Westbrook Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AED 148 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 718 per night from Feb 17 to Feb 18
AED 718
AED 889 total
17 Feb - 18 Feb
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Great room and staff

Reviewed on 14 January 2026

Water's Edge Resort & Spa
Adorable Cottage, 5 min walk to water & town

Adorable Cottage, 5 min walk to water & town

Westbrook CT
9.2/10 Wonderful! (14 reviews)
Clean, relaxing, quiet neighborhood, allowed dogs, and liked how close it was to the beach.

Reviewed on 9 December 2025

Get rates
Adorable Cottage, 5 min walk to water & town
Sound View Greenport

Sound View Greenport

4 out of 5
58775 County Rd 48 Greenport NY
The price is AED 546 per night from Mar 11 to Mar 12
AED 546
AED 729 total
11 Mar - 12 Mar
includes taxes & fees
8.4/10 Very Good! (609 reviews)
This is our fourth trip back to the Soundview Inn, and we are big fans! The atmosphere is simple, modern, with a laid-back vibe. The rooms are well appointed and are finished with an indoor/outdoor use in mind. The room can be chilly in the winter, but it’s easy to get cozy. The included breakfast ...

Reviewed on 10 January 2026

Sound View Greenport
See all 1,548 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

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

Westbrook Town Beach

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