Westbrook Holidays from £665

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Your Westbrook Holiday

Renowned for its coastal scenery and laid-back lifestyle, Westbrook is the perfect getaway destination. Book one of our Westbrook holiday 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 holiday to Westbrook today.

Top Westbrook Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was £788, price is now £665 per person
£665
per person
17 Sept - 21 Sept
found 3 hours ago
Return direct flight included
London (LON) to New Haven (HVN)
8/10 Very good! (1,001 reviews)
The staff was delightful!!! We stayed for a week and it was in a good location with lots of restaurants and the beach is very close.

Reviewed on 17 Jul 2026

Head of Pond House

Head of Pond House

3 out of 5
Price was £1,636, price is now £1,475 per person
£1,475
per person
17 Sept - 21 Sept
found 3 hours ago
Return direct flight included
London (LON) to New Haven (HVN)
10/10 Exceptional! (8 reviews)

Westbrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Tweed - New Haven Regional Airport (HVN)
Population
2,400
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Hammonasset Beach State Park, Harveys Beach and Rocky Neck State Park

Top hotels in Westbrook

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 £268 per night from 12 Aug to 13 Aug
£268
12 Aug - 13 Aug
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Very nice place would stay again."

Reviewed on 14 Jul 2026

Water's Edge Resort & Spa
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill

Westbrook CT
9.8/10 Exceptional! (84 reviews)
"We had a mini sibling reunion for my 95 yr old dad's birthday. The cottage is beautiful, the area is calm and serene, perfect for a beach getaway. Plenty of space with a bedroom and a half bath downstairs, a plus for someone who may have mobility issues. The beach is right off the back deck with ..."

Reviewed on 29 Jun 2026

Get rates
4BR Beach Cottage sits on private beach. Sleeps 12 with comfort, Outdoor grill
The Captain Stannard

The Captain Stannard

3 out of 5
138 South Main Street Westbrook CT
The price is £187 per night from 17 Aug to 18 Aug
£187
17 Aug - 18 Aug
includes taxes & fees
9.8/10 Exceptional! (268 reviews)
"Loved the beautiful porch and closeness to beach. The bed and linens were so comfortable."

Reviewed on 2 Jul 2026

The Captain Stannard
See all 1,580 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.
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Stay near popular Westbrook attractions

Westbrook Town Beach

8.8/10 (36 reviews)
This sandy stretch along Long Island Sound offers calm waters and scenic views from its distinctive jetty. Enjoy a relaxing day of swimming and picnicking with grills available for a perfect shoreline escape.
See properties

Frequently asked questions

How much does a Westbrook travel package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Westbrook from just £665. And the more you bundle, the more cash you save. The getaway of your dreams has never been so affordable.
If I'm not able to travel, can I cancel my Westbrook travel package?
Whether it's your flight or hotel, you can cancel and rebook it. Locked in your Westbrook travel package in the last 24 hours? You may be able to make changes or cancellations at no cost. For older bookings, you may be charged a fee by your airline, hotel or car rental company. For more details, take a look at our Customer Service Portal. We'll help you every step of the way.
How do I get a cheap travel package to Westbrook?
If you love bargains, combine your bookings into a Westbrook travel package. Whether you're chasing flights, hotels, rental cars or tours, you can book them all in one place. You'll have endless choice at your fingertips too. Expedia has more than 550 air carriers and 1,000,000 hotel options around the globe to select from. Fly with who you want, book a room where you like and save some cash — now that's the ideal escape!
Does Expedia offer Book Now, Pay Later Westbrook holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a fabulous getaway without hurting your hip pocket. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's monthly instalment plans. If paying small amounts each month sounds right for you, pick this option at checkout.
  • Pay in instalments holidays: Like the idea of paying for your holiday in multiple transactions? Then go for this Book Now, Pay Later option from Klarna.
  • Low deposit holidays: Clicking on the "book now" button is much easier with this option. Just put down a small deposit on your escape and then start packing your bags.

Where should I stay in Westbrook?
A trip to Westbrook wouldn't be complete without checking out Harveys Beach, Tanger Outlets and Crystal Lake Town Park. Spend your nights near these top attractions and make sightseeing simple.
What are the top hotels in Westbrook?
Waters Edge Resort & Spa in the Westbrook Centre neighbourhood is a wonderful choice for a Westbrook holiday. Stay here and you'll be in a perfect position to discover all that this colourful city has to offer.
How far in advance should I book my Westbrook holiday?
It's tricky picking the ideal time for airfares, but we normally say the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you can't book ahead, fear not. Cheap prices occasionally appear just weeks before departure dates.
What does an Expedia Westbrook travel package include?
Expedia has all you need to lock in Westbrook escape, but how your package is structured is entirely up to you. Choose from a combination of flights, hotels and rental cars. Chasing some experiences or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style or budget, there's a package deal to match your needs.
What should I know before booking a Westbrook travel package?
You'll pick up terrific savings when you combine your hotels, flights and rental cars into a travel package. Plus, booking everything in one place simply makes planning easier. So why waste money or time? Whether you're organising a luxury romantic escape or a low-cost family road trip, take a look at our package deals today.
Can I choose my airline with a Westbrook Expedia travel package?
Expedia has access to more than 550 airline partners worldwide, so you sure can! Simply select your favourite carrier and craft your ideal Westbrook getaway.

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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. Flight-inclusive packages are ATOL protected.