Cuttyhunk Romantic Vacations 2026

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Top Romantic vacation packages in Cuttyhunk

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

Faraway Martha's Vineyard

$1,397

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

9/10 Wonderful! (1,000 reviews)

The Faraway hotel in Edgartown is one of the nicest hotels on Martha's Vineyard. The location is unbeatable. They have their own parking lot which is key on the island. From the time you walk into the stunning lobby you are met by attentive staff and the hotels own signature fragrance. The rooms are spacious, updated and very clean. And the pool is an oasis in itself. I wouldn't stay anywhere else on the island.

Reviewed on Sep 8, 2026

Harbor View Hotel

$1,483

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

For a thousand a night I don’t expect to hear neighbors and televisions.

Reviewed on Sep 10, 2026

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5* Romantic vacations in Cuttyhunk

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

Harbor View Hotel

$1,483

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

For a thousand a night I don’t expect to hear neighbors and televisions.

Reviewed on Sep 10, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cuttyhunk

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3 Night Romantic vacations in Cuttyhunk

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

Harbor View Hotel

$1,965

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

For a thousand a night I don’t expect to hear neighbors and televisions.

Reviewed on Sep 10, 2026

Faraway Martha's Vineyard

$2,154

per person

Oct 16 - Oct 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Vineyard Haven (MVY)

9/10 Wonderful! (1,000 reviews)

Reviewed on Sep 8, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cuttyhunk

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4 Night Romantic vacations in Cuttyhunk

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

Vineyard Harbor Motel - Private Beach

$585

per person

Dec 6 - Dec 10

found 16 hours ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

9/10 Wonderful! (773 reviews)

Harbor View Hotel

$1,483

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,001 reviews)

For a thousand a night I don’t expect to hear neighbors and televisions.

Reviewed on Sep 10, 2026

Faraway Martha's Vineyard

$1,397

per person

Dec 5 - Dec 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Vineyard Haven (MVY)

9/10 Wonderful! (1,000 reviews)

Reviewed on Sep 8, 2026

Don't see what you're looking for?

See all available trips from Columbus to Cuttyhunk

View all trips

How can I find the best Cuttyhunk 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 Cuttyhunk 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.

How can I plan a great romantic trip to Cuttyhunk?

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 Cuttyhunk?

Put a price on love with stunning deals for duos starting at just $585. Prices and availability are subject to change. Additional terms may apply.

Can I book Cuttyhunk 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.

How can I book romantic weekend getaway packages in Cuttyhunk?

To book a loved-up break in Cuttyhunk, 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 Cuttyhunk 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 Cuttyhunk 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?