Deals on vacations and trips to Westbrook

Save when you book Westbrook package deals

Choose two or more items and save on your trip:

Westbrook flight + hotel vacation packages

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

Cheshire Welcome Inn

2.5 out of 5
Price was $603, price is now $493 per person
$493
per person
Oct 19 - Oct 25
found 13 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Landing Furnished Apartment Near Yale University

Landing Furnished Apartment Near Yale University

3 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,004, price is now $767 per person
$767
per person
Oct 19 - Oct 25
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to New Haven (HVN)
A gym is featured at this apartment, along with free WiFi in public areas and laundry facilities. A virtual front desk are provided for your convenience.
Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,744, price is now $2,103 per person
$2,103
per person
Oct 17 - Oct 23
found 6 hours ago
Roundtrip flight included
Chicago (ORD) 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.
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Save 100% on your flight
Price was $1,197, price is now $946 per person
$946
per person
Oct 19 - Oct 25
found 13 hours ago
Roundtrip flight included
Chicago (CHI) 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.
Hyatus Luxury Residences City Crossing

Hyatus Luxury Residences City Crossing

4 out of 5
The Hill
Save 100% on your flight
Price was $1,344, price is now $1,072 per person
$1,072
per person
Oct 19 - Oct 25
found 13 hours ago
Roundtrip flight included
Chicago (CHI) 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.

Top Westbrook hotels deals

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
1525 Boston Post Road Westbrook CT
$218 nightly
The price is $251 total per night
$251 total
Oct 7 - Oct 8
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
2 mins/350 ft walk to West Beach 4-BR cottage in Westbrook, CT with large yard

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

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

The Captain Stannard

3 out of 5
138 South Main Street Westbrook CT
$213 nightly
The price is $237 total per night
$237 total
Oct 13 - Oct 14
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
DIRECT WATERFRONT PRIVATE BEACH

DIRECT WATERFRONT PRIVATE BEACH

Westbrook CT
Get rates
This cottage features a private beach, a garden, and barbecue grills.
Kitchen
Free WiFi
Regency Inn & Suites New London, Mystic

Regency Inn & Suites New London, Mystic

2.5 out of 5
269 North Frontage Road New London CT
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $124 total per night
$124 total
Sep 14 - Sep 15
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Westbrook
View all properties
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?
See properties

Frequently asked questions

How much are vacation packages to Westbrook?
Travelocity offers flight and hotel vacation packages starting from just $493. 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.

Photos of local treasures

Browse Westbrook vacation photos for more inspiration

A sandy beach with a breakwater, calm sea, and a clear sky.
A calm lake with reflections of trees and a house.
A calm river flanked by leafless trees and dry grass, with a house in the background.
A calm lake with tall reeds in the foreground, a house surrounded by trees in the background, and a clear blue sky above.
A beach at sunset with gentle waves and a calm sea.

Explore More Ways to Travel with Travelocity