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Westbrook

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Westbrook Flights as Low as $206

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

Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$206 Roundtrip, found 11 hours ago
$206
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $206 found 11 hours ago
Breeze Airways
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$206 Roundtrip, found 6 hours ago
$206
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Fri, Oct 16 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $206 found 6 hours ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$211 Roundtrip, found 11 hours ago
$211
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $211 found 11 hours ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$216 Roundtrip, found 11 hours ago
$216
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $216 found 11 hours ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$222 Roundtrip, found 11 hours ago
$222
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $222 found 11 hours ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$227 Roundtrip, found 11 hours ago
$227
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $227 found 11 hours ago
Breeze Airways
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$232 Roundtrip, found 11 hours ago
$232
Roundtrip
found 11 hours ago
Select Breeze Airways flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $232 found 11 hours ago
Breeze Airways
Thu, Oct 22 - Sun, Nov 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$242 Roundtrip, found 18 hours ago
$242
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Thu, Oct 22 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Nov 8, priced at $242 found 18 hours ago
Breeze Airways
Thu, Oct 22 - Sun, Nov 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$247 Roundtrip, found 18 hours ago
$247
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Thu, Oct 22 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Nov 8, priced at $247 found 18 hours ago
Breeze Airways
Thu, Oct 22 - Sun, Nov 8
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$252 Roundtrip, found 18 hours ago
$252
Roundtrip
found 18 hours ago
Select Breeze Airways flight, departing Thu, Oct 22 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Nov 8, priced at $252 found 18 hours ago
Breeze Airways
Mon, Sep 28 - Mon, Sep 28
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Sep 28 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 28, priced at $283 found 2 days ago
Avelo Airlines
Fri, Oct 16 - Mon, Oct 19
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$285 Roundtrip, found 6 hours ago
$285
Roundtrip
found 6 hours ago
Select Avelo Airlines flight, departing Fri, Oct 16 from Fort Lauderdale - Hollywood Intl. to Tweed - New Haven Regional, returning Mon, Oct 19, priced at $285 found 6 hours ago
Avelo Airlines
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$286 Roundtrip, found 11 hours ago
$286
Roundtrip
found 11 hours ago
Select Avelo Airlines flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $286 found 11 hours ago
Breeze Airways
Mon, Sep 28 - Mon, Sep 28
JAX
Jacksonville Intl.
HVN
Tweed - New Haven Regional
$294 Roundtrip, found 2 days ago
$294
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Mon, Sep 28 from Jacksonville Intl. to Tweed - New Haven Regional, returning Mon, Sep 28, priced at $294 found 2 days ago
Avelo Airlines
Fri, Dec 4 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$319 Roundtrip, found 11 hours ago
$319
Roundtrip
found 11 hours ago
Select Avelo Airlines flight, departing Fri, Dec 4 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $319 found 11 hours ago
Breeze Airways
Thu, Dec 3 - Sun, Dec 6
MCO
Orlando Intl.
HVN
Tweed - New Haven Regional
$340 Roundtrip, found 1 day ago
$340
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Dec 3 from Orlando Intl. to Tweed - New Haven Regional, returning Sun, Dec 6, priced at $340 found 1 day 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 December, 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 $206, 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 $206 right now, why wait?

Westbrook Flight Information
Destination airport
Tweed - New Haven Regional
Destination airport IATA code
HVN
Roundtrip price
$206

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! (1,009 reviews)
"The staff at the Bistro Bar weren't very good. Also the drinks sub par. I ordered a gin and tonic, they served me soda water twice."

Reviewed on Sep 23, 2026

Get rates
Water's Edge Resort & Spa
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 ...
9.8/10 Exceptional! (284 reviews)
"My wife and I enjoyed our stay at the Captain Stannard. The entire place was very clean and well kept. It is technically an unmanned hotel but employees do come and go occasionally. There is a sister bed and breakfast just across the street. Outside amenities are shared such as the B&Bs access to ..."

Reviewed on Sep 25, 2026

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The Captain Stannard
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 (1,005 reviews)
"This hotel is a good bargain. Although worn down in general, it suited our needs for one night. Very comfortable bed, quiet, and good buffet breakfast. Near shopping and the highway so convenient too."

Reviewed on Sep 25, 2026

Get rates
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! (1,011 reviews)
"If wasn’t great at all. Staff was fine but room was just depressing."

Reviewed on Sep 25, 2026

Get rates
Pier Blue Inn Old Saybrook - Essex
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. ...
7.4/10 Good! (1,022 reviews)
"Great experience again enjoy the location and quiet"

Reviewed on Sep 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 ...
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Sound View Greenport
Red Roof Inn Meriden

Red Roof Inn Meriden

2 out of 5
10 Bee St Meriden CT
Book a stay at this business-friendly hotel in Meriden. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,003 reviews)
"Clean and quiet. Friendly staff"

Reviewed on Sep 25, 2026

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Red Roof Inn Meriden
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 ...
7.4/10 Good! (1,007 reviews)
"Our room was really good but the rest of the hotel was under construction, there was no hot water so no showering, and the expected breakfast was not available because there were no cooking facilities . The real issue is that we weren’t told any of this at booking or coming in on the travel day. ..."

Reviewed on Sep 25, 2026

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Clarion Inn North Haven - New Haven North
See all 1,577 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.