Thimble Islands Vacations from $1,128

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The Latest Thimble Islands vacation packages

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

Lotte New York Palace

Manhattan

$1,128

per person

Sep 28 - Oct 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (2,167 reviews)

Seven Beach Lane

$1,159

per person

Oct 15 - Oct 20

found 24 hours ago

Roundtrip flight included

San Juan (SJU) to New York (JFK)

9.4/10 Exceptional! (29 reviews)

The Towers at Lotte New York Palace

Manhattan

Save 100% on your flight

$3,501

per person

Oct 21 - Oct 28

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9.2/10 Wonderful! (689 reviews)

We had a wonderful stay, very friendly and helpful staff. Great service. Will come back soon

Reviewed on Aug 8, 2026

1 Hotel Brooklyn Bridge

Save 100% on your flight

$1,805

per person

Sep 17 - Sep 20

found 24 hours ago

Roundtrip flight included

Atlanta (ATL) to New York (JFK)

9/10 Wonderful! (1,002 reviews)

1 Hotel Central Park

Manhattan

Save 100% on your flight

$2,433

per person

Oct 29 - Nov 3

found 24 hours ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

9/10 Wonderful! (1,004 reviews)

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Thimble Islands Hotel Deals

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

Fully refundable

$72 nightly

$83 total

Sep 7 - Sep 8

Total with taxes and fees

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Fully refundable

$98 nightly

$113 total

Aug 10 - Aug 11

Total with taxes and fees

8/10 Very Good! (1,002 reviews)

"Very dated and no elevator. Room was very hot when we got there."

Reviewed on Aug 9, 2026

New Haven Hotel

229 George Street New Haven CT

Fully refundableReserve now, pay when you stay

$134 nightly

$154 total

Aug 31 - Sep 1

Total with taxes and fees

9.2/10 Wonderful! (2,275 reviews)

"Everything was good"

Reviewed on Aug 9, 2026

See all 1,095 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.