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Westbrook

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Westbrook Flights as Low as $143

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

Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$143 Roundtrip, found 13 hours ago
$143
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $143 found 13 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$148 Roundtrip, found 13 hours ago
$148
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $148 found 13 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$153 Roundtrip, found 13 hours ago
$153
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $153 found 13 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$175 Roundtrip, found 13 hours ago
$175
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $175 found 13 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$180 Roundtrip, found 13 hours ago
$180
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $180 found 13 hours ago
Breeze Airways
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$185 Roundtrip, found 13 hours ago
$185
Roundtrip
found 13 hours ago
Select Breeze Airways flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $185 found 13 hours ago
Avelo Airlines
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$192 Roundtrip, found 13 hours ago
$192
Roundtrip
found 13 hours ago
Select Avelo Airlines flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $192 found 13 hours ago
Avelo Airlines
Thu, Jul 30 - Mon, Aug 3
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$208 Roundtrip, found 23 hours ago
$208
Roundtrip
found 23 hours ago
Select Avelo Airlines flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Aug 3, priced at $208 found 23 hours ago
Avelo Airlines
Thu, Aug 6 - Sat, Aug 22
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$210 Roundtrip, found 13 hours ago
$210
Roundtrip
found 13 hours ago
Select Avelo Airlines flight, departing Thu, Aug 6 from Orlando Intl. to Tweed - New Haven Regional, returning Sat, Aug 22, priced at $210 found 13 hours ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$246 Roundtrip, found 10 hours ago
$246
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Aug 2, priced at $246 found 10 hours ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$252 Roundtrip, found 10 hours ago
$252
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Aug 2, priced at $252 found 10 hours ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$257 Roundtrip, found 10 hours ago
$257
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Aug 2, priced at $257 found 10 hours ago
Avelo Airlines
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$270 Roundtrip, found 10 hours ago
$270
Roundtrip
found 10 hours ago
Select Avelo Airlines flight, departing Thu, Jul 30 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Sun, Aug 2, priced at $270 found 10 hours ago
Breeze Airways
Sat, Jun 13 - Sun, Jun 14
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$380 Roundtrip, found 3 days ago
$380
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Jun 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jun 14, priced at $380 found 3 days ago
Breeze Airways
Sat, Jun 13 - Sun, Jun 14
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$437 Roundtrip, found 10 hours ago
$437
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sat, Jun 13 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Jun 14, priced at $437 found 10 hours ago
Breeze Airways
Sun, Jun 14 - Tue, Jun 16
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$468 Roundtrip, found 10 hours ago
$468
Roundtrip
found 10 hours ago
Select Breeze Airways flight, departing Sun, Jun 14 from Orlando Intl. to Tweed - New Haven Regional, returning Tue, Jun 16, priced at $468 found 10 hours ago

Cheap Flights to Westbrook

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

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

Frequently Asked Questions About flights to Westbrook

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

What is the cheapest month to fly to Westbrook?

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 Westbrook are in August, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Westbrook?

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 Westbrook.

What airport is best to fly into Westbrook?

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

How much are flights to Westbrook?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Westbrook on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $143, 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 Westbrook?

The trick to saving a stack of cash on your flight to Westbrook? 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 $143 right now, why wait?

Westbrook Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$143

Last Minute Hotel Deals in Westbrook

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
Book a stay at this beach resort in Westbrook. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (1,000 reviews)
"The location and the amenities provided by the hotel was first classed"

Reviewed on May 27, 2026

Get rates
Water's Edge Resort & Spa
Westbrook Inn B&B

Westbrook Inn B&B

3 out of 5
976 Boston Post Rd Westbrook CT
Stay at this B&B in Westbrook. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westbrook Town Beach and Tanger Outlets are located ...
9.8/10 Exceptional! (194 reviews)
"We really enjoyed 2 nights at Westbrook Inn. The bed is comfortable, breakfast is delicious, house is beautiful, staff is supper kinda and helpful. Overall Westbrook is a cute town and we certainly feel rejuvenated and happy in this anniversary trip."

Reviewed on Jun 1, 2026

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Westbrook Inn B&B
The Captain Stannard

The Captain Stannard

3 out of 5
138 South Main Street Westbrook CT
Stay at this B&B in Westbrook. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (264 reviews)
"The Stannard Inn is an absolute jewel box on the Connecticut shoreline! It is a beautifully decorated coastal chic Captain’s home with thoughtfully appointed guests rooms and public areas. The Innkeepers were so deliberate with the amenities they offered and we could not have been more comfortable ..."

Reviewed on May 26, 2026

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The Captain Stannard
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. ...
7.2/10 Good! (1,016 reviews)
"Very peaceful and quiet you'll get remarkable Sleep!!!!!"

Reviewed on Jun 9, 2026

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Motel 6 New Haven - Branford, CT
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

2.5 out of 5
269 North Frontage Road New London CT
Book a stay at this family-friendly hotel in New London. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6/10 (1,013 reviews)
"The ease of getting in and out to go places. Everyone was helpfull as it was our first time to Connecticut. Breakfast was great and plenty of parking."

Reviewed on Jun 10, 2026

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Regency Inn & Suites New London, Mystic
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Stay at this hotel in Old Saybrook. Enjoy free WiFi, free parking, and a picnic area. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8/10 Very Good! (1,001 reviews)
"Like most of the hotels in Ct. Old, but this clean and well maintained. I recommend it if you travel to This Ct shore area"

Reviewed on Jun 6, 2026

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Pier Blue Inn Old Saybrook - Essex
Zey Hotel

Zey Hotel

3.5 out of 5
439 Main Street Greenport NY
Book a stay at this boutique hotel in Greenport. Enjoy free parking, free bicycles on site, and daily housekeeping. Popular attractions Greenport Harbor Brewing ...
9.2/10 Wonderful! (320 reviews)
"Pros: Rooms were very clean and decorated nicely. Helpful staff welcoming. One parking spot Per room in back off Street. Had a nice seating areas throughout the games quiet corners to read. Plenty of shopping and restaurants been walking distance. Con: say it's early in the season as I stayed in ..."

Reviewed on Jun 10, 2026

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Zey Hotel
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
Book a stay at this beach hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (654 reviews)
"Great"

Reviewed on Jun 1, 2026

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Sound View Greenport
See all 1,579 properties in Westbrook
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.