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Thimble Islands

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Cheap Flights to Thimble Islands

Fall in love at first flight with your vacation to Thimble Islands by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Thimble Islands on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Thimble Islands, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Thimble Islands

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Thimble Islands with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the HVN airport.

What is the cheapest month to fly to Thimble Islands?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Thimble Islands are in , but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Thimble Islands?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find  to choose from for your flight to Thimble Islands.

What airport is best to fly into Thimble Islands?

When you’re planning your trip to Thimble Islands, convenience is the name of the game. Luckily, Thimble Islands Tweed - New Haven Regional Airport is nearby so you can deplane and get going on checking off everything on your Thimble Islands must-do list.

How much are flights to Thimble Islands?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Thimble Islands on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as , you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Thimble Islands?

The trick to saving a stack of cash on your flight to Thimble Islands? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as  right now, why wait?

Thimble Islands Flight Information
Destination airport
Thimble Islands
Destination airport IATA code
HVN

Last Minute Hotel Deals in Thimble Islands

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,957 reviews)
Everyone was very friendly, room was nice!

Reviewed on Dec 27, 2025

New Haven Hotel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
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Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,001 reviews)
Great stay overall. Wish it was easier to walk to good restaurants. Had to drive to good food.

Reviewed on Dec 27, 2025

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Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 out of 5
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Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.6/10 Excellent! (1,000 reviews)
Staff was very nice. Made the check in/out process smooth and easy

Reviewed on Dec 28, 2025

Hampton Inn by Hilton Shelton
Homewood Suites by Hilton Orange New Haven

Homewood Suites by Hilton Orange New Haven

3 out of 5
99 Marsh Hill Road Orange CT
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all good

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Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

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8.4/10 Very Good! (1,001 reviews)
Spotless, lovely room. Attentive staff.

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La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
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Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
5.8/10 (1,207 reviews)
Pleasant staff and clean room. Overall peaceful stay.

Reviewed on Dec 25, 2025

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Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
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Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,001 reviews)
Room was clean. Plenty of parking spaces. Friendly staff. Good location, several places to eat close by and the hotel is conveniently located near the highway.

Reviewed on Nov 30, 2025

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Motel 6 Milford, CT

Motel 6 Milford, CT

2 out of 5
111 Schoolhouse Road Milford CT
Book a stay at this business-friendly motel in Milford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Silver Sands State Park ...
6/10 (1,007 reviews)
Elevador no sirve

Reviewed on Dec 26, 2025

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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.