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
Sep 12 - Sep 15
found 1 day ago
Roundtrip 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 10 - Oct 15
found 18 hours ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
9.2/10 Wonderful! (1,523 reviews)
Did not like the $35 fee that charged upon check in which was for the restaurant and bar, but could not be refunded if we did not use it. Also, the elevator situation was not ideal. Bed was very comfortable.

Reviewed on Aug. 1, 2025

Ramada by Wyndham Saco/Old Orchard Beach Area

Ramada by Wyndham Saco/Old Orchard Beach Area

2.5 out of 5
per person
Oct 10 - Oct 15
found 18 hours ago
Roundtrip non-stop flight included
St. John's (YYT) to Portland (PWM)
7/10 Good! (1,012 reviews)
Great place will certainly stay again!

Reviewed on Jul. 31, 2025

Inn at Diamond Cove

Inn at Diamond Cove

3.5 out of 5
per person
Sep 12 - Sep 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
8.8/10 Excellent! (177 reviews)
We had an amazing stay! What a gem of an experience - all of the staff was wonderful - Antonio at the lobby cafe was so kind and friendly and Kayla at concierge always went above and beyond!!

Reviewed on Jul. 20, 2025

Blind Tiger Portland – Carleton Street

Blind Tiger Portland – Carleton Street

3.5 out of 5
West End
per person
Oct 10 - Oct 13
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Portland (PWM)
9.8/10 Exceptional! (114 reviews)
The Blind Tiger was a gem. It was convenient and private enough to enjoy with staff available 24/7 with and questions. The room, lobby and all areas were immaculate and brilliantly arranged. I would definitely go again!

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 $99 per night from Sep 2 to Sep 3
CA $99
CA $108 total
Sep 2 - Sep 3
includes taxes & fees
5.6/10 (1,000 reviews)
"The price was good. One of the lights in the room didn't work. Everything else was fine."

Reviewed on Jul. 26, 2025

Super 8 by Wyndham Portland ME
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 $210 per night from Aug 11 to Aug 12
CA $210
CA $232 total
Aug 11 - Aug 12
includes taxes & fees
7.8/10 Good! (1,038 reviews)
"The lobby is welcoming. I mean spacious, clean and bright!"

Reviewed on Jul. 30, 2025

Clarion Hotel Portland
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 $151 per night from Aug 24 to Aug 25
CA $151
CA $165 total
Aug 24 - Aug 25
includes taxes & fees
7.8/10 Good! (1,101 reviews)
"Outside wasn't well kept up. The room was average, clean."

Reviewed on Jul. 31, 2025

Days Inn by Wyndham Airport/Maine Mall
See all 3,061 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

What to do in Westbrook

Port City Light Cruise

Port City Lights Cruise

CA $53
per adult
100% of travellers recommend
Port City Lights Cruise
Portland: Maine Lighthouses Sightseeing Cruise with Drinks

Portland: Maine Lighthouses Sightseeing Cruise with Drinks

CA $95
per adult
Portland: Maine Lighthouses Sightseeing Cruise with Drinks
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 $622 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.