Stroudwater Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Stroudwater
Price found within the past 48 hours. Click for updated prices.
Kings Port Inn
CA $1,301
per person
Oct 9 - Oct 14
found 8 hours ago
Roundtrip flight included
Toronto (YYZ) to Portland (PWM)
9.4/10 Exceptional! (1,021 reviews)
We had a very nice stay at the King’s Port Inn. The location was perfect. The room was very clean. However, it was nothing that really wowed us. The bathroom was small and there wasn’t anywhere to hang things. We asked for 2 queen beds and got a pull out sofa instead. We constantly heard the people above us. The staff were super friendly and helpful. More outdoor seating areas would be nice. Maybe bikes…….We maybe would stay here again but honestly would look into other places.
Reviewed on Aug 31, 2026
Where to stay in Stroudwater
Find the best Stroudwater areas and neighborhoods for the activities you enjoy most. Learn more about Stroudwater
Downtown Portland
4 out of top 10 points of interest in this area
Downtown Portland is known for its captivating waterfront views, and with sights like Cross Insurance Arena and Merrill Auditorium, you won't get bored spending a day wandering around this part of Portland.
Old Port
Cobblestone streets, 19th-century brick buildings, and fishing piers define this district, offering boutiques, restaurants, and bars. Explore Post Office Park, Tommy's Park with its large mural, and stroll the Eastern Promenade Trail to East End Beach.
West End
Distinguished by its well-preserved Victorian architecture, this downtown Portland neighborhood boasts the scenic Western Promenade park, offering views of the White Mountains, and several historic structures, such as the Gothic House and Morrill Mansion.
Portland Arts District
The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.
East Bayside
Bordered by Franklin Street and Washington Avenue, East Bayside offers a community arts venue, Mayo Street Arts, and the relaxing green space of Kennedy Park. Explore nearby Old Port and Munjoy Hill.
Stroudwater Hotel Deals
Quality Inn & Suites South Portland
738 Main Street South Portland ME
Fully refundable
CA $105
CA $114 total
Sep 10 - Sep 11
includes taxes & fees
6.4/10 (1,106 reviews)
"Great location, but the property is old and run down. The gentleman working night shift was kind and helpful / the woman. Working yesterday morning was the opposite. Just know it is an okay price when in a pinch and simply needing to sleep. For. Expect anything more than that."
Reviewed on Sep 2, 2026
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
CA $161
CA $175 total
Sep 10 - Sep 11
includes taxes & fees
Clarion Pointe South Portland
675 Main Street I-95 South Portland ME
Fully refundable
CA $94
CA $103 total
Oct 1 - Oct 2
includes taxes & fees
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 vacation package cost?
The cheapest Stroudwater vacation package is CA $1,031, 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 vacation 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 vacation 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 vacation?
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 travelers 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 vacation you're planning, you're bound to find a package that fits your budget.
Can I choose my airline with a Stroudwater Expedia vacation 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 vacation 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.
Stay near popular Stroudwater attractions
Tate House Museum
You can spend time browsing the exhibits at Tate House Museum in Portland. Experience the area's acclaimed theater scene or attend a sporting event.
Things to do
Sunset Windjammer Cruise Along the Coast of Portland Maine
CA $107
per adult
90% of travellers recommend
Morning Lighthouse Cruise Along the Coast of Portland Maine
CA $82
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.