Deals on vacations and trips to Thimble Islands

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Ruschmeyers Hotel

Ruschmeyers Hotel

3 out of 5
Save 100% on your flight
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A picnic area, express check-in, and express check-out are also on offer.
NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A restaurant and a rooftop terrace are featured at this hotel. WiFi in public areas is free. A business center, a terrace, and luggage storage are also on offer.
The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant and 2 bars/lounges. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the seasonal outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
per person
Jul 31 - Aug 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.

Top Thimble Islands hotels deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
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A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pet friendly
Free WiFi
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St, Branford, CT
Free Cancellation
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A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.
Pet friendly
Parking included
Clarion Inn

Clarion Inn

3 out of 5
201 Washington Avenue, North Haven, CT
Free Cancellation
Reserve now, pay when you stay
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This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Red Roof Inn Milford - New Haven

Red Roof Inn Milford - New Haven

2 out of 5
10 Rowe Ave, Milford, CT
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A safe deposit box and laundry facilities are also provided.
Pet friendly
Parking included
Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road, Milford, CT
Free Cancellation
Reserve now, pay when you stay
Get rates
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. A snack bar/deli, express check-out, and laundry facilities are also on offer.
Pet friendly
Parking included
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
Get rates
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Breakfast included
Pet friendly
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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.

Frequently asked questions

How much are vacation packages to Thimble Islands?
With vacation packages on offer for only $764, there’s no need to max out the credit card to visit Thimble Islands. Travelocity can help. Bundle up hotels, flights and experiences into a package and walk away with impressive discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Thimble Islands?
It’s hard to look past Travelocity when it comes to piecing together your Thimble Islands package deal. There are at least 400 partner airlines and 1,000,000 properties worldwide to choose from. Secure your trip now and get ready to cross another amazing destination off your bucket list.
Why should I purchase my Thimble Islands vacation bundle with Travelocity?
You’ll not only enjoy great savings, but you can also access our 24/7 support, top-notch service and a Price Match Guarantee. Roam across the world, uncover hidden sights and make lifelong memories — we’ll take care of the little details.
Will I save money on my Thimble Islands car rental if I bundle it with my hotel or flight?
You certainly can — bundle your car, hotel and flight into a Thimble Islands vacation package and you’ll save a tidy sum. With so much to discover in and around Thimble Islands, that set of wheels will make exploring a breeze. Once you’ve slid into the driver’s seat, put the stereo on and cruise toward Times Square, a must-see sight about 75 mi from Thimble Islands.
What is the best time of year to go to Thimble Islands?
Head off in and spend more of your cash on awesome experiences, rather than your hotel. This is the most affordable month to organize your stay. Prices are highest in , so avoid this time if you’re on a shoestring budget. June, July and August is the peak period in Thimble Islands. You’ll need to book well before you go and be ready to pay premium rates. December, January and February are when things are at their quietest.
Which airport is best for Thimble Islands?
For plenty of travelers, heading to Thimble Islands means getting off the plane at Bradley Intl. Airport (BDL). This busy airport is 45 mi north of the city center. You could also choose to jet into Westchester County Airport (HPN) (50 mi away from central Thimble Islands) or MacArthur Airport (ISP) (35 mi away from central Thimble Islands).
Where should I stay when visiting Thimble Islands?
The Money Island Home w/ Deck, Kayak & Paddleboards! is recommended by many visitors. Book soon before it’s too late.

Photos of local treasures

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