Stroudwater Holidays

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Your Stroudwater Holiday

Take the stress out of organising your next break by booking a Stroudwater holiday package. Take in the sounds and sights of this wonderful neighbourhood and experience all it has to offer. Want to head out and see the sights during your trip to Stroudwater? Pencil in a visit to nearby attractions like University of Southern Maine, Maine Mall and Thompsons Point. Stop daydreaming and start doing. When you're ready to lock in your dream holiday to Stroudwater, Expedia will help get you there.

Our guide on where to stay in Stroudwater

Find the best Stroudwater areas and neighborhoods for the activities you enjoy most. Learn more about Stroudwater
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Downtown Portland

5 out of top 10 points of interest in this area
4/5(1 area review)

A noteworthy feature of Downtown Portland is its captivating waterfront views. While you're in town, be sure to stop and check out Cross Insurance Arena and Fore Street Gallery.

Find hotels in Downtown Portland

Our pick of the best Stroudwater Hotel Deals

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$129 per night from 14 Jan to 15 Jan
AU$129
14 Jan - 15 Jan
includes taxes & fees
7.8/10 Good! (1,322 reviews)
Front desk attendant was very pleasant and helpful. Room was clean and well stocked with towels and toiletries.

Reviewed on 5 Jan 2026

Clarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$162 per night from 8 Feb to 9 Feb
AU$162
8 Feb - 9 Feb
includes taxes & fees
8.8/10 Excellent! (1,008 reviews)
Room was clean and had all amenities.

Reviewed on 6 Jan 2026

The Westin Portland Harborview
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,570 reviews)
I love the hotel!

Reviewed on 7 Jan 2026

Get rates
Portland Regency Hotel & Spa
See all 2,367 properties in Stroudwater
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
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All Inclusive Holidays
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Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Stroudwater holiday package cost?
The cheapest Stroudwater holiday package is , so the trip of your dreams can become a reality — without a hefty price tag. Bundle flights, hotels and car rentals to tailor a package that fits you.
How do I get a cheap travel package to Stroudwater?
Bundle your flights and hotels, add on extras such as tours, and save with a Stroudwater holiday package. You won't just enjoy big discounts on your getaway — you'll have lots of choice too. When you book through Expedia, you can select from more than 550 partner airlines and 1 000 000 properties globally. Your dream holiday starts right here, right now!
Where should I stay in Stroudwater?
A visit to Stroudwater isn't complete without stopping by University of Southern Maine and Portland Museum of Art. Book a hotel right nearby for quick access to these popular sights.
What are the top hotels in Stroudwater?
Get your escape off to a fantastic start by booking a stay at Nature With In - Town Living That Feels A World Away. It's one of most sought-after properties in Stroudwater. Another comfortable option is Back Yard Paradise.
How far in advance should I book my Stroudwater holiday?
It depends on the airline, but you can usually look up international fares on Expedia up to 12 months in advance. While it's generally a good idea to book ahead of time, lucky travellers will occasionally find a cheaper flight just weeks prior to the date of departure.
What does an Expedia Stroudwater travel package include?
With Expedia, you can select a combination of car rentals, hotels and flights to build your perfect Stroudwater travel package. Once you've made your booking, you can add on all the fun stuff like tours and experiences. Don't forget, the more you bundle, the more cash you'll save!
What should I know before booking a Stroudwater travel package?
A travel package can be easier on the wallet than separately booking all you need for your trip. For example, combine your flights, hotels and rental cars and save big. Whatever kind of holiday you're planning, you're bound to find a package that fits your budget.
Can I choose my airline with a Stroudwater Expedia holiday package?
Yes, and with more than 550 airlines to pick from around the world, you've got lots of choice. Scroll through the available options and find out which airline fits your needs and budget.
If I'm not able to travel, can I cancel my Stroudwater holiday package?
If your travel plans in Stroudwater have changed, it's a relief to know that you can cancel or amend your booking. If you booked within the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge a cancellation fee. To learn more, visit our Customer Service Portal.

Discover the most popular places to visit in Stroudwater

East End Beach showing general coastal views and a beach as well as a small group of people

East End Beach

Swim in the Atlantic Ocean, stroll along the sand-and-pebble shoreline or enjoy a picnic with unbeatable views at Portland’s public beach.

East End Beach
Victoria Mansion showing heritage elements, interior views and a house

Victoria Mansion

Visit the remarkably preserved 19th-century manor house, located in downtown Portland. Get an authentic impression of life during that era.

Victoria Mansion
Eastern Promenade featuring general coastal views and a bay or harbour as well as a small group of people

Eastern Promenade

Built on an old rail corridor along the easternmost portion of Portland’s peninsula, this waterfront trail offers stunning views of the harbor and Atlantic Ocean.

Eastern Promenade

Activities

Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

AU$23
per traveller
Portland Smartphone Audio Tour: Self-Guided Drive
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour

AU$15
per traveller
Downtown Portland: Coastal Vibe and Old Mansions with In-Add Audio Tour
Ultimate Portland Self-Guided Driving GPS Audio Tour

Ultimate Portland Self-Guided Driving GPS Audio Tour

AU$25
per traveller
100% of travellers recommend
Ultimate Portland Self-Guided Driving GPS Audio Tour
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.