Stroudwater Vacations from ￥239,375

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The Latest Stroudwater Vacation Packages

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

The Windrifter Resort

2.5 out of 5
Price was ￥257,598, price is now ￥239,375 per person
￥239,375
per person
Nov 5 - Nov 11
found 23 hours ago
Roundtrip flight included
Tokyo (TYO) to Portland (PWM)
8.8/10 Excellent! (325 reviews)
This hotel offers a peaceful and quiet retreat. While it's a little bit outdated, the rooms are pretty clean and spacious, providing plenty of room to spread out. A big plus is the inclusion of a kitchen in every room (as far as I could tell), which more than makes up for the lack of a formal breakfast service and allows for significant savings on meals. The staff is nice and attentive, ensuring a pleasant stay. However, a lot of small things need attention or fixing throughout the property. The very quiet location is great for relaxation, but you'll definitely want to plan your free time and activities beforehand, as amenities and attractions aren't immediately nearby. Overall Rating: 4.5/5 Stars. A solid choice for those who appreciate quiet, space, and the convenience of an in-room kitchen.

Reviewed on Sep 22, 2025

The Wolfeboro Inn

The Wolfeboro Inn

3.5 out of 5
Price was ￥312,312, price is now ￥274,020 per person
￥274,020
per person
Nov 5 - Nov 11
found 23 hours ago
Roundtrip flight included
Tokyo (TYO) to Portland (PWM)
8.2/10 Very Good! (527 reviews)
Classic NewEngland charm

Reviewed on Aug 23, 2025

9 Lake Street

9 Lake Street

3 out of 5
Price was ￥290,746, price is now ￥265,308 per person
￥265,308
per person
Nov 5 - Nov 11
found 23 hours ago
Roundtrip flight included
Tokyo (TYO) to Portland (PWM)
10/10 Exceptional! (1 review)
Great location and wonderful space! Will definitely stay again

Reviewed on Aug 5, 2025

Purity Spring Resort

Purity Spring Resort

2 out of 5
Price was ￥295,000, price is now ￥273,962 per person
￥273,962
per person
Nov 5 - Nov 11
found 23 hours ago
Roundtrip flight included
Tokyo (TYO) to Portland (PWM)
8.8/10 Excellent! (170 reviews)
Beautiful resort with so much to do.

Reviewed on Sep 21, 2025

Lake Wentworth Inn

Lake Wentworth Inn

2 out of 5
Price was ￥271,142, price is now ￥253,162 per person
￥253,162
per person
Nov 5 - Nov 11
found 23 hours ago
Roundtrip flight included
Tokyo (TYO) to Portland (PWM)
9.4/10 Exceptional! (483 reviews)
What a great place! I am so happy we stayed for a weekend. The rooms are very simple, but clean. Loved having a little porch outside our backdoor to sit and have coffee. Speaking of coffee, they have a coffee bar with nitro brew! Heaven! The staff was so pleasant and helpful. The lobby is quaint and the common area had a pool table, board games, a library and a cozy couch to hang out. A little too chilly for the pool but it was well kept and fenced in. It was a 2 minute drive to Albee Beach behind the inn. Pristine water and a nice sandy beach. The bed was a little small for us tall people (queen) and not sll that comfortable. Would definitely stay again!!

Reviewed on Sep 21, 2025

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)

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.

Find hotels in Downtown Portland

Stroudwater Hotel Deals

Clarion Hotel Portland

Clarion Hotel Portland

2.5 out of 5
1230 Congress St, Portland, ME
Fully refundableReserve now, pay when you stay
The price is ￥21,219 per night from Sep 28 to Sep 29
￥21,219
￥23,477 total
Sep 28 - Sep 29
includes taxes & fees
7.8/10 Good! (1,071 reviews)
"The property was close to the transit station which made it very convenient for our travel plans. The hotel and rooms were clean and modern."

Reviewed on Sep 18, 2025

Clarion Hotel Portland
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Fully refundable
The price is ￥12,555 per night from Oct 23 to Oct 24
￥12,555
￥13,685 total
Oct 23 - Oct 24
includes taxes & fees
7.4/10 Good! (250 reviews)
"The staff was very nice. Overall good experience."

Reviewed on Sep 18, 2025

Germaine Inn South Portland
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

3 out of 5
340 Park Ave, Portland, ME
Fully refundableReserve now, pay when you stay
The price is ￥22,009 per night from Oct 20 to Oct 21
￥22,009
￥24,352 total
Oct 20 - Oct 21
includes taxes & fees
8.8/10 Excellent! (2,256 reviews)
"Great"

Reviewed on Sep 20, 2025

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
See all 2,488 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 vacation package cost?
The cheapest Stroudwater vacation package is ￥239,375, 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

Eastern Promenade showing a bay or harbor and general coastal views as well as a small group of people

Eastern Promenade

5/5(1 review)

Built on an old rail corridor along the easternmost portion of Portland’s peninsula, this waterfront trail offers stunning views of the harbor and Atlantic Ocean.

Eastern Promenade

International Cryptozoology Museum

You can spend time browsing the exhibits at International Cryptozoology Museum in Portland. Stroll along the area's waterfront or experience its acclaimed theater scene.

International Cryptozoology Museum

Maine Narrow Gauge Railroad Company and Museum

You can spend an afternoon studying the exhibits at Maine Narrow Gauge Railroad Company and Museum in Portland. Experience the area's acclaimed theater scene and great live music.

Maine Narrow Gauge Railroad Company and Museum

Things to do

Portland Downtown Highlights: "The Golden Adventure" Exploration Game

Downtown Golden Adventure Quest Experience in Portland

￥1,294
per adult
Downtown Golden Adventure Quest Experience in Portland
Afternoon Windjammer Cruise Along the Coast of Portland Maine

Afternoon Windjammer Cruise Along the Coast of Portland Maine

￥9,947
per adult
90% of travellers recommend
Afternoon Windjammer Cruise Along the Coast of Portland Maine
Port City Light Cruise

Port City Lights Cruise

￥6,087
per adult
100% of travellers recommend
Port City Lights Cruise
See all activities in Portland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.