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Woodbury

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Woodbury Flights as Low as $138

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

Breeze Airways
Fri, Nov 13 - Mon, Nov 16
RIC
Richmond Intl.
HVN
Tweed - New Haven Regional
$138 Roundtrip, found 6 days ago
$138
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Fri, Nov 13 from Richmond Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $138 found 6 days ago
Avelo Airlines
Fri, Dec 25 - Thu, Dec 31
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$143 Roundtrip, found 2 hours ago
$143
Roundtrip
found 2 hours ago
Select Avelo Airlines flight, departing Fri, Dec 25 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Dec 31, priced at $143 found 2 hours ago
Avelo Airlines
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$143 Roundtrip, found 3 hours ago
$143
Roundtrip
found 3 hours ago
Select Avelo Airlines flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $143 found 3 hours ago
Breeze Airways
Fri, Nov 13 - Mon, Nov 16
RIC
Richmond Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 4 days ago
$148
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Nov 13 from Richmond Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $148 found 4 days ago
Breeze Airways
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$153 Roundtrip, found 6 hours ago
$153
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Dec 3, priced at $153 found 6 hours ago
Breeze Airways
Sat, Dec 26 - Mon, Jan 11
DJT
President Donald J. Trump Intl. Airport
HVN
Tweed - New Haven Regional
$155 Roundtrip, just found
$155
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Dec 26 from President Donald J. Trump Intl. Airport to Tweed - New Haven Regional, returning Mon, Jan 11, priced at $155 just found
Breeze Airways
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$157 Roundtrip, found 3 hours ago
$157
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $157 found 3 hours ago
Breeze Airways
Fri, Nov 13 - Mon, Nov 16
RIC
Richmond Intl.
HVN
Tweed - New Haven Regional
$158 Roundtrip, found 2 days ago
$158
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Fri, Nov 13 from Richmond Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $158 found 2 days ago
Breeze Airways
Sat, Dec 26 - Mon, Jan 11
DJT
President Donald J. Trump Intl. Airport
HVN
Tweed - New Haven Regional
$160 Roundtrip, just found
$160
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Dec 26 from President Donald J. Trump Intl. Airport to Tweed - New Haven Regional, returning Mon, Jan 11, priced at $160 just found
Breeze Airways
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$162 Roundtrip, found 3 hours ago
$162
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $162 found 3 hours ago
Breeze Airways
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$163 Roundtrip, found 6 hours ago
$163
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Dec 3, priced at $163 found 6 hours ago
Breeze Airways
Sat, Dec 26 - Mon, Jan 11
DJT
President Donald J. Trump Intl. Airport
HVN
Tweed - New Haven Regional
$165 Roundtrip, just found
$165
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Dec 26 from President Donald J. Trump Intl. Airport to Tweed - New Haven Regional, returning Mon, Jan 11, priced at $165 just found
Breeze Airways
Thu, Dec 3 - Mon, Dec 7
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$167 Roundtrip, found 3 hours ago
$167
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Mon, Dec 7, priced at $167 found 3 hours ago
Breeze Airways
Thu, Dec 3 - Thu, Dec 3
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Thu, Dec 3, priced at $168 found 2 days ago
Avelo Airlines
Sat, Dec 26 - Mon, Jan 11
DJT
President Donald J. Trump Intl. Airport
HVN
Tweed - New Haven Regional
$173 Roundtrip, just found
$173
Roundtrip
just found
Select Avelo Airlines flight, departing Sat, Dec 26 from President Donald J. Trump Intl. Airport to Tweed - New Haven Regional, returning Mon, Jan 11, priced at $173 just found
Breeze Airways
Fri, Nov 13 - Mon, Nov 16
RIC
Richmond Intl.
HVN
Tweed - New Haven Regional
$178 Roundtrip, found 7 hours ago
$178
Roundtrip
found 7 hours ago
Select Breeze Airways flight, departing Fri, Nov 13 from Richmond Intl. to Tweed - New Haven Regional, returning Mon, Nov 16, priced at $178 found 7 hours ago

Cheap Flights to Woodbury

Fall in love at first flight with your vacation to Woodbury 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 Woodbury on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Woodbury

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Woodbury 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 BDR airport.

What is the cheapest month to fly to Woodbury?

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 Woodbury are in November, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Woodbury?

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 Woodbury.

What airport is best to fly into Woodbury?

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

How much are flights to Woodbury?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Woodbury on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $138, 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 Woodbury?

The trick to saving a stack of cash on your flight to Woodbury? 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 $138 right now, why wait?

Woodbury Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$138

Last Minute Hotel Deals in Woodbury

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8/10 Very Good! (1,555 reviews)
"Hotel was like going back in time 20 yrs. Or do. Place not maintained very well ...switched rooms and each had annoying issues like loud air conditioning, squeaky bed, curtains broken and carpet bad..wore socks for sure while in room. Hotels just should NOT have carpet..should be outlawed!"

Reviewed on Nov 10, 2026

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Ethan Allen Hotel
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Book a stay at this business-friendly hotel in Bethel. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
7.8/10 Good! (1,006 reviews)
"Clean place. Good location. Convenient shopping."

Reviewed on Nov 10, 2026

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Best Western Danbury/Bethel
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight 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! (1,155 reviews)
"Overall a convenient stay however cleanliness of the room could be improved. There was some hair in the bathroom and visible dust/dirt accumulation on the nightstands etc."

Reviewed on Nov 9, 2026

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Cambria Hotel New Haven University Area
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Get rates
Holiday Inn Express Southington by IHG
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
Book a stay at this boutique hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,007 reviews)
"Booked 1 night (Saturday) at the Heritage Hotel for a girls trip with my sister in law. It was a really nice hotel! It was centrally located - driving distance to many surrounding things. The staff was friendly. The room was clean. The tavern was awesome. I forgot my toothbrush and they had one complimentary ..."

Reviewed on Nov 10, 2026

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Heritage Hotel, Golf & Conference Center
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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Courtyard by Marriott Waterbury Downtown
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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Wyndham Southbury
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
116 Newtown Road Danbury CT
Book a stay at this business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (845 reviews)
"The place and staff were exceptional."

Reviewed on Nov 11, 2026

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La Quinta Inn & Suites by Wyndham Danbury
See all 923 properties in Woodbury
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.