Westbrook Holidays from £809

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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.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Price was £926, price is now £809 per person
£809
per person
6 Nov - 10 Nov
found 22 hours ago
Return flight included
London (LHR) to Portland (PWM)
9.2/10 Wonderful! (1,552 reviews)
Beautiful hotel, great location

Reviewed on 28 Aug 2025

Inn By The Sea

Inn By The Sea

4 out of 5
Price was £1,723, price is now £1,481 per person
£1,481
per person
11 Oct - 14 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Portland (PWM)
9.4/10 Exceptional! (279 reviews)
We chose Inn by the Sea because it was advertised as a “pet-friendly” property with beach access for pets, which was a key factor in our decision. Unfortunately, our experience didn’t quite align with those expectations. We arrived on a Sunday around noon and, as expected, our room wasn’t ready (check-in is at 4:00pm). However, unlike many hotels, we were not offered anything while we waited — no welcome drink, light refreshment, or even an early check-in estimate — despite having to wait the full four hours. Once we checked in, we were told our assigned room was not pet-friendly, and we would be charged for any accidents — despite booking under the premise that this was a pet-friendly stay. Additionally, the restaurant only allows pets in the outdoor seating area, and the pool area is not pet-friendly at all. So while the hotel does accommodate pets in some areas, it’s misleading to call it fully pet-friendly when the main guest amenities are off-limits. That said, the property is beautiful and most of the staff were friendly and professional, which we appreciated. But overall, if you’re traveling with a pet and hoping for a truly integrated experience, this may not be the best fit.

Reviewed on 18 Aug 2025

Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
Price was £962, price is now £857 per person
£857
per person
6 Nov - 10 Nov
found 22 hours ago
Return flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (609 reviews)
Walkable to downtown Kennebunkport shopping.

Reviewed on 24 Aug 2025

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
Downtown Portland
Price was £918, price is now £841 per person
£841
per person
6 Nov - 10 Nov
found 22 hours ago
Return flight included
London (LHR) to Portland (PWM)
9.4/10 Exceptional! (1,386 reviews)
Historic bldg, nicely done

Reviewed on 28 Aug 2025

Dormir

Dormir

3 out of 5
Price was £1,054, price is now £972 per person
£972
per person
11 Oct - 14 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Portland (PWM)
8.8/10 Excellent! (1,003 reviews)
For the price I would have liked to have my bed made and fresh towels replaced every day. Breakfast was really good but ditch those fake eggs. Over all it was great. Would stay there again.

Reviewed on 17 Aug 2025

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

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 £66 per night from 14 Sept to 15 Sept
£66
14 Sept - 15 Sept
includes taxes & fees
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 £125 per night from 2 Sept to 3 Sept
£125
2 Sept - 3 Sept
includes taxes & fees
7.8/10 Good! (1,010 reviews)
"Consistent- we’ve chosen to stay many times both when we need Park and Fly and when going to local concerts at Thompson Point so we can walk over, and have the long drive home late at night. Clean, friendly and convenient. Price is reasonable."

Reviewed on 23 Aug 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
The price is £123 per night from 3 Sept to 4 Sept
£123
3 Sept - 4 Sept
includes taxes & fees
7.8/10 Good! (1,248 reviews)
"the breakfast was great"

Reviewed on 25 Aug 2025

Days Inn by Wyndham Airport/Maine Mall
See all 3,027 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Westbrook

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

£5
per adult
Downtown Golden Adventure Quest Experience in Portland
Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

£50
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

£44
per adult
90% of travellers recommend
Sunset Lighthouse Cruise Tour from Casco Bay
See all activities in Westbrook

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.