Westbrook Vacation Packages 2026 from $407

Name: Sound View Greenport
Price range: $290 total

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

$407

per person

Jul 3 - Jul 5

found 7 hours ago

Roundtrip 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

$2,540

per person

Jul 1 - Jul 8

found 1 day ago

Roundtrip flight included

Miami (MIA) 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.

Madison Beach Hotel

Madison Center

Save 100% on your flight

$1,048

per person

Jun 19 - Jun 21

found 1 day ago

Roundtrip flight included

Fort Myers (RSW) to New Haven (HVN)

This smoke-free hotel features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the gym and perks like free WiFi.

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

$423

per person

Jun 19 - Jun 21

found 1 day ago

Roundtrip flight included

Fort Myers (RSW) 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 and barbecue grills are also provided.

New Haven Hotel

Downtown New Haven

$417

per person

Jul 3 - Jul 5

found 7 hours ago

Roundtrip flight included

Los Angeles (LAX) to New Haven (HVN)

A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

Top Westbrook hotels deals

Water's Edge Resort & Spa

1525 Boston Post Road Westbrook CT

Free Cancellation

Reserve now, pay when you stay

$265 nightly

$304 total

Apr 19 - Apr 20

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.

On private beach

Pool

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.

Kitchen

Washer

Westbrook Inn B&B

976 Boston Post Rd Westbrook CT

$213 nightly

$237 total

Apr 19 - Apr 20

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.

Breakfast included

Pet friendly

The Captain Stannard

138 South Main Street Westbrook CT

$221 nightly

$245 total

Apr 19 - Apr 20

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.

Breakfast included

Parking included

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

Free Cancellation

$72 nightly

$83 total

Apr 20 - Apr 21

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

Sound View Greenport

58775 County Rd 48 Greenport NY

$254 nightly

$290 total

May 3 - May 4

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Unwind with a drink at one of the 2 bars/lounges and enjoy free perks like continental breakfast and WiFi in public areas.

On private beach

Pool

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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

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

Tanger Outlets

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 $407. 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.