Stroudwater Vacations

Book a Hotel + Flight or Car together to unlock savings

Photo by Karen Rinaldo-green
    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to $580 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Stroudwater Vacation

Our Stroudwater vacation packages are an easy and handy way to plan and book your next exciting adventure. Uncover the magic of this unique neighborhood without the burden of organizing everything yourself. Kick off your trip to Stroudwater by checking out nearby attractions such as University of Southern Maine, Maine Mall and Thompsons Point. Don't just imagine it — take action! Book your ultimate Stroudwater vacation with Expedia and enjoy traveling your way.

The Latest Stroudwater Vacation Packages

Price found within the past 48 hours. Click for updated prices.
River View Resort

River View Resort

2.5 out of 5
per person
Jul 7 - Jul 12
found 2 days ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Portland (PWM)
8.8/10 Excellent! (256 reviews)
This property was very clean with modern updates. The staff was kind and helpful, pool and hot tub were amazing. Highly recommend River View.

Reviewed on Mar 11, 2024

Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul 7 - Jul 12
found 2 days ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Portland (PWM)
9/10 Wonderful! (1,192 reviews)
Loved the overall vibe and service!

Reviewed on May 31, 2024

Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Jul 8 - Jul 12
found 11 hours ago
Roundtrip flight included
Jacksonville (JAX) to Portland (PWM)
9.4/10 Exceptional! (902 reviews)
the hotel is very beautiful, I really fell in love with the design and all the hotel's amenities and facilities, I intend to return soon

Reviewed on May 22, 2024

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

4 out of 5
Downtown Portland
per person
Jul 7 - Jul 12
found 2 days ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Portland (PWM)
9.4/10 Exceptional! (648 reviews)
It was really conveniently located with a great rooftop bar.

Reviewed on May 28, 2024

The Press Hotel, Marriott Autograph Collection

The Press Hotel, Marriott Autograph Collection

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Jul 7 - Jul 12
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Portland (PWM)
9.6/10 Exceptional! (858 reviews)
AMAZING customer service!

Reviewed on May 17, 2024

Where to stay in Stroudwater

Find the best Stroudwater areas and neighborhoods for the activities you enjoy most. Learn more about Stroudwater
State Street Church

Downtown Portland

5 out of top 10 points of interest in this area
4.5/5(326 area reviews)

Known for its culinary delights, inspiring art and live music, the heart of Maine’s largest city is an exciting location.

Find hotel + flight trips in Downtown Portland

Stroudwater Hotel Deals

Embassy Suites by Hilton Portland Maine
Embassy Suites by Hilton Portland Maine
3.5 out of 5
1050 Westbrook Street, Portland, ME
Fully refundableReserve now, pay when you stay
The price is $175 per night from Jun 9 to Jun 10
$175
$194 total
includes taxes & fees
Jun 9 - Jun 10
9.2/10 Wonderful! (1,043 reviews)
"Nice size suite. Convenient shuttle service. Good breakfast."

Reviewed on May 29, 2024

Embassy Suites by Hilton Portland Maine
Hilton Garden Inn Portland Airport
Hilton Garden Inn Portland Airport
3 out of 5
145 Jetport Blvd, Portland, ME
Fully refundableReserve now, pay when you stay
The price is $179 per night from Jun 2 to Jun 3
$179
$203 total
includes taxes & fees
Jun 2 - Jun 3
8.2/10 Very Good! (1,000 reviews)
"Nice property within walking distance of the airport"

Reviewed on May 21, 2024

Hilton Garden Inn Portland Airport
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 $239 per night from Jun 2 to Jun 3
$239
$302 total
includes taxes & fees
Jun 2 - Jun 3
9/10 Wonderful! (1,189 reviews)
"Nice building in a pleasant neighborhood. Comfortable bed. Convenient coffee maker. Helpful valet parking."

Reviewed on May 29, 2024

Portland Harbor Hotel
See all 2,298 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Stroudwater vacation package cost?
The cheapest Stroudwater vacation package is $697, 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.

Discover the most popular places to visit in Stroudwater

Image for State Theatre

State Theatre

4.5/5(88 reviews)

The beautiful mix of architectural styles, from Art Deco to Moorish, makes this newly renovated performing arts venue one of New England’s best.

State Theatre
Image for Portland Museum of Art

Portland Museum of Art

4.5/5(255 reviews)

Maine’s largest and oldest art institution showcases three centuries of American art and European masters in its architecturally impressive museum complex.

Portland Museum of Art
Image for Victoria Mansion

Victoria Mansion

4.5/5(121 reviews)

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

Victoria Mansion

Things to do

Image for Portland: Old Port Seafood Lovers Tour

Portland: Old Port Seafood Lovers Tour

$146
Per adult
Portland: Old Port Seafood Lovers Tour
Image for Sunset Lighthouse Harbor Cruise from Portland's Old Port

Sunset Lighthouse Harbor Cruise from Portland's Old Port

$90
Per adult
Sunset Lighthouse Harbor Cruise from Portland's Old Port
Image for Portland, Maine: Old Port Brewery & Pub Walking Tour

Portland, Maine: Old Port Brewery & Pub Walking Tour

$89
Per adult
Portland, Maine: Old Port Brewery & Pub Walking Tour
See all activities in Portland

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.