Westbrook Vacation Packages

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Your Westbrook Vacation

Lock in a Westbrook vacation package and get set to experience the best of this city. Consider staying in the neighborhood of Parkside, which is good for festivals, markets and walking. Fill your spare time with visits to University of Southern Maine, Portland Museum of Art and Victoria Mansion, some of the things you simply have to see during your trip to Westbrook. That dream Westbrook vacation is just clicks away. Browse flights, accommodations and more on Expedia for a getaway that's tailored to suit your style.

Top Westbrook Vacation Deals

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

River View Resort

2.5 out of 5
per person
Jul. 13 - Jul. 16
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (256 reviews)
This property was very clean with modern updates. The staff was kind and helpful, pool and hot tub were amazing. Highly recommend River View.

Reviewed on Mar. 11, 2024

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Jul. 13 - Jul. 16
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (900 reviews)
the hotel is very beautiful, I really fell in love with the design and all the hotel's amenities and facilities, I intend to return soon

Reviewed on May 22, 2024

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Aug. 1 - Aug. 5
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9/10 Wonderful! (1,191 reviews)
The hotel was very comfortable and the staff was friendly and helpful.

Reviewed on May 23, 2024

Howard Johnson Hotel by Wyndham South Portland

Howard Johnson Hotel by Wyndham South Portland

2 out of 5
per person
Aug. 1 - Aug. 5
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
7.2/10 Good! (1,000 reviews)
Clean, comfortable, friendly staff, near airport.

Reviewed on Nov. 2, 2021

Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
per person
Aug. 1 - Aug. 5
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
7.8/10 Good! (1,000 reviews)
Great people,very kind,not loud,easy to get the mall

Reviewed on May 23, 2024

Westbrook Hotel Deals

Super 8 by Wyndham Portland ME
Super 8 by Wyndham Portland ME
2 out of 5
208 Larrabee Rd, Westbrook, ME
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from May 27 to May 28
CA $116
CA $126 total
includes taxes & fees
May 27 - May 28
6/10 (1,005 reviews)
"Staff are excellent, very helpful. Convenient location."

Reviewed on May 20, 2024

Super 8 by Wyndham Portland ME
The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from May 27 to May 28
CA $221
CA $251 total
includes taxes & fees
May 27 - May 28
8.4/10 Very Good! (1,053 reviews)
"Excellent TV screen and easy channel options."

Reviewed on May 19, 2024

The Westin Portland Harborview
Portland Harbor Hotel
Portland Harbor Hotel
4 out of 5
468 Fore Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $314 per night from May 27 to May 28
CA $314
CA $395 total
includes taxes & fees
May 27 - May 28
8.8/10 Excellent! (1,123 reviews)
"One of the best hotels we ever stayed in."

Reviewed on May 20, 2024

Portland Harbor Hotel
See all 2,671 properties in Westbrook
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Westbrook vacation package cost?
The cheapest Westbrook package is CA $694, so your dream vacation can become a reality — without a hefty price tag. Combine flights, hotels, car rentals and more to tailor a package that matches your travel style.
How do I get a cheap travel package to Westbrook?
Bundle your flights and hotels with Expedia to save big bucks on your next big adventure. With over 550 air carriers and 1,000,000 hotel options across the globe, your Westbrook vacation package can be customized exactly to suit your travel style. With all that extra cash, why not throw in one or more fun experiences and tours? It’s an easy way to unlock even more savings. Your dream getaway to Westbrook is much closer than you thought!
Where should I stay in Westbrook?
With so much to explore in Westbrook, it makes sense to book a hotel close to its attractions. Sable Oaks Golf Course, Gorham Country Club and Fore River Sanctuary are some interesting ones to add to your itinerary.
What are the top hotels in Westbrook?
When it comes to comfy and convenient places to stay in Westbrook, you can’t go past Super 8 by Wyndham Portland ME. Have a look at our offers and score a great price.
How far in advance should I book my Westbrook vacation?
It’s hard to pick the perfect time for airfares, but we generally say the earlier, the better. Most international flights on Expedia become available to compare up to a year in advance. If you can’t book early, don’t worry. Budget prices occasionally appear just weeks before departure dates.
What does an Expedia Westbrook travel package include?
It depends on what kind of trip you have in the works. Westbrook travel deals can include flights, hotels and car rentals. You can mix and match to create the bundle that suits your style and budget. You can also add on activities and experiences after you’ve booked to land even bigger discounts.
What should I know before booking a Westbrook travel package?
Get set to save with an Expedia travel package. Bundle your flights, rental cars and hotels and pick up fantastic discounts. Hotels aren’t your only option, however. Book with us and choose from island villas, cozy city apartments and even ranches and treehouses!
If I'm not able to travel, can I cancel my Westbrook vacation package?
Because we know life can be unpredictable, the answer is yes. For more information, head to our Customer Service Portal. But generally speaking, if you’ve booked your package in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may impose a fee if you made your booking a while ago.

Discover the most popular places to visit in Westbrook

Image for Happy Wheels Skate Center

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
Image for MAGAN Trailhead

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

What to do in Westbrook

Image for Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

CA $198
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

CA $122
Per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
Image for Portland, Maine: Old Port Brewery & Pub Walking Tour

Portland, Maine: Old Port Brewery & Pub Walking Tour

CA $121
Per adult
Portland, Maine: Old Port Brewery & Pub Walking Tour
See all activities in Westbrook

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.