Westbrook Vacation Packages 2026 from $320

Name: Pier Blue Inn Old Saybrook - Essex
Price range: $91 total

Westbrook flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

HYATT house Hartford North/Windsor

$320

per person

Mar 5 - Mar 8

found 13 hours ago

Roundtrip flight included

Orlando (MCO) to New Haven (HVN)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.

Top Westbrook hotels deals

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT

Free Cancellation

Reserve now, pay when you stay

$244 nightly

$281 total

Dec 14 - Dec 15

Total with taxes and fees

This smoke-free resort features a private beach, a full-service spa, and 3 restaurants. Relax with beach cabanas and sun loungers, and cool off with a drink at the beachside bar. Enjoy the 2 outdoor tennis courts and perks like free valet parking and free WiFi.

The Captain Stannard

138 South Main Street Westbrook CT

$238 nightly

$264 total

Dec 30 - Dec 31

Total with taxes and fees

This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

Westbrook Inn B&B

976 Boston Post Rd Westbrook CT

$206 nightly

$229 total

Dec 23 - Dec 24

Total with taxes and fees

This bed & breakfast doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, a garden, and a snack bar/deli are also on offer.

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

Free Cancellation

$74 nightly

$85 total

Dec 15 - Dec 16

Total with taxes and fees

A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.

Red Roof Inn Meriden

10 Bee St Meriden CT

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$102 total

Dec 12 - Dec 13

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. There's a gym and multilingual staff can provide around-the-clock assistance.

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$91 total

Dec 21 - Dec 22

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. A picnic area and barbecue grills are also provided.

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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.

Popular places to visit

Westbrook Town Beach

5/5(1 review)

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

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.

Frequently asked questions

How much are vacation packages to Westbrook?

Travelocity offers flight and hotel vacation packages starting from just $320. With these kinds of deals, you'll be saying hello to Westbrook before long.

How long should my Westbrook vacation be?

Many travelers pack their suitcase and vacation in Westbrook for approximately 2 nights. That gives you a rough guide, but don't feel limited by it. Whether you only stay for a few days to see the famous attractions or hang around to uncover hidden treasures, an amazing adventure awaits.

Where can I get the best vacation package deals for Westbrook?

You'll find amazing Westbrook package deals with Travelocity. Select from as many as 400 air carriers and 1,000,000 worldwide properties and turn those travel dreams into a reality.

Why should I purchase my Westbrook vacation package with Travelocity?

We make traveling the world easy. Whether you're searching for an amazing new place to wander around or want to ensure you get the best deal around, we're here to help. Our 24/7 customer support, high-quality service and Price Match Guarantee mean you can book with confidence.

Can I save money on my Westbrook car rental if I combine it with my hotel or flight?

Certainly — combine your car, hotel and flight into a Westbrook vacation package and you can save a ton. With so many things to do in and around Westbrook, having your own ride will more than come in handy. Once you've settled into the driver's seat, turn up the tunes and head to Times Square, a renowned sight approximately 90 mi from Westbrook.

Which airport is best for Westbrook?

Bradley Intl. Airport (BDL) (45 mi away from the downtown area), T.F. Green Airport (PVD) (60 mi away from central Westbrook) and MacArthur Airport (ISP) (50 mi away from central Westbrook) are all great options for Westbrook.

What is there to do in Westbrook?

You'll notice a certain kind of magic as you stroll the streets of Westbrook. Westbrook Town Beach and Tanger Outlets are just two famous attractions that lure visitors to this fantastic city, so put them on your list of places to see.

Where should I stay when visiting Westbrook?

Many travelers choose to check in to the Waters Edge Resort & Spa. It's the perfect base for your Westbrook vacation.