Cuttyhunk Golf Vacations

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Top Golf vacation packages in Cuttyhunk

Price found within the past 48 hours. Click for updated prices.
Faraway Martha's Vineyard

Faraway Martha's Vineyard

$2,123
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Vineyard Haven (MVY)
9/10 Wonderful! (1,000 reviews)
It’s a beautiful hotel. Would highly recommend, everyone was lovely and it’s very beautiful to sit outside and to relax

Reviewed on Sep 11, 2026

Harbor View Hotel

Harbor View Hotel

$2,354
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
We had a fantastic week at the Harbor View. Staff were all excellent and helpful! Loved sitting on the veranda having coffee. Beds and room amenities were great. The only thing I would have been happier with is if there had been a separate baby pool for the youngest kids. I really enjoyed the pool but once lots of kids and babies started using it I was not interested and felt I was unable to enjoy it.

Reviewed on Sep 12, 2026

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5* Golf vacations in Cuttyhunk

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

Harbor View Hotel

$2,354
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
We had a fantastic week at the Harbor View. Staff were all excellent and helpful! Loved sitting on the veranda having coffee. Beds and room amenities were great. The only thing I would have been happier with is if there had been a separate baby pool for the youngest kids. I really enjoyed the pool but once lots of kids and babies started using it I was not interested and felt I was unable to enjoy it.

Reviewed on Sep 12, 2026

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3 Night Golf vacations in Cuttyhunk

Price found within the past 48 hours. Click for updated prices.
Faraway Martha's Vineyard

Faraway Martha's Vineyard

$1,405
per person
Nov 28 - Dec 1
found 1 hour ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Vineyard Haven (MVY)
9/10 Wonderful! (1,000 reviews)
It’s a beautiful hotel. Would highly recommend, everyone was lovely and it’s very beautiful to sit outside and to relax

Reviewed on Sep 11, 2026

Harbor View Hotel

Harbor View Hotel

$1,854
per person
Oct 16 - Oct 19
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
We had a fantastic week at the Harbor View. Staff were all excellent and helpful! Loved sitting on the veranda having coffee. Beds and room amenities were great. The only thing I would have been happier with is if there had been a separate baby pool for the youngest kids. I really enjoyed the pool but once lots of kids and babies started using it I was not interested and felt I was unable to enjoy it.

Reviewed on Sep 12, 2026

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4 Night Golf vacations in Cuttyhunk

Price found within the past 48 hours. Click for updated prices.
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

$1,757
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Vineyard Haven (MVY)
8.4/10 Very Good! (53 reviews)
The worst place we stayed at. The bed was broken and we had to sleep on living room couch…the bathroom doors didn’t look and one bathroom door didn’t close. We complained to front desk in person next day but were not much help and didn’t even bother to change room forget about the upgrade for the inconvenience. It’s nice property but not being maintained by staff and staff not really there to help as they are just there to do minimum and collect their check!

Reviewed on Sep 10, 2026

The Christopher, The Edgartown Collection

The Christopher, The Edgartown Collection

$1,951
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Vineyard Haven (MVY)
9.8/10 Exceptional! (274 reviews)
Place was so cute and quaint!

Reviewed on Sep 6, 2026

Harbor View Hotel

Harbor View Hotel

$1,918
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Vineyard Haven (MVY)
8.8/10 Excellent! (1,001 reviews)
We had a fantastic week at the Harbor View. Staff were all excellent and helpful! Loved sitting on the veranda having coffee. Beds and room amenities were great. The only thing I would have been happier with is if there had been a separate baby pool for the youngest kids. I really enjoyed the pool but once lots of kids and babies started using it I was not interested and felt I was unable to enjoy it.

Reviewed on Sep 12, 2026

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Find amazing golf vacations in Cuttyhunk

How can I find the best golf vacations in Cuttyhunk?

Swing into the best golf packages in Cuttyhunk. Punch in your travel dates then filter your results by guest and star rating, popular locations, and amazing extras like spas, pools, and ocean views.

Can I book cheap golf packages in Cuttyhunk?

Glorious golf on a budget is just a few clicks away. Sort your search results by price or deals to find amazingly affordable luxury golf. Right now, Cuttyhunk golf packages start at just $1,405. Prices and availability are subject to change. Additional terms may apply.

How can I find Cuttyhunk golf and spa packages?

If you long for a little tea tree before you tee off, a golf and spa package will keep you on your A game. Check the spa filter to take your pick from luxurious lodgings where you can live the dream after a round of 18.

How can I find luxury golf resort packages in Cuttyhunk?

Bag yourself a stay steps from a luxurious championship course by checking the 5* filter. Sort your results by rating to explore a little more extravagance and glam up your getaway with business class flights.

How can I look for Cuttyhunk casino golf packages?

Ch-ch-check the casino filter for cha-cha-ching-tastic casino and golf packages. From the pristine course to the baize of the roulette wheel, all you’ll see is green.

Can I book Cuttyhunk golf packages with airfare?

Get serious air before you reach the course by booking your accommodation, flights, and car rental as a package. You can bag a better deal this way—and level up the convenience while you’re at it.

Why should I book a golf vacation for couples in Cuttyhunk?

If you’ve both got love for the clubs, a couple’s golf vacation is a hole in one. Book accommodation with a full-service spa, exclusive Champagne bar, and outdoor experiences to dip into before and after a round. Together.

Can I book a golf holiday in Cuttyhunk with free cancellation and/or flexible dates?

Grab a great golf getaway with free cancellation by filtering by payment option. You can find buy now, pay later options this way, too.

Why should I book my golf trip to Cuttyhunk with Expedia?

We put(t) an amazing choice of golf resorts in one place, so you can hit the fairway every time. And our trips are ATOL protected for extra peace of mind.

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.