Westbrook Vacations from $557

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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.

The Latest Westbrook vacation packages

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

River View Resort

2.5 out of 5
Save 100% on your flight
per person
Aug 22 - Aug 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Portland (PWM)
8.8/10 Excellent! (291 reviews)
It was a basic suite-like motel. Could use an upgrade. Very 70s

Reviewed on Mar 30, 2025

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 4 - Sep 10
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.2/10 Wonderful! (1,514 reviews)
Awesome downtown location close to all the restaurants and shops.

Reviewed on Jun 20, 2025

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Aug 11 - Aug 15
found 24 hours ago
Roundtrip flight included
Dallas (DFW) to Portland (PWM)
9.4/10 Exceptional! (1,002 reviews)
can not beat the location and sites. staff was amazing and super clean hotel. very expensive place to pay for location and seclusion. food selection and options could be better.

Reviewed on Jun 13, 2025

The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (205 reviews)
Very impressed with the facility. Centrally located. We had a bumpy start with the contact-less virtual check-in. But now that we know what needs to be done, it will be easier next time for us. Especially nice for anyone who is traveling on business and expects an extended stay in the area.

Reviewed on Jun 20, 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Portland (PWM)
9.6/10 Exceptional! (270 reviews)
It was one of the best getaways we have ever been on. Thank you for your hospitality.

Reviewed on Jun 13, 2025

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Discover the most popular places to visit in Westbrook

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

What to do in Westbrook

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

$10
per adult
Downtown Golden Adventure Quest Experience in Portland
Portland: Schooner Tall Ship Cruise on Casco Bay

Portland: Schooner Tall Ship Cruise on Casco Bay

$108
per adult
Portland: Schooner Tall Ship Cruise on Casco Bay
See all activities in Westbrook

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
$74 nightly
The price is $81 total per night from Jul 1 to Jul 2
$81 total
Jul 1 - Jul 2
Total includes taxes and fees
5.6/10 (1,005 reviews)
Comfortable stay
"Great customer service. Comfortable and clean room. Some difficulty with the toilet flushing but otherwise very clean."

Reviewed on May 21, 2025

Super 8 by Wyndham Portland ME
La Quinta Inn & Suites by Wyndham Portland
La Quinta Inn & Suites by Wyndham Portland
3 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
$170 nightly
The price is $188 total per night from Jun 22 to Jun 23
$188 total
Jun 22 - Jun 23
Total includes taxes and fees
8.8/10 Excellent! (2,172 reviews)
"No surprises"

Reviewed on Jun 18, 2025

La Quinta Inn & Suites by Wyndham Portland
The Westin Portland Harborview
The Westin Portland Harborview
4 out of 5
157 High St, Portland, ME
Fully refundableReserve now, pay when you stay
$250 nightly
The price is $276 total per night from Jul 6 to Jul 7
$276 total
Jul 6 - Jul 7
Total includes taxes and fees
8.8/10 Excellent! (1,001 reviews)
"Great stay! My daughter loved it too. Clean. Great food."

Reviewed on Jun 19, 2025

The Westin Portland Harborview
See all 3,044 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.

Find the Best Westbrook Vacation Packages

Westbrook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Portland Intl. Jetport Airport (PWM)
Population
18,000
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
State Theatre, Higgins Beach and East End Beach

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Frequently asked questions

How much does a Westbrook vacation package cost?
Offering great value package deals from $557 on Expedia, you'll be pleasantly surprised at how much a vacation to Westbrook costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Westbrook?
You can typically find lower rates and greater availability in December, January and February. Explore our cheap Westbrook vacation packages and you could get some excellent off-season deals.
How many days is enough for Westbrook?
Generally, a handful of days is enough to tick off the major attractions during your Westbrook vacation. However, if you want to have more time to kick back or go on day trips, consider extending your itinerary.
How to find the best Westbrook package deals?
Start your search for a Westbrook package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Westbrook package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Westbrook adventure underway.
Is it cheaper to book a Westbrook vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Westbrook vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Westbrook?
Secure incredible bargains by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Westbrook trip.
How to plan a trip to Westbrook?

  1. Choose the best time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to visit Westbrook.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to activities and flights. Your hotel will probably be the biggest expense during your trip to Westbrook.
  3. Use Expedia's trip planning tool to discover Westbrook: Research every part of your trip to Westbrook with this handy planner. Invite your family and friends to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide your trip length: Consider how long you want to spend exploring Westbrook. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  5. Combine your airfare and accommodations: Once you've settled on your trip dates and duration, book the perfect Westbrook vacation package for you.
  6. Add on experiences and excursions: Take a look at our dedicated travel guide to find some incredible things to do in Westbrook in Westbrook. Book tickets or make reservations in advance to save time and skip the hassle of searching for activities once you arrive.

Does Expedia offer Book Now, Pay Later Westbrook vacation packages?
Your Westbrook trip is meant to be an escape from your busy life, not a source of money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.