Westbrook Holidays from £1,193
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Your Westbrook Holiday
Lock in a Westbrook holiday package and get set to experience the best of this city. Consider staying in the neighbourhood 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 holiday is just clicks away. Browse flights, accommodation and more on Expedia for a getaway that's tailored to suit your style.
Top Westbrook Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Nautical Mile
£1,193
per person
14 Dec - 21 Dec
found 10 hours ago
Return direct flight included
London (LON) to Portland (PWM)
8.6/10 Excellent! (25 reviews)
I've stayed at the Nautical Mile many times! The rooms are perfect for a get-away! The pool is always ready to cool off in and the people, both working at the Nautical Mile and guests are very friendly.
Reviewed on 8 Sept 2026
1802 House Bed and Breakfast
£1,819
per person
14 Dec - 21 Dec
found 10 hours ago
Return direct flight included
London (LON) to Portland (PWM)
9.8/10 Exceptional! (131 reviews)
This is an awesome place with an awesome host. Breakfast was unique but good. Want a great place to stay walking distance to downtown this is it. Amazing
Reviewed on 22 Sept 2026
Westbrook Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Population | 18,000 |
Max Temp Winter | -1.11ºC |
Max Temp Summer | 24ºC |
Top Sights | Higgins Beach, State Theatre and East End Beach |
Top hotels in Westbrook
Super 8 by Wyndham Portland ME
208 Larrabee Rd Westbrook ME
£49
4 Nov - 5 Nov
includes taxes & fees
5.6/10 (1,000 reviews)
"High price with low quality"
Reviewed on 7 Oct 2026
Clarion Hotel Portland Airport ME
1230 Congress St Portland ME
Fully refundable
£59
4 Nov - 5 Nov
includes taxes & fees
8.2/10 Very good! (1,759 reviews)
"Front desk staff very helpful and friendly."
Reviewed on 8 Oct 2026
The Westin Portland Harborview
157 High St Portland ME
Fully refundableReserve now, pay when you stay
£113
1 Nov - 2 Nov
includes taxes & fees
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
This revitalised roller rink preserves the classic skating experience with dynamic lighting and quality sound. Glide across the smooth surface during themed nights or enjoy a nostalgic yet modern adventure.
MAGAN Trailhead
5.2/10 (5 reviews)
The MAGAN Trailhead leads to Mill Brook Preserve's serene woodland paths where alewives migrate each spring. Cross wooden bridges and explore well-marked trails suitable for various hiking abilities.
What to do in Westbrook
Portland: Casco Bay Morning Lighthouse Cruise
£44
per adult
80% of travellers recommend
Sunset Windjammer Cruise Along the Coast of Portland Maine
£57
per adult
90% of travellers recommend
Portland Smartphone Audio Tour: Self-Guided Drive
£13
per traveller
100% of travellers recommend
Frequently asked questions
Why should I book my Westbrook holiday with Expedia?
Expedia has you covered for all aspects of your upcoming Westbrook holiday. You'll always land the best deals around, but when you bundle your flights, accommodation and/or car hire into a holiday package, you'll score even bigger savings. Want to truly make the most of your adventure? Add some fun activities and tours to your customised package. We offer flexible cancellation policies on almost all bookings, so there's no need to worry if you have to change your plans. Head over to our Customer Service Portal link to find out more.
When is the best time of year to holiday in Westbrook?
If you enjoy the excitement that comes with peak season, head to Westbrook in June, July and September. If you'd like a calmer vibe, December, January and February will suit you better. With average daytime temperatures of -3ºC, January is the coolest period in Westbrook. The warmest time of year is July, when you can expect average temperatures of 20ºC throughout the day. Whatever the temperature, you'll discover plenty of things to keep you entertained here.
What is the top hotel for my holiday in Westbrook?
Portland Harbour Hotel is an ideal base for a fabulous getaway in Westbrook, offering all the conveniences you need and more.
How do I get a cheap holiday to Westbrook?
Browse and book everything in the one place with our Westbrook holidays. You'll find deals on flights, hotels and more that'll keep your wallet happy and your sense of adventure alive. And, with more than 400 partner airlines and 321,000 properties across the globe to pick from, you'll have the flexibility to mix and match as you like. Learn more about how you can save money on your next holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Westbrook holiday?
With must-see tourist attractions like Portland Head Light and Portland Museum of Art, a holiday in Westbrook promises plenty of fun things to see and do. University of Southern Maine and Victoria Mansion are a couple of other sights worth exploring.
What is the best area to stay in when on holiday in Westbrook?
Westbrook has lots of fascinating places to see, such as MAGAN Trailhead. Book accommodation close by and make sightseeing stress-free.
Do I need a visa for my Westbrook holiday?
Visa requirements for Westbrook vary based on your nationality and the purpose of your visit. Remember to check official government websites to determine if you need a visa for your holiday. They'll give you the most up-to-date information, including details about application procedures or supporting documentation you may need. Research your visa requirements in advance to ensure a hassle-free travel experience. Also check to see that your passport is valid for at least six months from your return date.
What should I wear on my Westbrook holiday?
Do a little research into the sorts of things people in Westbrook wear, and maybe even look up fashion pages on social media for inspiration. Whatever your look, try to create a versatile wardrobe full of pieces that suit your destination and show off your unique sense of style. Daytime temperatures in January, Westbrook's coolest month, are around -3ºC. July marks this city's warmest month when average temperatures reach 20ºC. Our tip? Take the guesswork out of what to pack and check the weather forecast.
What does an Expedia Westbrook holiday include?
Expedia has all you need to book your Westbrook getaway, but how your package is structured is your choice. Select from any combination of flights, hire cars and hotels. Looking for some activities or tours to fill in your time? Once you've made your booking, you can add them on too. No matter your style or budget, there's a package to meet your needs. Explore a huge range of property types and select one that suits your group size and travel needs. The most in-demand rentals here are private holiday homes and apartments. With Expedia, it's easy to design your Westbrook escape just the way you like.
Does Expedia offer Book Now, Pay Later Westbrook holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway a bit easier on the wallet. Paying in instalments means you can spread the costs of your dream holiday, leaving you with more cash to splash while you're away. Klarna has several payment plans to pick from, so you're sure to find something that falls within your budget. Check out these flexible payment options:
- Pay monthly holidays: Escape on that dream holiday sooner with Klarna's easy instalment plans. If paying in multiple transactions works for you, choose this option at checkout.
- No-deposit holidays: If not paying upfront for your trip makes pressing that "book now" button more stress-free, choose a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!
Can I choose my airline with a Westbrook Expedia holiday?
You can, and with more than 400 airlines to choose from worldwide, you're spoiled for choice. Search the available options and see which airline fits your needs and budget.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
