Search Hotels in Pleasantdale, South Portland

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 May - 11 May
Tomorrow
11 May - 12 May
Next weekend
15 May - 17 May
In two weeks
22 May - 24 May

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Pleasantdale hotels

Suite, 2 Bedrooms | Desk, blackout curtains, iron/ironing board, free cots/infant beds

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall
2.0 star property
6 km from Pleasantdale
7.8 out of 10, Good, (1,485 reviews)
"Great place to stay "
United States
Cornell
The price is 2.033.160 ₫
2.216.271 ₫ total
includes taxes & fees
14 May - 15 May
Spark by Hilton Portland Airport Maine Mall
Exterior

Casco Bay Inn

Casco Bay Inn
2.0 star property
22.9 km from Pleasantdale
8.0 out of 10, Very good, (1,001 reviews)
"Very nice place to stay at"
United States
Robert
The price is 2.225.741 ₫
2.426.058 ₫ total
includes taxes & fees
11 May - 12 May
Casco Bay Inn
Individually decorated, individually furnished, desk, laptop workspace

Clarion Pointe South Portland

Clarion Pointe South Portland
2.0 star property
Thorton Heights, 3.4 km from Pleasantdale
7.6 out of 10, Good, (434 reviews)
"Was nice "
United States
Alan
The price is 1.724.555 ₫
1.879.765 ₫ total
includes taxes & fees
13 May - 14 May
Clarion Pointe South Portland
Deluxe Room, Ocean View | Individually decorated, individually furnished, iron/ironing board

The McKernan Inn

The McKernan Inn
3.0 star property
3.8 km from Pleasantdale
9.2 out of 10, Wonderful, (104 reviews)
"The room was extremely comfortable. The breakfast was absolutely delicious. The staff was very friendly, welcoming, helpful and responsive."
United States
Susan
The price is 5.280.690 ₫
5.755.952 ₫ total
includes taxes & fees
12 May - 13 May
The McKernan Inn
Porch

Candlebay Inn

Candlebay Inn
3.0 star property
28.9 km from Pleasantdale
9.6 out of 10, Exceptional, (462 reviews)
"The room was extremely clean the owner very friendly and the breakfast delicious highly recommend."
United States
Dawn
The price is 3.920.041 ₫
4.272.845 ₫ total
includes taxes & fees
11 May - 12 May
Candlebay Inn
Front of property – evening/night

The Orchard House: Inn & Cafe

The Orchard House: Inn & Cafe
3.0 star property
30.5 km from Pleasantdale
9.6 out of 10, Exceptional, (162 reviews)
"Wonderful place to stay! The room was very clean and the beds super comfortable. Will most definitely be returning for another visit in Maine."
United States
Shannon
The price is 4.116.043 ₫
4.486.487 ₫ total
includes taxes & fees
11 May - 12 May
The Orchard House: Inn & Cafe
Lobby

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport
2.5 star property
5.5 km from Pleasantdale
8.6 out of 10, Excellent, (2,043 reviews)
"Very clean ,great breakfast "
Canada
cindy
The price is 2.131.029 ₫
2.322.822 ₫ total
includes taxes & fees
18 May - 19 May
Comfort Inn South Portland Airport
Front of property – evening/night

Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
2.8 km from Pleasantdale
8.8 out of 10, Excellent, (1,139 reviews)
"Fantastic place "
United States
Maybe
The price is 3.130.771 ₫
3.412.540 ₫ total
includes taxes & fees
11 May - 12 May
Inn at St John Portland In-Town
Lobby lounge

SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
2.0 star property
25.8 km from Pleasantdale
8.8 out of 10, Excellent, (241 reviews)
"I would stay there again. "
United States
Katherine
The price is 2.974.232 ₫
3.241.913 ₫ total
includes taxes & fees
28 May - 29 May
SpringHill Suites by Marriott Freeport Brunswick
Exterior

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, (1,148 reviews)
"Rooms are fantastic- spacious, clean and comfortable. "
United States
Lucas
The price is 4.197.601 ₫
4.644.065 ₫ total
includes taxes & fees
26 May - 27 May
Embassy Suites by Hilton Portland Maine
View from property

Higgins Beach Inn

Higgins Beach Inn
2.5 star property
7.7 km from Pleasantdale
9.0 out of 10, Wonderful, (279 reviews)
"Lovely beach inn. "
United States
Elizabeth
The price is 4.711.942 ₫
5.136.043 ₫ total
includes taxes & fees
17 May - 18 May
Higgins Beach Inn
Deluxe Room | Terrace/patio

Wagon Wheel Motel

Wagon Wheel Motel
2.5 star property
17.8 km from Pleasantdale
8.8 out of 10, Excellent, (259 reviews)
"The girl who checked us in was very friendly. The room was very clean."
United States
Brittany
The price is 2.577.230 ₫
2.809.181 ₫ total
includes taxes & fees
17 May - 18 May
Wagon Wheel Motel
Deluxe Room, 2 Queen Beds, Non Smoking | Individually furnished, desk, laptop workspace, iron/ironing board

Saco Bay Hotel

Saco Bay Hotel
2.5 star property
19.8 km from Pleasantdale
7.6 out of 10, Good, (1,055 reviews)
"Very clean, friendly staff, great breakfast. Would stay again "
Canada
Judith
The price is 2.429.926 ₫
2.648.619 ₫ total
includes taxes & fees
11 May - 12 May
Saco Bay Hotel
Fitness facility

HomeAwhile

HomeAwhile
2.0 star property
6.2 km from Pleasantdale
9.2 out of 10, Wonderful, (35 reviews)
"It was a perfect stay!"
United States
Armando
The price is 3.291.256 ₫
3.587.495 ₫ total
includes taxes & fees
31 May - 1 Jun
HomeAwhile
Terrace/patio

Americas Best Value Inn Scarborough Portland

Americas Best Value Inn Scarborough Portland
2.0 star property
8.1 km from Pleasantdale
8.2 out of 10, Very good, (1,003 reviews)
"Outstanding quality rooms for the price, very nice area"
United States
Christine
The price is 1.946.866 ₫
2.122.084 ₫ total
includes taxes & fees
12 May - 13 May
Americas Best Value Inn Scarborough Portland
Exterior

The Harraseeket Inn & Event House Freeport Downtown

The Harraseeket Inn & Event House Freeport Downtown
3.5 star property
28.8 km from Pleasantdale
9.4 out of 10, Exceptional, (926 reviews)
"Had the best stay, the staff was wonderful :)"
United States
Jocelyn
The price is 3.655.372 ₫
3.984.235 ₫ total
includes taxes & fees
13 May - 14 May
The Harraseeket Inn & Event House Freeport Downtown
Front of property

LivAway Suites Portland-Scarborough

LivAway Suites Portland-Scarborough
2.0 star property
6 km from Pleasantdale
8.2 out of 10, Very good, (209 reviews)
"Great property for our weekend stay!"
United States
Delinda
The price is 2.341.501 ₫
2.552.236 ₫ total
includes taxes & fees
11 May - 12 May
LivAway Suites Portland-Scarborough
Indoor pool

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
2.5 star property
26.7 km from Pleasantdale
9.0 out of 10, Wonderful, (1,002 reviews)
"Plan to stay again!"
United States
Robert
The price is 3.102.094 ₫
3.381.282 ₫ total
includes taxes & fees
26 May - 27 May
Hampton Inn Freeport/Brunswick
Lobby

Best Western Freeport Inn

Best Western Freeport Inn
3.0 star property
22.4 km from Pleasantdale
7.8 out of 10, Good, (1,002 reviews)
"Overall not bad for the price. The ice machine wasn't working had to go to the store for ice. Check in was easy. "
United States
Donald
The price is 2.458.576 ₫
2.679.848 ₫ total
includes taxes & fees
14 May - 15 May
Best Western Freeport Inn
Bar (on property)

Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport
3.0 star property
4.5 km from Pleasantdale
8.4 out of 10, Very good, (1,006 reviews)
"Very clean with a comfortable bed. Staff was friendly and helpful. "
United States
Tracy
The price is 3.214.434 ₫
3.556.449 ₫ total
includes taxes & fees
26 May - 27 May
Hilton Garden Inn Portland Airport
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.
View all properties

Where to stay in Pleasantdale

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

Willard Beach

When in Willard Beach, you can plan a visit to Willard Beach and Fort Preble, some noteworthy sights in the nearby area.

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.

Photo by Karen Rinaldo-green
Open Photo by Karen Rinaldo-green

Willard

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

Bug light lighthouse in Portland, Maine at sunset as a sailboat sails into the harbor

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 Portland Museum of Art.

Panoramic view of the harbor of Portland, Maine, New England, USA

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
"The breakfast menu was fresh, the staff was very friendly and accommodating. They addressed a concern I had and made my stay pleasant."
Josette 1-night trip
Posted 3 hours 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.