Thimble Islands Vacations from $652

Name: Hampton Inn by Hilton Shelton
Price range: $122 total
Rating: 8.6

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The Latest Thimble Islands vacation packages

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

Topping Rose House

$652

per person

Feb 12 - Feb 15

found 10 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to New York (JFK)

9.2/10 Wonderful! (136 reviews)

Great rooms, staff and food

Reviewed on Sep 28, 2025

INNSiDE by Meliá New York Nomad

Manhattan

$660

per person

Mar 8 - Mar 15

found 3 hours ago

Roundtrip flight included

Boston (BOS) to New York (JFK)

9.2/10 Wonderful! (2,008 reviews)

The staff was the best! Super friendly and helpful!

Reviewed on Jan 6, 2026

Sheraton New York Times Square Hotel

Manhattan

Save 100% on your flight

$692

per person

Mar 8 - Mar 15

found 3 hours ago

Roundtrip flight included

Boston (BOS) to New York (JFK)

7.4/10 Good! (5,413 reviews)

Very clean room and nice location. My family of 4 stay in a 2 double bed room and had sufficient space.

Reviewed on Jan 6, 2026

NobleDEN Hotel

Manhattan

$862

per person

Mar 8 - Mar 15

found 3 hours ago

Roundtrip flight included

Boston (BOS) to New York (JFK)

9.8/10 Exceptional! (1,411 reviews)

Really lovely hotel with the friendliest staff. Very knowledgeable and provided some great recommendations. The hotel is well located too and there are lots of good restaurants and shops nearby. The room had everything we needed for a comfortable stay.

Reviewed on Jan 5, 2026

The Inn At Fox Hollow Hotel

$807

per person

Mar 30 - Apr 5

found 3 hours ago

Roundtrip flight included

Dallas (DFW) to New York (JFK)

9.2/10 Wonderful! (1,002 reviews)

Very nice property. Clean. Friendly. Great rooms

Reviewed on Jan 4, 2026

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Thimble Islands Hotel Deals

New Haven Hotel

229 George Street New Haven CT

Fully refundableReserve now, pay when you stay

$102 nightly

$118 total

Jan 25 - Jan 26

Total with taxes and fees

9/10 Wonderful! (1,987 reviews)

Customer service is top-notch, they are always very accommodating and friendly. We found the hotel to be very clean, the location is extremely convenient to dining shopping and the areas of New Haven. You would want to explore. Parking is extremely convenient and attached to the hotel. There are ...

Reviewed on Jan 4, 2026

Cambria Hotel New Haven University Area

20 Dwight Street New Haven CT

Fully refundable

$106 nightly

$121 total

Feb 2 - Feb 3

Total with taxes and fees

8.6/10 Excellent! (1,011 reviews)

clean room, helpful staff

Reviewed on Jan 4, 2026

Hampton Inn by Hilton Shelton

695 Bridgeport Ave Shelton CT

$106 nightly

$122 total

Jan 23 - Jan 24

Total with taxes and fees

8.6/10 Excellent! (1,007 reviews)

great bib room comfortable nice large shower good breakfast

Reviewed on Jan 5, 2026

See all 1,037 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.