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9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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Our top choices for Pleasantdale hotels

A brick building with a sign reading "WAYPOINT" and outdoor seating with tables, chairs, and a fire pit.

1. Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
4.3 km from Pleasantdale
9.4 out of 10, Exceptional, (1,181 reviews)
"Nice staff, clean rooms, good breakfast."
United States
Andrew
The price is ฿4,186
฿4,632 total
includes taxes & fees
1 Nov - 2 Nov
Embassy Suites by Hilton Portland Maine
An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

2. Residence Inn by Marriott Portland Downtown/Waterfront

Residence Inn by Marriott Portland Downtown/Waterfront
3.0 star property
3.7 km from Pleasantdale
9.0 out of 10, Wonderful, (1,005 reviews)
"Excellent Staff, Clean Hotel and great location"
United States
Tim
The price is ฿3,960
฿4,381 total
includes taxes & fees
1 Nov - 2 Nov
Residence Inn by Marriott Portland Downtown/Waterfront
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.

3. Longfellow Hotel

Longfellow Hotel
4.0 star property
2.6 km from Pleasantdale
9.6 out of 10, Exceptional, (192 reviews)
"This hotel is amazing. Friendly staff- really good food and the spa was great."
United States
thomas
The price is ฿6,312
฿8,282 total
includes taxes & fees
1 Nov - 2 Nov
Longfellow Hotel
A spacious lobby with a sofa, chairs, a coffee table, and a TV.

4. Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME
2.5 star property
3.5 km from Pleasantdale
8.2 out of 10, Very good, (1,744 reviews)
"A nice place to stay"
United States
Leonard
The price is ฿2,376
฿2,629 total
includes taxes & fees
1 Nov - 2 Nov
Clarion Hotel Portland Airport ME
A modern bar area with a long counter, multiple seating options, and a built-in fire feature.

5. Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
2.6 km from Pleasantdale
9.0 out of 10, Wonderful, (1,655 reviews)
"Very friendly and professional staff in the lobby. Portland Wharf has great restaurants and beautiful views in Downtown"
United States
CHARLES
The price is ฿3,457
฿3,824 total
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Portland-By the Bay by IHG
A multi-story hotel with 'Resilience Inn' and 'Mozy Hotels' signage, featuring a modern brick facade and multiple ground-level retail spaces.

6. Moxy Portland Thompson's Point

Moxy Portland Thompson's Point
2.5 star property
3 km from Pleasantdale
8.4 out of 10, Very good, (25 reviews)
"Wonderful stay while in town for a concert. Look forward to coming back!!"
United States
Brianna
The price is ฿3,893
฿4,307 total
includes taxes & fees
1 Nov - 2 Nov
Moxy Portland Thompson's Point
A swimming pool with a stone wall and a window.

7. Best Western Merry Manor Inn

Best Western Merry Manor Inn
2.5 star property
Highland, 3.4 km from Pleasantdale
9.0 out of 10, Wonderful, (1,212 reviews)
"Best hotel always love staying there"
United States
Joseph
The price is ฿4,278
฿4,664 total
includes taxes & fees
2 Nov - 3 Nov
Best Western Merry Manor Inn
The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.

8. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
3.0 star property
2.6 km from Pleasantdale
9.0 out of 10, Wonderful, (1,003 reviews)
"It was very clean and so spacious! Staff can be a little more welcoming."
United States
Laura
The price is ฿4,000
฿4,426 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard Portland Downtown/Waterfront
A modern kitchen with a central island, bar stools, a flat-screen TV, and wine bottles on shelves.

9. Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport
3.0 star property
4.5 km from Pleasantdale
8.6 out of 10, Excellent, (1,002 reviews)
"Excellent place to stay and close to airport"
United States
Catelyn
The price is ฿3,825
฿4,232 total
includes taxes & fees
1 Nov - 2 Nov
Hilton Garden Inn Portland Airport
A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.

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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
3.0 star property
3.1 km from Pleasantdale
8.4 out of 10, Very good, (2,249 reviews)
"Great location and very nice place and people"
United States
Joseph
The price is ฿2,688
฿2,974 total
includes taxes & fees
1 Nov - 2 Nov
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
A hotel room with a bed, a TV, a desk, and a view of a lighthouse through a mural.

11. Clarion Pointe South Portland

Clarion Pointe South Portland
2.0 star property
Thorton Heights, 3.4 km from Pleasantdale
7.2 out of 10, Good, (892 reviews)
"Awesome hotel"
United States
Majella
The price is ฿1,712
฿1,866 total
includes taxes & fees
3 Nov - 4 Nov
Clarion Pointe South Portland
A modern hotel lobby with a seating area, tables, and a reception desk.

12. Home2 Suites by Hilton Portland Airport

Home2 Suites by Hilton Portland Airport
3.0 star property
5.4 km from Pleasantdale
8.6 out of 10, Excellent, (1,050 reviews)
"Great stay"
United States
Douglas
The price is ฿2,724
฿2,970 total
includes taxes & fees
1 Nov - 2 Nov
Home2 Suites by Hilton Portland Airport
A modern bar area with a wooden bar counter, black bar stools, and a contemporary light fixture.

13. AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
3.6 km from Pleasantdale
9.2 out of 10, Wonderful, (1,001 reviews)
"It is a good location and clean room. It is convenient hotel to walk around downtown."
United States
Paul
The price is ฿4,094
฿4,530 total
includes taxes & fees
1 Nov - 2 Nov
AC Hotel Portland Downtown/Waterfront, ME
A modern bar area with a bar counter, seating, and a view of the cityscape.

14. Aloft by Marriott Portland Downtown Waterfront ME

Aloft by Marriott Portland Downtown Waterfront ME
3.0 star property
2.4 km from Pleasantdale
9.0 out of 10, Wonderful, (1,001 reviews)
"Very helpful, clean, nice location"
United States
susan
The price is ฿3,252
฿3,598 total
includes taxes & fees
1 Nov - 2 Nov
Aloft by Marriott Portland Downtown Waterfront ME
A hotel room with a bed, bedside table, TV, and a kitchenette in the background.

15. Holiday Inn Express Hotel & Suites South Portland by IHG

Holiday Inn Express Hotel & Suites South Portland by IHG
2.5 star property
5.8 km from Pleasantdale
8.8 out of 10, Excellent, (1,005 reviews)
"A nice place for a overnight"
United States
Brian
The price is ฿3,322
฿3,621 total
includes taxes & fees
2 Nov - 3 Nov
Holiday Inn Express Hotel & Suites South Portland by IHG
A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.

16. Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square
3.0 star property
3 km from Pleasantdale
9.0 out of 10, Wonderful, (1,355 reviews)
"Great location."
United States
Jeetindra
The price is ฿4,329
฿4,790 total
includes taxes & fees
2 Nov - 3 Nov
Hyatt Place Portland Downtown - Old Port Square
A hotel room with two beds, a desk, and a large window with curtains.

17. Quality Inn & Suites South Portland

Quality Inn & Suites South Portland
2.5 star property
Sunset Park, 3.6 km from Pleasantdale
6.4 out of 10, (1,154 reviews)
"Perfect for a short get away."
United States
Bobbi
The price is ฿2,175
฿2,370 total
includes taxes & fees
5 Nov - 6 Nov
Quality Inn & Suites South Portland
A Courtyard by Marriott hotel with a modern design, featuring a brick facade, multiple windows, and a covered entrance area.

18. Courtyard by Marriott Portland Airport

Courtyard by Marriott Portland Airport
3.0 star property
6.1 km from Pleasantdale
9.0 out of 10, Wonderful, (1,000 reviews)
"The staff is friendly and hotel is very clean"
United States
Roua
The price is ฿3,732
฿4,068 total
includes taxes & fees
1 Nov - 2 Nov
Courtyard by Marriott Portland Airport
A modern outdoor seating area with a circular fire pit, surrounded by black wicker chairs and a covered patio.

19. TownePlace Suites by Marriott Portland Airport ME

TownePlace Suites by Marriott Portland Airport ME
3.0 star property
5.5 km from Pleasantdale
9.0 out of 10, Wonderful, (481 reviews)
"It was Clean). The staff was really welcoming. We had a great time."
United States
Mia
The price is ฿4,497
฿4,902 total
includes taxes & fees
1 Nov - 2 Nov
TownePlace Suites by Marriott Portland Airport ME
A balcony with a table and chairs, overlooking a street with buildings and parked cars.

20. Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
3.5 star property
3.2 km from Pleasantdale
9.4 out of 10, Exceptional, (1,760 reviews)
"This was one of the nicest hotels we’ve stayed. Would definitely stay here again"
United States
Susan
The price is ฿4,250
฿4,702 total
includes taxes & fees
4 Nov - 5 Nov
Portland Regency Hotel & Spa
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.
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Where to stay in Pleasantdale

Find the best Pleasantdale areas for the activities you enjoy most.

Ferry Village

While Ferry Village isn't home to many top sights, Willard Beach and Casco Bay Lines Ferry Terminal are some notable places to visit nearby.

A lighthouse on a rocky breakwater, a large building across the water, and a clear sky.

Willard Beach

When in Willard Beach, you can plan a visit to Willard Beach and Spring Point Ledge Lighthouse, some noteworthy sights in the nearby area.

A lighthouse, sailboats, and a cityscape with buildings and trees along the waterfront.

Meetinghouse Hill

While Meetinghouse Hill may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Willard Beach and Victoria Mansion.

Two people sitting on a red bench outside a bakery with a sign that reads "Scratch Baking Co."
Photo by Karen Rinaldo-green
Open Photo by Karen Rinaldo-green

Willard

Willard might not have many top sights, but Willard Beach and Victoria Mansion are two attractions nearby that you can check out.

A coastal cityscape with a marina, buildings, and a clear blue sky.

Knightville

While Knightville isn't home to many top sights, Victoria Mansion and Portland Museum of Art are some notable places to visit nearby.

Top Pleasantdale Hotel Reviews

Inn at St John Portland In-Town

Inn at St John Portland In-Town

8/10 Good
"."
Debra 2-night trip
Posted less than an hour ago
Inn at St John Portland In-Town

Frequently asked questions

What's it like in Pleasantdale?
Travellers will be sure to enjoy their time in South Portland's Pleasantdale neighbourhood.
How many hotels should I expect to find in the Pleasantdale area?
Book one of Expedia's 5 hotels and other accommodation options in Pleasantdale and start exploring everything South Portland has to offer.
If I need to cancel my hotel reservation in Pleasantdale, will I receive a refund?
Yes! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If your reservation is non-refundable, it may still be possible to cancel it and receive a refund within 24 hours of booking. Add dates, click "Search", then you can use the "fully refundable" filter to get the best deals in Pleasantdale.
What can I see and do in this South Portland neighbourhood?
A few places to visit in the area around Pleasantdale include Maine Military Museum, Casco Bay Bridge and Victoria Mansion. Portland Fire Museum and Portland Club are also worth a visit when you're out sightseeing in South Portland.