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.
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
Nasons Corner
per person
Oct 1 - Oct 5
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
7.8/10 Good! (1,032 reviews)
Convenient location to highway

Reviewed on Jul. 27, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
per person
Oct 1 - Oct 5
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
Excellent in a great location

Reviewed on Jul. 26, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
per person
Oct 17 - Oct 19
found 2 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,008 reviews)
The oceanview was breathtaking, the morning sun was stunning

Reviewed on Jul. 22, 2025

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
per person
Oct 1 - Oct 5
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Nice place to stay. Great service.

Reviewed on Jul. 23, 2025

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
per person
Oct 1 - Oct 5
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,338 reviews)
Charming and very welcoming staff. We were able to walk everywhere easily. Great location!

Reviewed on Jul. 23, 2025

Ready to book your vacation to Westbrook?

 

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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 $121 per night from Aug 25 to Aug 26
CA $121
CA $131 total
Aug 25 - Aug 26
includes taxes & fees
5.6/10 (1,007 reviews)
"Nice spot. Nice price. The breakfast ends at 9am. They dont tell you and are very rude when you ask questions..especially the cleaning lady at the end of breakfast was rude."

Reviewed on Jul. 18, 2025

Super 8 by Wyndham Portland ME
Days Inn by Wyndham Airport/Maine Mall

Days Inn by Wyndham Airport/Maine Mall

2 out of 5
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $150 per night from Aug 24 to Aug 25
CA $150
CA $164 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,069 reviews)
Quiet, clean
"Good bed, clean, nice basic hotel. Only complaint was that the bathroom door stuck. There also was not much pressure for the cold water in the sink. Quiet even though it seemed full and was beside a busy road. Very close to the mall, dining, and turnpike."

Reviewed on Jul. 24, 2025

Days Inn by Wyndham Airport/Maine Mall
Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Aug 11 to Aug 12
CA $208
CA $231 total
Aug 11 - Aug 12
includes taxes & fees
7.8/10 Good! (1,031 reviews)
"Everything about this hotel is lovely except the beds. The beds are horribly uncomfortable. Good location, plenty of parking, clean & well-kept. But they’ve been needing new mattresses. & for what i paid to stay there, i fully expected good sleep, which i didn’t get."

Reviewed on Jul. 27, 2025

Clarion Hotel Portland
See all 3,084 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.
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What to do in Westbrook

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

CA $91
per adult
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Sunset Lighthouse Cruise Tour from Casco Bay

Sunset Lighthouse Cruise Tour from Casco Bay

CA $77
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
Portland: Sightseeing Cruise to Portland Head Light

Portland: Sightseeing Cruise to Portland Head Light

CA $49
per adult
98% of travellers recommend
Portland: Sightseeing Cruise to Portland Head Light
See all activities in Westbrook

Frequently asked questions

How much does a Westbrook vacation package cost?
You can grab a vacation package to this popular destination from CA $1,077 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?

  1. 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.
  2. 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.
  3. 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.
  4. Bundle your airfare and accommodations: Once you've settled on your dates and duration, book the perfect Westbrook vacation package for you.

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