Top Beach vacation packages in Thimble Islands

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

The Inn At Fox Hollow Hotel

Save 100% on your flight

$343

per person

Feb 20 - Feb 22

found 22 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to New York (NYC)

9.2/10 Wonderful! (1,002 reviews)

Electric charging in back

Reviewed on Dec 9, 2025

INNSiDE by Meliá New York Nomad

Manhattan

Save 100% on your flight

$391

per person

Jan 10 - Jan 13

just found

Roundtrip flight included

Dallas (DFW) to New York (JFK)

9.2/10 Wonderful! (2,008 reviews)

It was an ok 3 stat hostel.

Reviewed on Dec 10, 2025

1 Hotel Brooklyn Bridge

$1,171

per person

Mar 6 - Mar 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (NYC)

8.8/10 Excellent! (1,000 reviews)

The view is soooo good!

Reviewed on Dec 2, 2025

JW Marriott Essex House New York

Manhattan

Save 100% on your flight

$1,275

per person

Jan 30 - Feb 6

found 23 hours ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

8.8/10 Excellent! (1,001 reviews)

The price was most we ever paid for a room($907 night) We were there for the NYC Marathon and wanted to be in that area. We had a $25 day credit towards food and drinks, one morning we ate in restaurant and breakfast for 2 people was $104 before tip. They charge me $10 cup for coffee when it was complimentary in the lobby. We returned after long day and they did not leave washcloths, I went to front desk, she called housekeeping and said they would have them right up, 30 minutes later I called and they said they were on there way, after waiting I finally returned to front desk and told lady to tell me where to go and I would go get me some washcloths, she went herself and got some, when I returned to room my wife said housekeeping came but said they could only find one washcloth and brought it. $907 night, do your homework before you go.

Reviewed on Nov 10, 2025

Radio Hotel

Manhattan

Save 100% on your flight

$444

per person

Feb 13 - Feb 17

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

8.6/10 Excellent! (2,613 reviews)

Good service and good spaced rooms

Reviewed on Dec 9, 2025

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5* Beach vacations in Thimble Islands

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

Loews Regency New York Hotel

Manhattan

Save 100% on your flight

$755

per person

Mar 5 - Mar 8

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (NYC)

9/10 Wonderful! (1,002 reviews)

helpful staff, nice rooms, location

Reviewed on Nov 24, 2025

1 Hotel Brooklyn Bridge

$1,171

per person

Mar 6 - Mar 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (NYC)

8.8/10 Excellent! (1,000 reviews)

The view is soooo good!

Reviewed on Dec 2, 2025

Fouquet's New York

Manhattan

Save 100% on your flight

$1,450

per person

Feb 20 - Feb 24

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

9.6/10 Exceptional! (60 reviews)

Lovely staff. Incredible property. The hype is real. This is by far and away the nicest property we’ve stayed at in Manhattan in a long time.

Reviewed on Oct 10, 2025

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3 Night Beach vacations in Thimble Islands

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

The Inn At Fox Hollow Hotel

$441

per person

Feb 12 - Feb 15

found 15 hours ago

Roundtrip flight included

San Juan (SJU) to New York (NYC)

9.2/10 Wonderful! (1,002 reviews)

Electric charging in back

Reviewed on Dec 9, 2025

INNSiDE by Meliá New York Nomad

Manhattan

$521

per person

Mar 6 - Mar 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (NYC)

9.2/10 Wonderful! (2,008 reviews)

It was an ok 3 stat hostel.

Reviewed on Dec 10, 2025

1 Hotel Brooklyn Bridge

$1,171

per person

Mar 6 - Mar 9

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (NYC)

8.8/10 Excellent! (1,000 reviews)

The view is soooo good!

Reviewed on Dec 2, 2025

Don't see what you're looking for?

See all available trips from Columbus to Thimble Islands

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4 Night Beach vacations in Thimble Islands

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

Loews Regency New York Hotel

Manhattan

Save 100% on your flight

$772

per person

Feb 13 - Feb 17

found 1 day ago

Roundtrip flight included

Dallas (DFW) to New York (NYC)

9/10 Wonderful! (1,002 reviews)

helpful staff, nice rooms, location

Reviewed on Nov 24, 2025

Courtyard New York Manhattan/ Midtown East

Manhattan

$776

per person

Feb 14 - Feb 18

found 14 hours ago

Roundtrip flight included

Dallas (DAL) to New York (NYC)

9/10 Wonderful! (2,346 reviews)

Staff was wonderful and very friendly. Room was sub-par. Not at all what you expect for the price. Not clean. Beds were lock rocks and room and bathroom look very worn-out.

Reviewed on Dec 10, 2025

1 Hotel Brooklyn Bridge

Save 100% on your flight

$1,253

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to New York (NYC)

8.8/10 Excellent! (1,000 reviews)

The view is soooo good!

Reviewed on Dec 2, 2025

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How do I book the best Thimble Islands beach vacation packages?

Life’s a beach when you dive into our brilliant Thimble Islands beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Thimble Islands?

A rental steps from the shore creates an amazingly affordable Thimble Islands beach vacation. Seaside sojourns during low season start from $343. Prices and availability are subject to change. Additional terms may apply.

When should I book a Thimble Islands beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Thimble Islands?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Thimble Islands beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Thimble Islands vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Thimble Islands beach vacation deals?

Sort your search results by deals to delight in amazing Thimble Islands beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Thimble Islands beach trip with free cancellation and/or flexible dates?

Just like the Thimble Islands tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Thimble Islands beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Thimble Islands. (OK, maybe not that last part.)

Top Beach Thimble Islands Hotels

Grace Island. Private Island! Vacations, Getaways, Weddings & Special Events.

Branford CT

16 min walk from Stony Creek - Thimble Islands Historic District

Book a stay at this family-friendly vacation home in Branford. Enjoy breakfast (surcharge), a garden, and concierge services. Popular attractions Stony Creek ...

See all 1,011 properties in Thimble Islands

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.