Westbrook Vacations

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Find the Best Westbrook Vacation Packages

Westbrook Hotel Deals

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road, Westbrook, CT
Fully refundableReserve now, pay when you stay
The price is AED 804 per night from Oct 19 to Oct 20
AED 804
AED 988 total
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (1,019 reviews)
"Beautiful grounds and quiet private beach"

Reviewed on 27 September 2025

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

Westbrook Inn B&B

3 out of 5
976 Boston Post Rd, Westbrook, CT
The price is AED 774 per night from Oct 14 to Oct 15
AED 774
AED 860 total
14 Oct - 15 Oct
includes taxes & fees
9.8/10 Exceptional! (170 reviews)
"Wonderful!!! Every last detail."

Reviewed on 26 September 2025

Westbrook Inn B&B
The Captain Stannard

The Captain Stannard

3 out of 5
138 South Main Street, Westbrook, CT
Fully refundableReserve now, pay when you stay
9.6/10 Exceptional! (242 reviews)
"Convenient to the venues we needed to attend for Class Reunion"

Reviewed on 29 September 2025

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The Captain Stannard
See all 1,559 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.

Discover the most popular places to visit in Westbrook

Westbrook Town Beach

5/5(1 review)

Why not spend a lazy afternoon at Westbrook Town Beach during your trip to Westbrook?

Westbrook Town Beach

Tanger Outlets

4.5/5(181 reviews)

You can find the perfect gifts to bring home at Tanger Outlets during your trip to Westbrook. While you're in the area, stroll along the beautiful beaches.

Tanger Outlets

Frequently asked questions

How do I find cheap flights to Westbrook that have flexible change policies?
When it comes to flying these days, flexibility is key. That's why we've added a "No change fee" filter to help you locate flexible and cheap tickets to Westbrook. It's on the left of your screen right underneath the "Flexible change policies" heading.
Which airlines fly to Westbrook?
Making your way to Westbrook is as easy as choosing between two leading airlines. Save your seat with either of the following:

  • American Airlines - 611 flights to or near Westbrook each month, including 611 flights to Bradley Intl. Airport (BDL) per month.
  • United Airlines - 273 flights to or near Westbrook each month, including 273 flights to Bradley Intl. Airport (BDL) per month.

How can I find cheap tickets to Westbrook?
To nab a terrific deal to Westbrook, book well in advance. Also make use of Expedia's "flexible dates" link at the top of your search results. This will list prices for similar time frames. In the last seven days, was the lowest price for a flight to Westbrook.
How much is a flight to Westbrook?
In the last seven days, return airfares to Westbrook sold for as low as and reached a maximum cost of . For one-way fares taking off from (), the lowest price during this same period was .
What are the most popular airports to fly into in Westbrook?
Choosing your airport comes down to factors such as your budget and carrier. These are your two options in Westbrook:

  • Bradley Intl. Airport (BDL) - 1,911 flights per month.
  • Tweed - New Haven Regional Airport (HVN) - 268 flights per month.

When is the cheapest time to fly to Westbrook?
Leave for Westbrook early on in the week and you'll usually be rewarded with lower-priced fares. Tuesday is known for being the cheapest day to fly out, with Monday a close second. If you want to avoid the priciest flights, steer clear of Saturdays.
How much is a plane ticket to Westbrook?
In the last seven days, tickets cost between and . Browse through our amazing deals to Westbrook, pick your favorite and then start packing your things!
What months are the cheapest to book a flight to Westbrook?
February is a great month to score a fantastic deal to Westbrook. Bear in mind that the priciest time to reserve a seat in the USA isn't during the peak of summer, but the festive month of December.
How long is a flight to Westbrook?
Whether or not you'll have time for a long snooze or just a quick nap depends on where you're coming from. To make planning your trip a little easier, here are the average flight times for some in-demand domestic routes to Westbrook:

  • Orlando, FL (MCO-Orlando Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 48 minutes
  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 14 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Bradley Intl. Airport (BDL) - 2 hours and 12 minutes