Hotel

$1,897

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 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.

Wequassett Resort and Golf Club

$883

per person

Nov 11 - Nov 14

found 23 hours ago

Roundtrip flight included

Atlanta (ATL) to Hyannis (HYA)

9.4/10 Exceptional! (270 reviews)

Harbor View Hotel

$1,845

per person

Oct 22 - Oct 25

found 19 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

Faraway Martha's Vineyard

$1,740

per person

Oct 22 - Oct 25

found 19 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Vineyard Haven (MVY)

9/10 Wonderful! (1,000 reviews)

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See all available trips from Columbus to Chappaquiddick Island

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4 Night Romantic vacations in Chappaquiddick Island

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

Inn on Main

$1,073

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Hyannis (HYA)

10/10 Exceptional! (79 reviews)

Very accommodating hosts , Dave & Ruta. Delicious 2 course breakfast.Room was clean, very comfortable and great amenities. Hosts were very helpful regarding dining and touring ideas. Highly recommend

Reviewed on Aug 8, 2026

Harbor View Hotel

$1,897

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

The Christopher, The Edgartown Collection

$1,911

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

9.8/10 Exceptional! (274 reviews)

Place was so cute and quaint!

Reviewed on Sep 6, 2026

Don't see what you're looking for?

See all available trips from Columbus to Chappaquiddick Island

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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 $883. 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?