Westbrook Vacation Packages 2026 from $501

Name: Inn at Middletown
Price range: $225 total

Westbrook flight + hotel vacation packages

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

The Best Way Inn

West New Haven

$501

per person

Apr 23 - Apr 28

found 5 hours ago

Roundtrip non-stop flight included

Greenville (GSP) to New Haven (HVN)

Staff at the 24-hour front desk can provide around-the-clock assistance. Take advantage of the free self parking.

Clarion Inn North Haven - New Haven North

$599

per person

Apr 23 - Apr 28

found 5 hours ago

Roundtrip non-stop flight included

Greenville (GSP) to New Haven (HVN)

A restaurant and a 24-hour gym are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.

Whitney Inn & Suites

$585

per person

Apr 23 - Apr 28

found 5 hours ago

Roundtrip non-stop flight included

Greenville (GSP) to New Haven (HVN)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-in, express check-out, and luggage storage are also on offer.

Branford Motel

$513

per person

Apr 23 - Apr 28

found 5 hours ago

Roundtrip non-stop flight included

Greenville (GSP) to New Haven (HVN)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. Staff at the 24-hour front desk can provide around-the-clock assistance.

Cheshire Welcome Inn

$616

per person

Apr 23 - Apr 28

found 5 hours ago

Roundtrip non-stop flight included

Greenville (GSP) to New Haven (HVN)

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are 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

$184 nightly

$212 total

Apr 1 - Apr 2

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

The Captain Stannard

138 South Main Street Westbrook CT

Free Cancellation

Reserve now, pay when you stay

$238 nightly

$264 total

Mar 12 - Mar 13

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

Westbrook Inn B&B

976 Boston Post Rd Westbrook CT

$187 nightly

$208 total

Mar 19 - Mar 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

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

Free Cancellation

$67 nightly

$77 total

Mar 16 - Mar 17

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

Inn at Middletown

70 Main Street Middletown CT

Free Cancellation

Reserve now, pay when you stay

$199 nightly

$225 total

Mar 15 - Mar 16

Total with taxes and fees

This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Enjoy the gym and perks like free self parking.

Pool

Hot Tub

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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 $501. 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.