Stroudwater Holidays

Book a Hotel + Flight or Car together to unlock savings

Photo by Karen Rinaldo-green

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

4 out of top 10 points of interest in this area
3.5/5(2 area reviews)

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

Top hotels in Stroudwater

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 2.214.407 ₫ per night from 23 Dec to 24 Dec
2.214.407 ₫
2.450.019 ₫ total
23 Dec - 24 Dec
includes taxes & fees
7.8/10 Good! (1,289 reviews)
Pleasant stay.

Reviewed on 17 Dec 2025

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 2.342.035 ₫ per night from 5 Jan to 6 Jan
2.342.035 ₫
2.591.228 ₫ total
5 Jan - 6 Jan 2026
includes taxes & fees
8.8/10 Excellent! (1,004 reviews)
Helpful staff

Reviewed on 17 Dec 2025

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! (1,550 reviews)
The location was perfect. It was very close to shopping, restaurants and the waterfront. The room was nice and clean. The hot tub was closed for several days for cleaning so we could not use which was a major bummer as we really really wanted to use it. Staff super friendly. Valet parking for $35 ...

Reviewed on 17 Dec 2025

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Portland Regency Hotel & Spa
See all 2,396 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.

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 1null000null000 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.

Popular places to visit

State Theatre featuring street scenes as well as an individual female

State Theatre

You can get tickets for a performance at State Theatre during your stay in Portland. Experience the area's acclaimed theatre scene and great live music.

State Theatre
Portland Museum of Art featuring art and interior views as well as a small group of people

Portland Museum of Art

4/5(2 reviews)

You can spend time browsing the exhibits at Portland Museum of Art during your travels in Portland. Stroll along the area's waterfront or experience its acclaimed theatre scene.

Portland Museum of Art
Victoria Mansion which includes heritage elements, a house and interior views

Victoria Mansion

3/5(1 review)

You can find out about the history of Portland with a visit to Victoria Mansion. Experience the area's great live music and entertainment choices.

Victoria Mansion