Thimble Islands Vacation Packages
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Top Thimble Islands vacation package deals
Price found within the past 48 hours. Click for updated prices.
5.0-star property
The Towers at Lotte New York Palace
Manhattan
9.2/10 Wonderful! (706 reviews)
Dec 11 - Dec 14
3 night stay
Dallas (DFW) to New York (JFK)
American Airlines • Coach
New York (JFK) to Dallas (DFW)
Frontier Airlines • Coach
Price was $3,993, price is now $1,994 per person
$1,994
per person
found 1 day ago
It was fine. The rooms were clean the staff was kind.
Reviewed on Oct 10, 2026
4.5-star property
JW Marriott Essex House New York
Manhattan
8.8/10 Excellent! (1,004 reviews)
Jan 1 - Jan 4
3 night stay
Dallas (DAL) to New York (JFK)
Southwest Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,726, price is now $1,007 per person
$1,007
per person
found 1 day ago
I had a GI virus shortly after I arrived, and the staff was so helpful with bringing me the necessities!
Reviewed on Oct 5, 2026
Top rated hotels for your Thimble Islands vacation package
New Haven Hotel
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
9.87 mi from city center
$117 nightly
The price is $135 total per night
$135 total
Oct 27 - Oct 28
Total with taxes and fees
New Haven Hotel features a gym, free WiFi in public areas, and conference space. Self parking is available for USD 24 per night. The front desk is staffed 24 hours a day to help with securing valuables and dry cleaning/laundry. Additional amenities include a library, laundry facilities, and a banquet hall.
Pet friendly
Free WiFi
Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
Free Cancellation
Reserve now, pay when you stay
17.42 mi from city center
$70 nightly
The price is $80 total per night
$80 total
Oct 19 - Oct 20
Total with taxes and fees
Guests of Motel 6 Milford, CT enjoy free WiFi in public areas, a business center, and express check-out. If you plan to drive, free parking is available. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. Additional amenities include laundry facilities, an ATM, and a vending machine.
Pet friendly
Parking included
Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Free Cancellation
3.5 mi from city center
$64 nightly
The price is $73 total per night
$73 total
Nov 8 - Nov 9
Total with taxes and fees
Motel 6 New Haven - Branford, CT features free WiFi in public areas and a vending machine. Free parking is included with your stay. The 24-hour front desk has staff always at the ready.
Pet friendly
Parking included
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View all propertiesLowest 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.
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