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
Downtown Portland

Downtown Portland

4 out of top 10 points of interest in this area

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 Merrill Auditorium.

Find hotels in Downtown Portland

Our pick of the best Stroudwater Hotel Deals

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
468 Fore Street Portland ME
Fully refundableReserve now, pay when you stay
The price is AU$337 per night from 25 May to 26 May
AU$337
25 May - 26 May
includes taxes & fees
9.4/10 Exceptional! (1,770 reviews)
This hotel was the perfect location for us near our destination downtime Portland and was beautiful. Staff was wonderful and the room was great. No complaints.

Reviewed on 15 May 2026

Portland Harbor Hotel
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
The price is AU$263 per night from 26 May to 27 May
AU$263
26 May - 27 May
includes taxes & fees
9.4/10 Exceptional! (1,652 reviews)
A hotel has control over cleanliness, upkeep, and service. This hotel ranks very poorly in service. Not a single smile from any staff at check-in, check-out, or requests. They advertise pickup from the airport is available but after a call before flight, after landing, and then 3 more calls after ...

Reviewed on 12 May 2026

Portland Regency Hotel & Spa
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

3 out of 5
25 HANCOCK STREET Portland ME
Fully refundable
The price is AU$296 per night from 26 May to 27 May
AU$296
26 May - 27 May
includes taxes & fees
9.4/10 Exceptional! (1,221 reviews)
Rooms are fantastic! Great view! Lots of nice small amenities.

Reviewed on 16 May 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,506 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
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
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

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
Spring Point Ledge Lighthouse is the only caisson-style light station in the USA that visitors can walk to. Located on the breakwater at Southern Maine Community College in South Portland.

University of Southern Maine

Enjoy the student vibe at University of Southern Maine as part of your travels around Portland. Stroll along the seaside or attend a sporting event in the area.

University of Southern Maine
Eastern Promenade

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

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local

The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local

AU$95
per adult
98% of travellers recommend
The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local
Portland Self-Guided Driving Audio Tour

Portland Smartphone Audio Tour: Self-Guided Drive

AU$21
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$14
per traveller
Downtown Portland: Coastal Vibe and Old Mansions with In-Add 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.