Stroudwater Holidays

Book a Hotel + Flight or Car together to unlock savings

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
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

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 5.635.967 ₫ per night from 31 May to 1 Jun
5.635.967 ₫
7.241.116 ₫ total
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (1,767 reviews)
"Location Location. Valet parking could be more reasonable!!"

Reviewed on 24 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 4.959.145 ₫ per night from 28 May to 29 May
4.959.145 ₫
5.486.797 ₫ total
28 May - 29 May
includes taxes & fees
9.4/10 Exceptional! (1,650 reviews)
"Just okay, guest services staff a bit aloof. Can’t beat the location in the heart of the old port. Comfortable bed. Room service closed too early. Nothing in the minibar fridge. Walls are surprisingly thin. I expected more from the Regency."

Reviewed on 25 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 refundableReserve now, pay when you stay
The price is 4.729.321 ₫ per night from 31 May to 1 Jun
4.729.321 ₫
5.950.658 ₫ total
31 May - 1 Jun
includes taxes & fees
9.4/10 Exceptional! (1,219 reviews)
"Clean room, nice location. Wish the tv was a smart tv, and found the $25/room sort of annoying since the restaurant on property was understaffed. But overall we enjoyed it."

Reviewed on 21 May 2026

Cambria Hotel Portland Downtown-Old Port
See all 2,511 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

State Theatre

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

State Theatre
Portland Museum of Art

Portland Museum of Art

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
Eastern Promenade

Eastern Promenade

Eastern Promenade is just one of the places to see in Portland, so why not enjoy the other things to explore during your travels? Amble around the area's waterfront or attend a sporting event.

Eastern Promenade