Westbrook Vacation Packages
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Your Westbrook Vacation
Renowned for its coastal scenery and laid-back lifestyle, Westbrook is the perfect getaway destination. Book one of our Westbrook vacation packages and experience all that this exciting city has to offer. Make your trip to Westbrook even more enjoyable by including some sightseeing. Hammonasset Beach State Park, Essex Steam Train and Clinton Crossing Premium Outlets are among the most popular attractions worth exploring. Check out Expedia's extensive range of travel options and book your ideal vacation to Westbrook today.
Top Westbrook Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westbrook Hotel Deals
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from Feb 12 to Feb 13
CA $267
CA $331 total
Feb 12 - Feb 13
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
Great room and staff
Reviewed on Jan 14, 2026
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 Dec 9, 2025
Sound View Greenport
58775 County Rd 48 Greenport NY
The price is CA $204 per night from Mar 9 to Mar 10
CA $204
CA $272 total
Mar 9 - Mar 10
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 Jan 10, 2026
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
