
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.


Cliff House Maine
Price was CA $1,788, price is now CA $1,328 per person
CA $1,328
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
We had an amazing stay at Cliffhouse and were pleasantly surprised by how beautiful it is. The only minor issues we encountered were that the pullout couch was quite uncomfortable for our kids, and it was frustrating that children aren’t allowed in the main pool—everyone with kids ends up crowded around a small pool off to the side. Aside from that, everything else was fantastic!
Reviewed on Aug. 9, 2025

The Docent's Collection
Downtown Portland
Price was CA $1,964, price is now CA $1,662 per person
CA $1,662
per person
Oct 16 - Oct 18
found 1 hour ago
Roundtrip flight included
Québec (YQB) to Portland (PWM)
9.6/10 Exceptional! (219 reviews)
This property was beyond expectation. As long as you are comfortable using the app, check in was super easy and so was getting into our suite. The kitchen had everything we could have possibly needed, and having a living space was a great lift from a normal hotel room.
Reviewed on Aug. 16, 2025

Hampton Inn Portland Downtown - Waterfront
Downtown Portland
Price was CA $1,822, price is now CA $1,600 per person
CA $1,600
per person
Oct 16 - Oct 18
found 1 hour ago
Roundtrip flight included
Québec (YQB) to Portland (PWM)
8.8/10 Excellent! (1,005 reviews)
Clean hotel. Friendly staff.
Reviewed on Aug. 21, 2025

Canopy by Hilton Portland Waterfront
Downtown Portland
Price was CA $2,010, price is now CA $1,771 per person
CA $1,771
per person
Oct 16 - Oct 18
found 1 hour ago
Roundtrip flight included
Québec (YQB) to Portland (PWM)
9.4/10 Exceptional! (1,004 reviews)
Lovely stay, convenient and great breakfast. The bikes wonderful!
Reviewed on Aug. 20, 2025
Westbrook Hotel Deals

Super 8 by Wyndham Portland ME
208 Larrabee Rd, Westbrook, ME
Fully refundableReserve now, pay when you stay
The price is CA $92 per night from Sep 14 to Sep 15
CA $92
CA $100 total
Sep 14 - Sep 15
includes taxes & fees
5.6/10 (1,000 reviews)
Ok
"The stay was ok. Nothing to add"
Reviewed on Aug. 10, 2025

Days Inn by Wyndham Airport/Maine Mall
461 Maine Mall Rd, South Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $161 per night from Aug 24 to Aug 25
CA $161
CA $176 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,190 reviews)
"Good hotel for transit"
Reviewed on Aug. 18, 2025

Clarion Hotel Portland
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Aug 25 to Aug 26
CA $211
CA $234 total
Aug 25 - Aug 26
includes taxes & fees
7.8/10 Good! (1,018 reviews)
"The hotel definitely needs a facelift but it was fine for a brief one night stay. The bed was comfortable. When the elevator got stuck on the 5th floor while we waited in the lobby, the front desk clerk was quick to walk up the 5 flights to address the situation."
Reviewed on Aug. 17, 2025
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.
What to do in Westbrook

Afternoon Windjammer Cruise Along the Coast of Portland Maine
CA $92
per adult

Sunset Lighthouse Cruise Tour from Casco Bay
CA $81
per adult
90% of travellers recommend
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