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.
Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
per person
Aug 14 - Aug 18
found 12 hours ago
Roundtrip flight included
New York (LGA) to Portland (PWM)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A terrace and a computer station are also provided.
Chebeague Island Inn

Chebeague Island Inn

4 out of 5
Save 100% on your flight
per person
Aug 18 - Aug 21
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate perks like free WiFi and a free ferry terminal shuttle. A garden, a lobby fireplace, and a picnic area are also on offer.
Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the playground, onsite laundry facilities, and free supervised childcare. Enjoy the outdoor pool and perks like free valet parking.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 29 - Aug 31
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out and dry cleaning are also provided.
Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

3 out of 5
Downtown Portland
Save 100% on your flight
per person
Aug 18 - Aug 21
found 13 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Portland (PWM)
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the gym, bar/lounge, and laundry facilities.

Top Westbrook hotels deals

Super 8 by Wyndham Portland ME

Super 8 by Wyndham Portland ME

2 out of 5
208 Larrabee Rd, Westbrook, ME
Free Cancellation
Reserve now, pay when you stay
Get rates
This motel features free WiFi in public areas, free newspapers, and free self parking. Enjoy the free continental breakfast each morning. Luggage storage is provided and the front desk is staffed around-the-clock.
Breakfast included
Pet friendly
La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

3 out of 5
340 Park Ave, Portland, ME
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and a free airport shuttle. Business travelers can take advantage of the business center. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.
Pool
Breakfast included
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Free Cancellation
Reserve now, pay when you stay
Get rates
A full-service spa, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
Spa
Pet friendly
Inn at St John Portland In-Town

Inn at St John Portland In-Town

2.5 out of 5
939 Congress St, Portland, ME
Get rates
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A lobby fireplace, a computer station, and luggage storage are also on offer.
Breakfast included
Pet friendly
Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
9 Center Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features 2 restaurants and a 24-hour gym. WiFi in public areas is free. Valet parking, a lobby fireplace, and a communal living room are also offered.
Pet friendly
Free WiFi
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street, Portland, ME
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Pet friendly
Free WiFi
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.

Popular places to visit

Happy Wheels Skate Center

Enjoy an outing to Happy Wheels Skate Center during your stay in Westbrook. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

Happy Wheels Skate Center

MAGAN Trailhead

You can take time to visit MAGAN Trailhead during your travels to Westbrook. Visit the shops in this family-friendly area, or simply enjoy its restaurants.

MAGAN Trailhead

Frequently asked questions

How much are vacation packages to Westbrook?
Vacation packages, which provide both flights and hotels in Westbrook, are priced from as little as $504. Make your travel dreams a reality and book your trip with Travelocity today.
How long should my Westbrook vacation be?
Your Westbrook trip can be as long or as short as you like, but many travelers stay roughly 2 nights. Like to venture off the beaten path and uncover some hidden treasures? Lock in a couple more nights and experience a different side of this place.
Where can I get the best vacation package deals for Westbrook?
Find your dream escape at Travelocity. With access to 400 airline partners and 1,000,000 properties across the globe, finding the perfect Westbrook package deal couldn’t be simpler.
Why should I purchase my Westbrook vacation bundle via Travelocity?
Whether you’re on the hunt for the ultimate unplugged escape or after the fun and excitement that only a big city can provide, booking everything with Travelocity saves you time, money and hassle. No need to sift through hundreds of different websites for the best deal — our Price Match Guarantee ensures you’ll always get the lowest possible price, and our team of customer service experts are available for you round-the-clock.
Can I save on my Westbrook car rental if I bundle it with hotels and flights?
Combining your hotel, car and flight into a Westbrook vacation package is an easy way to score better prices. Plus, having your own rental car gives you the freedom to find your way to all those famous sights you’re eager to check out. Located 100 mi from Westbrook, Fenway Park is one attraction that should be on your agenda. Put together a driving playlist and make a day trip of it.
Which airport is best for Westbrook?
One option is Portland Intl. Jetport Airport (PWM). From here, you’ll have to travel northwest for around 4 mi to reach inner Westbrook. Another convenient choice is Augusta State Airport (AUG), 55 mi away from central Westbrook.
What is there to do in Westbrook?
MAGAN Trailhead is just one of the memorable sights that make Westbrook such a tourist hot spot. But give yourself enough time to discover its lesser-known attractions too. This is sometimes where the best memories are created.
Where should I stay when visiting Westbrook?
Many visitors check in to the Sunny spot minutes from Portland. It’s sure to be a great base for your Westbrook vacation.

Photos of local treasures

Browse Westbrook vacation photos for more inspiration

Photo by The Maine Way of Life
Photo by The Maine Way of Life
Photo by Karen Rinaldo-green
Photo by Karen Rinaldo-green