Westbrook Vacation Packages 2026 from $729

Westbrook flight + hotel vacation packages

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

Omni New Haven Hotel at Yale

Downtown New Haven

$729

per person

Dec 18 - Dec 21

found 13 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to New Haven (HVN)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.

Beechmont - Perfect for Family Retreat!

North End

Save 100% on your flight

$1,528

per person

Dec 4 - Dec 7

found 14 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to New Haven (HVN)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.

Hyatus Luxury Residences City Crossing

The Hill

$869

per person

Dec 18 - Dec 21

found 13 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to New Haven (HVN)

This aparthotel features a 24-hour gym and a seasonal outdoor pool. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference center. Enjoy the a rooftop terrace and perks like free self parking and a free area shuttle.

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

$1,276

per person

Dec 28 - Jan 1

found 7 hours ago

Roundtrip flight included

Los Angeles (LAX) to New Haven (HVN)

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 is also provided.

Head of Pond House

$1,797

per person

Dec 28 - Jan 1

found 7 hours ago

Roundtrip flight included

Los Angeles (LAX) to New Haven (HVN)

A seasonal outdoor pool is featured at this bed & breakfast, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a communal living room are also on offer.

Top Westbrook hotels deals

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT

Free Cancellation

Reserve now, pay when you stay

$218 nightly

$250 total

Nov 24 - Nov 25

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.

2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

Westbrook CT

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

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

Westbrook CT

Get rates

This cottage featured laundry facilities and barbecue grills.

The Captain Stannard

138 South Main Street Westbrook CT

$213 nightly

$237 total

Nov 24 - Nov 25

Total with taxes and fees

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

Breakfast included

Parking included

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

Free Cancellation

$67 nightly

$77 total

Nov 9 - Nov 10

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.

Pet friendly

Parking included

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

Free Cancellation

$82 nightly

$94 total

Nov 15 - Nov 16

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 is also provided.

Pet friendly

Parking included

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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.

Stay near popular Westbrook attractions

Westbrook Town Beach

8.8/10 (36 reviews)

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

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Frequently asked questions

How much are vacation packages to Westbrook?

Travelocity offers flight and hotel vacation packages starting from just $729. 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.