Stroudwater Vacation Packages 2026 from $570

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Stroudwater Vacation

Take the stress out of organizing your next break by booking a Stroudwater vacation package. Take in the sounds and sights of this wonderful neighborhood 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 vacation to Stroudwater, Expedia will help get you there.

The Latest Stroudwater Vacation Packages

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

The Meadowmere Resort

$570

per person

Oct 2 - Oct 4

found 21 hours ago

Roundtrip flight included

New York (NYC) to Portland (PWM)

8.6/10 Excellent! (1,000 reviews)

For the money, the rooms were small and check in and check out didn’t allow much time at the resort!!

Reviewed on Aug 6, 2026

Evalina Hotel

Downtown Portland

Save 100% on your flight

$1,702

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

10/10 Exceptional! (7 reviews)

Evalina was more than we expected. Super clean and has every convenience item imaginable. The beds were super comfortable. The communication was spectacular which made everything from check in to checkout s smooth. We will definitely be back and hopefully for a longer stay next time.

Reviewed on Aug 4, 2026

The Weldon Hotel

Downtown Portland

Save 100% on your flight

$1,412

per person

Oct 11 - Oct 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.8/10 Exceptional! (106 reviews)

The rooms were clean and spacious. The location was very convenient to the Old port. Parking was right across the street. The only drawback was a mechanical noise that we believe originated from the building next door. This noise made it sometimes difficult to sleep. Having a kitchen and laundry were helpful.

Reviewed on Aug 4, 2026

Blind Tiger Portland - Danforth Street.

West End

Save 100% on your flight

$1,860

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.6/10 Exceptional! (189 reviews)

This hotel is amazing. The rooms, beds, and all the details are so incredible. I wish I could have stayed longer. Check in was a breeze as well. You can tell they take a lot of care and thought into the property. I will definitely be back

Reviewed on Jul 25, 2026

Portland Harbor Hotel

Downtown Portland

$1,363

per person

Oct 11 - Oct 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Portland (PWM)

9.2/10 Wonderful! (1,792 reviews)

Where to stay in Stroudwater

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

A tree-lined pathway leading to a brick building with a sign reading "Mercy Hospital Service Entrance".

Downtown Portland

4 out of top 10 points of interest in this area

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

A marina with boats docked, a wooden pier, and a red brick building with balconies.

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.

A lighthouse on a rocky shore with a sailboat in the distance.

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.

A large, cream-colored building with white columns and a white picket fence in front.

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.

A red brick building with Gothic architectural features, including pointed arches and a cross on top.

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

Clarion Pointe South Portland

675 Main Street I-95 South Portland ME

Fully refundable

$93 nightly

$101 total

Sep 6 - Sep 7

Total with taxes and fees

7.4/10 Good! (643 reviews)

"Clean comfortable and quiet. Plenty of hot water"

Reviewed on Aug 7, 2026

Clarion Hotel Portland Airport ME

1230 Congress St Portland ME

Fully refundable

$131 nightly

$145 total

Sep 1 - Sep 2

Total with taxes and fees

8.2/10 Very Good! (1,609 reviews)

"We were there for a short time. We had no complaints."

Reviewed on Aug 6, 2026

Quality Inn & Suites South Portland

738 Main Street South Portland ME

Fully refundable

$96 nightly

$104 total

Aug 30 - Aug 31

Total with taxes and fees

See all 2,545 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.