10 Best Hotels in Pleasantdale, South Portland for 2026

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Our top choices for Pleasantdale hotels

A modern hotel lobby with a reception desk, a coffee station, and a tiled wall.

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

3.1 km from Pleasantdale

Joseph

CA $126 total

includes taxes & fees

Nov 1 - Nov 2

A modern bar area with a long counter, multiple seating options, and a built-in fire feature.

2. Holiday Inn Portland-By the Bay by IHG

2.6 km from Pleasantdale

CHARLES

CA $162 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a sofa, chairs, a coffee table, and a TV.

3. Clarion Hotel Portland Airport ME

3.5 km from Pleasantdale

Leonard

CA $111 total

includes taxes & fees

Nov 1 - Nov 2

A swimming pool with a stone wall and a window.

4. Best Western Merry Manor Inn

Highland, 3.4 km from Pleasantdale

Joseph

CA $198 total

includes taxes & fees

Nov 2 - Nov 3

A multi-story hotel with 'Resilience Inn' and 'Mozy Hotels' signage, featuring a modern brick facade and multiple ground-level retail spaces.

5. Moxy Portland Thompson's Point

3 km from Pleasantdale

Brianna

CA $183 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, a TV, a desk, and a view of a lighthouse through a mural.

6. Clarion Pointe South Portland

Thorton Heights, 3.4 km from Pleasantdale

Majella

CA $79 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a bed, bedside table, TV, and a kitchenette in the background.

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

5.8 km from Pleasantdale

Brian

CA $147 total

includes taxes & fees

Nov 1 - Nov 2

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

8. Embassy Suites by Hilton Portland Maine

4.3 km from Pleasantdale

Andrew

CA $199 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel lobby with a central seating area, a reception desk, and a kitchen in the background.

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

5.1 km from Pleasantdale

Kris

CA $125 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with two beds, a desk, and a large window with curtains.

10. Quality Inn & Suites South Portland

Sunset Park, 3.6 km from Pleasantdale

Bobbi

CA $107 total

includes taxes & fees

Nov 1 - Nov 2

The exterior of a Courtyard by Marriott hotel with a glass entrance, outdoor seating area, and a stone facade.

11. Courtyard Portland Downtown/Waterfront

2.6 km from Pleasantdale

Laura

CA $188 total

includes taxes & fees

Nov 1 - Nov 2

A spacious living area with two blue armchairs, a small white table, and a large window with blinds.

12. Comfort Inn South Portland Airport

5.5 km from Pleasantdale

Melissa

CA $114 total

includes taxes & fees

Nov 1 - Nov 2

A modern kitchen with a central island, bar stools, a flat-screen TV, and wine bottles on shelves.

13. Hilton Garden Inn Portland Airport

4.5 km from Pleasantdale

Catelyn

CA $179 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel lobby with a seating area, tables, and a reception desk.

14. Home2 Suites by Hilton Portland Airport

5.4 km from Pleasantdale

Douglas

CA $126 total

includes taxes & fees

Nov 1 - Nov 2

A modern food court with a central counter, refrigerated display, and seating area.

15. Tru by Hilton Portland Airport Area

5.8 km from Pleasantdale

Kateryna

CA $126 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lounge with leather seating, round tables, and large windows offering a view of a body of water and buildings.

16. The Westin Portland Harborview

2.7 km from Pleasantdale

Kathleen

CA $212 total

includes taxes & fees

Nov 1 - Nov 2

A Courtyard by Marriott hotel with a modern design, featuring a brick facade, multiple windows, and a covered entrance area.

17. Courtyard by Marriott Portland Airport

6.1 km from Pleasantdale

Roua

CA $172 total

includes taxes & fees

Nov 1 - Nov 2

A modern lobby with a blue sofa, a fireplace, and a coffee station.

18. Fairfield by Marriott Inn & Suites Portland Maine Airport

6.6 km from Pleasantdale

Jo D

CA $121 total

includes taxes & fees

Nov 1 - Nov 2

A balcony with wooden flooring, striped cushioned chairs, and a glass railing overlooking a cityscape at night.

19. Hyatt Place Portland Downtown - Old Port Square

3 km from Pleasantdale

Jeetindra

CA $203 total

includes taxes & fees

Nov 2 - Nov 3

A hotel room with a wooden desk, a chair, a TV mounted on the wall, and a bed in the adjacent room.

20. Spark by Hilton Portland Airport Maine Mall

6 km from Pleasantdale

Kim

CA $113 total

includes taxes & fees

Oct 25 - Oct 26

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Where to stay in Pleasantdale

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

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.

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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.

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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.

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Two people sitting on a red bench outside a bakery with a sign that reads "Scratch Baking Co."

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.

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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.

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Top Pleasantdale Hotel Reviews

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

8/10 Good

"Nice Hôtel to stayed. Recommend to come back"

The Westin Portland Harborview

10/10 Excellent

"We really liked the Westin property. We were able to check in early which made it so helpful. Room was very clean and ready. Breakfast was fantastic. I loved that there was a Peloton bike in good working order in the workout room. If we go back to Portland I would stay there again."

Inn at St John Portland In-Town

10/10 Excellent

"We had a lovely stay at The Inn on St. John! It’s a very unique hotel with a lot of character, both inside and out. Our room was comfortably spacious and featured a fantastic shower—plus, having a jet bath was a wonderful bonus! The complimentary morning breakfast was a great touch to start the day. Parking was a little tricky, but we lucked out with a spot right under our room window, which was super convenient. Overall, a charming and very enjoyable stay in Portland!"

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.

Hotels in Pleasantdale, South Portland

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Be picky

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Our top choices for Pleasantdale hotels

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

2. Holiday Inn Portland-By the Bay by IHG

3. Clarion Hotel Portland Airport ME

4. Best Western Merry Manor Inn

5. Moxy Portland Thompson's Point

6. Clarion Pointe South Portland

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

8. Embassy Suites by Hilton Portland Maine

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

10. Quality Inn & Suites South Portland

11. Courtyard Portland Downtown/Waterfront

12. Comfort Inn South Portland Airport

13. Hilton Garden Inn Portland Airport

14. Home2 Suites by Hilton Portland Airport

15. Tru by Hilton Portland Airport Area

16. The Westin Portland Harborview

17. Courtyard by Marriott Portland Airport

18. Fairfield by Marriott Inn & Suites Portland Maine Airport

19. Hyatt Place Portland Downtown - Old Port Square

20. Spark by Hilton Portland Airport Maine Mall

Where to stay in Pleasantdale

Ferry Village

Willard Beach

Meetinghouse Hill

Willard

Knightville

Top Pleasantdale Hotel Reviews

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

Frequently asked questions