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Westbrook

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Westbrook Flights as Low as $104

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

Breeze Airways
Thu, May 14 - Sun, May 17
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$104 Roundtrip, found 15 hours ago
$104
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Thu, May 14 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 17, priced at $104 found 15 hours ago
Breeze Airways
Thu, May 14 - Sun, May 17
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$109 Roundtrip, found 15 hours ago
$109
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Thu, May 14 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 17, priced at $109 found 15 hours ago
Breeze Airways
Thu, May 14 - Sun, May 17
ORF
Norfolk Intl.
HVN
Tweed - New Haven Regional
$114 Roundtrip, found 15 hours ago
$114
Roundtrip
found 15 hours ago
Select Breeze Airways flight, departing Thu, May 14 from Norfolk Intl. to Tweed - New Haven Regional, returning Sun, May 17, priced at $114 found 15 hours ago
Breeze Airways
Fri, Jun 12 - Mon, Jun 15
PBI
Palm Beach Intl.
HVN
Tweed - New Haven Regional
$144 Roundtrip, found 1 hour ago
$144
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 12 from Palm Beach Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $144 found 1 hour ago
Breeze Airways
Fri, Jun 12 - Mon, Jun 15
PBI
Palm Beach Intl.
HVN
Tweed - New Haven Regional
$149 Roundtrip, found 1 hour ago
$149
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 12 from Palm Beach Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $149 found 1 hour ago
Breeze Airways
Fri, Jun 12 - Mon, Jun 15
PBI
Palm Beach Intl.
HVN
Tweed - New Haven Regional
$154 Roundtrip, found 1 hour ago
$154
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 12 from Palm Beach Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $154 found 1 hour ago
Avelo Airlines
Thu, Jun 11 - Mon, Jun 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$160 Roundtrip, found 12 hours ago
$160
Roundtrip
found 12 hours ago
Select Avelo Airlines flight, departing Thu, Jun 11 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $160 found 12 hours ago
Avelo Airlines
Thu, Jun 11 - Mon, Jun 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$167 Roundtrip, found 3 days ago
$167
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Thu, Jun 11 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $167 found 3 days ago
Avelo Airlines
Thu, Jun 11 - Mon, Jun 15
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$177 Roundtrip, found 6 days ago
$177
Roundtrip
found 6 days ago
Select Avelo Airlines flight, departing Thu, Jun 11 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $177 found 6 days ago
Avelo Airlines
Fri, Jun 12 - Mon, Jun 15
PBI
Palm Beach Intl.
HVN
Tweed - New Haven Regional
$189 Roundtrip, found 1 hour ago
$189
Roundtrip
found 1 hour ago
Select Avelo Airlines flight, departing Fri, Jun 12 from Palm Beach Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $189 found 1 hour ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$196 Roundtrip, found 12 hours ago
$196
Roundtrip
found 12 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 $196 found 12 hours ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$206 Roundtrip, found 12 hours ago
$206
Roundtrip
found 12 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 $206 found 12 hours ago
Breeze Airways
Thu, Jul 30 - Sun, Aug 2
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$211 Roundtrip, found 12 hours ago
$211
Roundtrip
found 12 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 $211 found 12 hours ago
Breeze Airways
Fri, Jun 12 - Mon, Jun 15
PBI
Palm Beach Intl.
HVN
Tweed - New Haven Regional
$231 Roundtrip, found 1 hour ago
$231
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 12 from Palm Beach Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $231 found 1 hour ago
Breeze Airways
Fri, Jun 12 - Mon, Jun 15
PBI
Palm Beach Intl.
HVN
Tweed - New Haven Regional
$236 Roundtrip, found 1 hour ago
$236
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Fri, Jun 12 from Palm Beach Intl. to Tweed - New Haven Regional, returning Mon, Jun 15, priced at $236 found 1 hour ago
Avelo Airlines
Wed, Jul 29 - Thu, Jul 30
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$239 Roundtrip, found 5 days ago
$239
Roundtrip
found 5 days ago
Select Avelo Airlines flight, departing Wed, Jul 29 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Thu, Jul 30, priced at $239 found 5 days 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 May, 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 $104, 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 $104 right now, why wait?

Westbrook Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$104

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! (1,002 reviews)
My husband and I stayed two nights. There was a large wedding party in the facility as well. Everyone- guests and staff- was very nice, but the reception took over the whole lobby the afternoon of the wedding and we had to literally wade through hundreds of people drinking, laughing and talking just ...

Reviewed on Apr 27, 2026

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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 Hammonasset Beach State Park and Westbrook Town Beach are ...
9.8/10 Exceptional! (190 reviews)
Marine Corps clean, friendly efficient staff Illness necessitated shortening our stay

Reviewed on Apr 24, 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! (263 reviews)
Beautiful historic house and comfortable beds.

Reviewed on Mar 29, 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! (1,003 reviews)
The room smelled terrible. It was a typical Motel 6 with a hard bed and unusual guests.

Reviewed on Apr 25, 2026

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Motel 6 New Haven - Branford, CT
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! (640 reviews)
This is a lovely motel located right on the Sound and all rooms face the water. The room was clean and relatively spacious, though most of the space was devoted to the kitchen and living areas. The bathroom was a bit small, as was the sleeping area. My family, including an elderly relative, traveled ...

Reviewed on Apr 21, 2026

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Sound View Greenport
The Shoals Suites and Slips

The Shoals Suites and Slips

3.5 out of 5
61600 Main Rd Southold NY
Stay at this hotel in Southold. Enjoy free WiFi, free bicycles on site, and a business center. Our guests praise the helpful staff in our reviews. Popular attractions ...
9.4/10 Exceptional! (265 reviews)
My girlfriend and I stayed in April and it was amazing stay. Rooms are outstanding, one of the best rooms we ever stayed, and location was stunning. Beautiful marina, great waterfront views from the property. It was so quiet and relaxing. We went to Greenport for dinners. 10$ Breakfast cards were ...

Reviewed on Apr 25, 2026

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The Shoals Suites and Slips
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

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 ...
7.6/10 Good! (1,003 reviews)
The room was not cleaned at all. We found a papa John’s pizza in the drawer and there was dog food on the floor (clearly from previous guests). We also found flowers and small sticks from outside on the floor. Very obvious that all was done was making our beds prior to our arrival. We asked for our ...

Reviewed on Apr 23, 2026

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Clarion Inn North Haven - New Haven North
The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
209 Front St Greenport NY
Book a stay at this business-friendly hotel in Greenport. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (593 reviews)
Great

Reviewed on Apr 23, 2026

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The Harbor Front Inn
See all 1,561 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.