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Pleasantdale Hotels near South Portland

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Oct 2 - Oct 4
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Oct 9 - Oct 11

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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, (1,175 reviews)
"Nice staff, clean rooms, good breakfast."
United States
Andrew
The price is P7,991
P8,841 total
includes taxes & fees
Nov 1 - Nov 2
Embassy Suites by Hilton Portland Maine
A modern bar area with a counter and stools, surrounded by patterned chairs and a blue sofa.

2. 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 P11,786
P15,463 total
includes taxes & fees
Nov 1 - Nov 2
Longfellow Hotel
A spacious lobby with a sofa, chairs, a coffee table, and a TV.

3. 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, (1,741 reviews)
"Overall, very comfortable stay would definitely go again"
United States
Adam
The price is P4,431
P4,903 total
includes taxes & fees
Nov 1 - Nov 2
Clarion Hotel Portland Airport ME
An outdoor patio area with wicker furniture, string lights, and a barbecue grill.

4. 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, (1,002 reviews)
"Excellent Staff, Clean Hotel and great location"
United States
Tim
The price is P7,393
P8,180 total
includes taxes & fees
Nov 1 - Nov 2
Residence Inn by Marriott Portland Downtown/Waterfront
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, (1,650 reviews)
"Nice hotel"
United States
Zoe
The price is P6,446
P7,132 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Portland-By the Bay by IHG
The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.

6. Courtyard Portland Downtown/Waterfront

Courtyard Portland Downtown/Waterfront
3.0 star property
2.6 km from Pleasantdale
9.0 out of 10, Wonderful, (1,006 reviews)
"It was very clean and so spacious! Staff can be a little more welcoming."
United States
Laura
The price is P7,469
P8,263 total
includes taxes & fees
Nov 1 - Nov 2
Courtyard Portland Downtown/Waterfront
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, (1,200 reviews)
"Best hotel always love staying there"
United States
Joseph
The price is P8,521
P9,287 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Merry Manor Inn
A multi-story hotel with 'Resilience Inn' and 'Mozy Hotels' signage, featuring a modern brick facade and multiple ground-level retail spaces.

8. 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, (23 reviews)
"Wonderful stay while in town for a concert. Look forward to coming back!!"
United States
Brianna
The price is P7,268
P8,041 total
includes taxes & fees
Nov 1 - Nov 2
Moxy Portland Thompson's Point
A modern bar area with a bar counter, seating, and a view of the cityscape.

9. 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, (1,010 reviews)
"Very helpful, clean, nice location"
United States
susan
The price is P6,071
P6,717 total
includes taxes & fees
Nov 1 - Nov 2
Aloft by Marriott Portland Downtown Waterfront ME
A hotel room with a bed, a TV, a desk, and a view of a lighthouse through a mural.

10. 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, (873 reviews)
"Awesome hotel"
United States
Majella
The price is P3,195
P3,483 total
includes taxes & fees
Nov 1 - Nov 2
Clarion Pointe South Portland
A modern bar area with a wooden bar counter, black bar stools, and a contemporary light fixture.

11. 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, (1,000 reviews)
"It is a good location and clean room. It is convenient hotel to walk around downtown."
United States
Paul
The price is P7,644
P8,457 total
includes taxes & fees
Nov 1 - Nov 2
AC Hotel Portland Downtown/Waterfront, ME
A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.

12. 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, (2,241 reviews)
"Great location and very nice place and people"
United States
Joseph
The price is P5,019
P5,553 total
includes taxes & fees
Nov 1 - Nov 2
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
A modern kitchen with a central island, bar stools, a flat-screen TV, and wine bottles on shelves.

13. 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, (1,004 reviews)
"Excellent place to stay and close to airport"
United States
Catelyn
The price is P7,142
P7,901 total
includes taxes & fees
Nov 1 - Nov 2
Hilton Garden Inn Portland Airport
A fire pit surrounded by wicker chairs in a garden setting.

14. Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
2.9 km from Pleasantdale
9.2 out of 10, Wonderful, (1,866 reviews)
"Excellent hotel! Loved it!"
United States
Teresa
The price is P10,607
P14,126 total
includes taxes & fees
Nov 1 - Nov 2
Portland Harbor Hotel
A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.

15. The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
2.7 km from Pleasantdale
9.0 out of 10, Wonderful, (1,017 reviews)
"Great location, very clean and friendly service"
United States
THOMAS
The price is P8,459
P9,359 total
includes taxes & fees
Nov 1 - Nov 2
The Westin Portland Harborview
A hotel room with two beds, a desk, and a large window with curtains.

16. 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, (1,144 reviews)
"Perfect for a short get away."
United States
Bobbi
The price is P4,311
P4,699 total
includes taxes & fees
Nov 1 - Nov 2
Quality Inn & Suites South Portland
An outdoor seating area with a fire feature, comfortable seating, and a view of the cityscape.

17. Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
2.8 km from Pleasantdale
9.4 out of 10, Exceptional, (1,007 reviews)
"We had a wonderful stay - I would recommend this venue - clean rooms and courteous staff!"
United States
john
The price is P14,699
P16,263 total
includes taxes & fees
Nov 1 - Nov 2
Canopy by Hilton Portland Waterfront
A modern outdoor seating area with a circular fire pit, surrounded by black wicker chairs and a covered patio.

18. 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, (475 reviews)
"It was Clean). The staff was really welcoming. We had a great time."
United States
Mia
The price is P8,396
P9,152 total
includes taxes & fees
Nov 1 - Nov 2
TownePlace Suites by Marriott Portland Airport ME
A modern hotel lobby with a seating area, tables, and a reception desk.

19. 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, (1,047 reviews)
"Great stay"
United States
Douglas
The price is P5,086
P5,544 total
includes taxes & fees
Nov 1 - Nov 2
Home2 Suites by Hilton Portland Airport
A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.

20. 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, (1,370 reviews)
"Great location."
United States
Jeetindra
The price is P8,521
P9,428 total
includes taxes & fees
Nov 1 - Nov 2
Hyatt Place Portland Downtown - Old Port Square
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 and neighborhoods for the activities you enjoy most.

Ferry Village

While there might not be top attractions in Ferry Village, you can explore the larger area and discover places like Willard Beach and Casco Bay Lines Ferry Terminal.

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

Willard Beach

If you're looking for some top things to see and do in Willard Beach and surrounding area, you can visit Willard Beach and Spring Point Ledge Lighthouse.

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

Meetinghouse Hill

While Meetinghouse Hill isn't home to many top sights, Willard Beach and Victoria Mansion are some notable places to visit nearby.

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

While Willard might 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.

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

Knightville

When in Knightville, you can plan a visit to Victoria Mansion and Portland Museum of Art, some noteworthy sights in the nearby area.

Top Pleasantdale Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

8/10 Good
"Great location. It had everything we needed."
christine 1-night trip
Posted 3 hours ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Frequently asked questions

What's it like in Pleasantdale?
Travelers will be sure to enjoy their time in South Portland's Pleasantdale neighborhood.
How many hotels will I find in Pleasantdale?
Book one of Expedia's 5 hotels and other accommodations 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, the majority of hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and get a refund within a 24-hour period of booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to get the top deals on offer in Pleasantdale.
What can I see and do in this South Portland neighborhood?
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.