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Thimble Islands

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Thimble Islands Flights as Low as $112

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

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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 September, 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 16 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 $112, 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 $112 right now, why wait?

Thimble Islands Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$111

Last Minute Hotel Deals in Thimble Islands

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,285 reviews)
"Great location with multiple food options nearby."

Reviewed on Aug 18, 2025

Best Western Executive Hotel Of New Haven - West Haven
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St, Branford, CT
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,004 reviews)
"Property was very nice and room was nice.parking was great for a box truck"

Reviewed on Aug 18, 2025

Motel 6 New Haven - Branford, CT
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,008 reviews)
"Staff was excellent, really easy chevk in and check out.. ypu have to pay for parking every day, i think should be free for the guest..it was really noisy, you can hear the people outside , lots of sirens and ambulance noise all the time"

Reviewed on Aug 20, 2025

Omni New Haven Hotel at Yale
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Stay at this 3-star 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! (861 reviews)
"Clean ad"

Reviewed on Aug 19, 2025

Cambria Hotel New Haven University Area
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,724 reviews)
"Excellent location and very clean, nice hotel-especially for the value."

Reviewed on Aug 19, 2025

New Haven Hotel
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
Stay at this 3-star 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 (1,111 reviews)
"All of the above"

Reviewed on Aug 17, 2025

La Quinta Inn & Suites by Wyndham New Haven
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 (1,011 reviews)
"The pool wasn’t ready Front desk excellent customer service Maid service excellent No! Breakfast"

Reviewed on Aug 9, 2025

Motel 6 Milford, CT
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street, New Haven, CT
Stay at this 4-star business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
9.4/10 Exceptional! (1,005 reviews)
"Excellent property"

Reviewed on Aug 17, 2025

The Blake Hotel
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.