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Woodbury

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Woodbury Flights as Low as $102

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

Breeze Airways
Thu, Oct 16 - Sun, Oct 19
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$102 Roundtrip, found 21 hours ago
$102
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Thu, Oct 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sun, Oct 19, priced at $102 found 21 hours ago
Breeze Airways
Thu, Oct 16 - Sun, Oct 19
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$107 Roundtrip, found 21 hours ago
$107
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Thu, Oct 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sun, Oct 19, priced at $107 found 21 hours ago
Breeze Airways
Thu, Oct 16 - Sun, Oct 19
RDU
Raleigh - Durham Intl.
HVN
Tweed - New Haven Regional
$112 Roundtrip, found 21 hours ago
$112
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Thu, Oct 16 from Raleigh - Durham Intl. to Tweed - New Haven Regional, returning Sun, Oct 19, priced at $112 found 21 hours ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$122 Roundtrip, found 6 days ago
$122
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $122 found 6 days ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$127 Roundtrip, found 6 days ago
$127
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $127 found 6 days ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$132 Roundtrip, found 6 days ago
$132
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $132 found 6 days ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$136 Roundtrip, found 5 days ago
$136
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $136 found 5 days ago
Breeze Airways
Thu, Aug 7 - Thu, Aug 14
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Tampa Intl. to Tweed - New Haven Regional, returning Thu, Aug 14, priced at $141 found 6 days ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $142 found 1 day ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$145 Roundtrip, found 3 days ago
$145
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $145 found 3 days ago
Breeze Airways
Thu, Aug 7 - Thu, Aug 14
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$146 Roundtrip, found 6 days ago
$146
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Tampa Intl. to Tweed - New Haven Regional, returning Thu, Aug 14, priced at $146 found 6 days ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $147 found 1 day ago
Breeze Airways
Wed, Aug 13 - Sat, Aug 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$150 Roundtrip, found 3 days ago
$150
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Aug 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 16, priced at $150 found 3 days ago
Breeze Airways
Thu, Aug 7 - Thu, Aug 14
TPA
Tampa Intl.
HVN
Tweed - New Haven Regional
$151 Roundtrip, found 6 days ago
$151
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Aug 7 from Tampa Intl. to Tweed - New Haven Regional, returning Thu, Aug 14, priced at $151 found 6 days ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$152 Roundtrip, found 6 days ago
$152
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $152 found 6 days ago
Breeze Airways
Sun, Aug 10 - Wed, Aug 13
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Sun, Aug 10 from Orlando Intl. to Tweed - New Haven Regional, returning Wed, Aug 13, priced at $157 found 6 days 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 October, 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 Waterbury - Oxford 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 $102, 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 $102 right now, why wait?

Woodbury Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$101

Last Minute Hotel Deals in Woodbury

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! (827 reviews)
"The staff was very nice and accommodating. Parking on site was very easy and nice, though the cost seemed a little high. The hotel is walkable distance to a lot of the things we wanted to do / see and the restaurants we wanted to eat at."

Reviewed on Jul 26, 2025

Get rates
Cambria Hotel New Haven University Area
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! (1,025 reviews)
"Enjoyed our stay here"

Reviewed on Jul 24, 2025

Get rates
The Blake Hotel
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd, Shelton, CT
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.8/10 Good! (1,014 reviews)
"Staff cleaned our room but did not replace towels. We had to go get towels, they would joy bring them to our room. Got the wrong towels anyway"

Reviewed on Jul 21, 2025

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Hilton Garden Inn Shelton
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Stay at this 3-star business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,030 reviews)
"Muy tranquilo el ambiente y limpio a mi esposo y a mi nos encanto queremos volver."

Reviewed on Jul 27, 2025

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Wyndham Southbury
Clarion Inn

Clarion Inn

3 out of 5
201 Washington Avenue, North Haven, CT
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,018 reviews)
Great Stay!
"Good area. Great staff! Great places to eat around the hotel. Had a nice quiet time ."

Reviewed on Jul 28, 2025

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Clarion Inn
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 ...
8.6/10 Excellent! (1,043 reviews)
"Easy to book, easy check in, would have been better if pool stayed open longer"

Reviewed on Jul 25, 2025

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Holiday Inn Express Southington by IHG
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. ...
8.4/10 Very Good! (1,012 reviews)
"The staff was friendly. The rooms were spacious and clean. It was a little noisy in the area with sirens and cars going by."

Reviewed on Jul 24, 2025

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Courtyard by Marriott Waterbury Downtown
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
116 Newtown Road, Danbury, CT
Stay at this 3-star business-friendly hotel in Danbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.2/10 Very Good! (1,009 reviews)
Good stay
"Room was very clean. Staff was friendly and helpful. Breakfast was delicious and the whole space was comfortable and well kept. Would definitely stay again."

Reviewed on Jul 21, 2025

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La Quinta Inn & Suites by Wyndham Danbury
See all 846 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.