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.
Ogunquit River Inn & Suites
Moody
CA $1,054
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
Overall the staff we very friendly and the property was well maintained. The shower pressure was very weak and the door did not lock from the outside. I mentioned the shower to the staff when I checked out but forgot about the door. She was very receptive and thankful.
Reviewed on Aug 26, 2026
The Meadowmere Resort
CA $1,205
per person
Oct 22 - Oct 26
found 16 hours ago
Roundtrip non-stop flight included
Edmonton (YEA) to Portland (PWM)
8.6/10 Excellent! (1,002 reviews)
Room was clean and staff was helpful but this is supposed to a good quality hotel yet it’s on the main road with lots of associated noice including morning garbage pickup, etc. Also this property has absolutely no view.
Reviewed on Aug 26, 2026
Blind Tiger Portland - Danforth Street.
West End
CA $2,193
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip flight included
Edmonton (YEA) to Portland (PWM)
9.6/10 Exceptional! (189 reviews)
Perfect location & beautiful stay! Very unique property. Great recommendations & lovely hospitality. We will definitely come back the next time we’re in Portland!
:)
Reviewed on Aug 23, 2026
Ready to book your vacation to Westbrook?
Westbrook Hotel Deals
Super 8 by Wyndham Portland ME
208 Larrabee Rd Westbrook ME
Fully refundableReserve now, pay when you stay
CA $97
CA $106 total
Sep 2 - Sep 3
includes taxes & fees
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
CA $100
CA $109 total
Sep 2 - Sep 3
includes taxes & fees
7.2/10 Good! (732 reviews)
"Was once a nice place but it’s being run hard and not reinvested in. Bed was comfortable but over all, it’s mid and not looking like it’s being taken care of."
Reviewed on Aug 26, 2026
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
CA $108
CA $118 total
Sep 2 - Sep 3
includes taxes & fees
6.4/10 (1,089 reviews)
"Cheap"
Reviewed on Aug 26, 2026
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 Performing Arts Center
Enjoy an outing to Westbrook Performing Arts Center during your stay in Westbrook. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
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.
MAGAN Trailhead
5.2/10 (5 reviews)
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.
What to do in Westbrook
Sunset Windjammer Cruise Along the Coast of Portland Maine
CA $109
per adult
90% of travellers recommend
Morning Lighthouse Cruise Along the Coast of Portland Maine
CA $83
per adult
Frequently asked questions
How much does a Westbrook vacation package cost?
You can grab a vacation package to this popular destination from CA $980 on Expedia. But how much your vacation to Westbrook costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Westbrook?
You're likely to find lower rates and greater availability in January, February and March. Explore our cheap Westbrook vacation packages and you could score some great off-season deals.
How many days is enough for Westbrook?
With about 3 days, you'll have plenty of time to experience popular neighbourhoods such as Downtown Portland and Old Port during your Westbrook vacation. Remember to also add State Theatre and Portland Museum of Art to your must-see list. In the mood for more adventures? Consider exploring outside of Westbrook on day trips and tours.
How to find the best Westbrook package deals?
Finding a cheap Westbrook package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply some filters and browse what's available. You can customize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to view the most economical Westbrook package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Westbrook vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and hotels separately. Better still, you can tailor your Westbrook getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Westbrook?
Secure incredible bargains by booking your flights early with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Westbrook break.
How to plan a trip to Westbrook?
- Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Westbrook.
- Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your hotel will probably be the largest expense during your trip to Westbrook.
- Set the duration of your trip: Start by making a list of all the activities and attractions you want to get to in Westbrook. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your airfare and accommodations: Once you've settled on your dates and duration, book the perfect Westbrook vacation package for you.
Explore a world of travel with Expedia
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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.
