Find hotels in Highland, 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
Mar 1 - Mar 2
Tomorrow
Mar 2 - Mar 3
Next weekend
Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Highland hotels

Outdoor pool, a heated pool, open 9:00 AM to 10:00 PM, sun loungers

Best Western Merry Manor Inn

Best Western Merry Manor Inn
2.5 star property
Highland
9.0 out of 10, Wonderful, (1,008 reviews)
"Very pleased with our stay!"
United States
Amanda
The price is ₩132,463
₩144,386 total
includes taxes & fees
Mar 4 - Mar 5
Best Western Merry Manor Inn
Lobby

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine
3.5 star property
4.8 km from Highland
9.4 out of 10, Exceptional, (1,151 reviews)
"Nice hotel, great breakfast."
United States
Shannon
The price is ₩158,224
₩175,059 total
includes taxes & fees
Mar 8 - Mar 9
Embassy Suites by Hilton Portland Maine
Individually furnished, desk, iron/ironing board, free cribs/infant beds

Ramada by Wyndham Saco/Old Orchard Beach Area

Ramada by Wyndham Saco/Old Orchard Beach Area
2.5 star property
17 km from Highland
7.4 out of 10, Good, (1,043 reviews)
"Room was nice, breakfast was good, room was clean. "
United States
Karen
The price is ₩105,982
₩115,521 total
includes taxes & fees
Mar 4 - Mar 5
Ramada by Wyndham Saco/Old Orchard Beach Area
Lobby

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport
2.5 star property
4.9 km from Highland
8.6 out of 10, Excellent, (1,948 reviews)
"It was a good stay with our pups."
United States
Erika
The price is ₩103,102
₩112,381 total
includes taxes & fees
Mar 3 - Mar 4
Comfort Inn South Portland Airport
Exterior

Casco Bay Inn

Casco Bay Inn
2.0 star property
25.7 km from Highland
8.0 out of 10, Very Good, (1,000 reviews)
"Very nice place to stay at"
United States
Robert
Casco Bay Inn
Exterior

Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG
2.5 star property
28.2 km from Highland
8.6 out of 10, Excellent, (1,001 reviews)
"Friendly staff, clean, and quiet"
United States
Kerri
The price is ₩135,357
₩147,539 total
includes taxes & fees
Mar 3 - Mar 4
Holiday Inn Express Hotel & Suites Freeport by IHG
Indoor pool

Long Creek Hotel by IHG

Long Creek Hotel by IHG
2.5 star property
4.2 km from Highland
7.4 out of 10, Good, (1,002 reviews)
"Enjoyed the stay"
United States
Farouq
The price is ₩112,318
₩122,426 total
includes taxes & fees
Mar 3 - Mar 4
Long Creek Hotel by IHG
Individually decorated, individually furnished, desk, laptop workspace

Germaine Inn South Portland

Germaine Inn South Portland
2.0 star property
Thorton Heights, 1.6 km from Highland
7.6 out of 10, Good, (418 reviews)
"Under renovations but still a good stay. Pool was very well kept and heated. Staff were very accommodating. "
United States
Peter
The price is ₩116,278
₩126,743 total
includes taxes & fees
Mar 4 - Mar 5
Germaine Inn South Portland
Suite, 2 Bedrooms | Desk, blackout drapes, iron/ironing board, free cribs/infant beds

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall
2.0 star property
4.8 km from Highland
7.8 out of 10, Good, (1,397 reviews)
"Clean, great staff, communication and overll great stay. Will definitely stay again"
United States
Katrina
The price is ₩87,377
₩95,241 total
includes taxes & fees
Mar 15 - Mar 16
Spark by Hilton Portland Airport Maine Mall
Terrace/patio

Americas Best Value Inn Scarborough Portland

Americas Best Value Inn Scarborough Portland
2.0 star property
5.4 km from Highland
8.2 out of 10, Very Good, (1,000 reviews)
"I love this motel and would recommend it to anyone "
Canada
Paul
The price is ₩93,598
₩102,022 total
includes taxes & fees
Mar 2 - Mar 3
Americas Best Value Inn Scarborough Portland
Free daily continental breakfast

Econo Lodge Freeport - Brunswick Area

Econo Lodge Freeport - Brunswick Area
2.0 star property
28.8 km from Highland
7.4 out of 10, Good, (1,001 reviews)
"Clean Room and great service! "
United States
Lori
The price is ₩104,038
₩113,402 total
includes taxes & fees
Mar 31 - Apr 1
Econo Lodge Freeport - Brunswick Area
Bar (on property)

Hilton Garden Inn Portland Airport

Hilton Garden Inn Portland Airport
3.0 star property
4.8 km from Highland
8.4 out of 10, Very Good, (1,003 reviews)
"Very pleased with the Accommodations, location and helpfulness of hotel staff. Perfect for our overnight stays"
United States
Marilyn
The price is ₩147,597
₩163,301 total
includes taxes & fees
Mar 23 - Mar 24
Hilton Garden Inn Portland Airport
Interior

Fairfield by Marriott Inn & Suites Portland Maine Airport

Fairfield by Marriott Inn & Suites Portland Maine Airport
3.0 star property
5.1 km from Highland
8.2 out of 10, Very Good, (1,002 reviews)
"The rooms were clean and the breakfast had a great variety "
United States
Debra
The price is ₩112,778
₩122,929 total
includes taxes & fees
Mar 9 - Mar 10
Fairfield by Marriott Inn & Suites Portland Maine Airport
Lobby

The Freeport Hotel, an Ascend Collection Hotel

The Freeport Hotel, an Ascend Collection Hotel
2.0 star property
28.7 km from Highland
7.8 out of 10, Good, (1,000 reviews)
"Enjoyed my stay "
United States
Matthew
The price is ₩121,159
₩132,064 total
includes taxes & fees
Mar 22 - Mar 23
The Freeport Hotel, an Ascend Collection Hotel
Snack bar

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area
3.0 star property
4.7 km from Highland
8.8 out of 10, Excellent, (1,741 reviews)
"Clean room and front desk staff were amazing "
United States
Julie
The price is ₩106,313
₩115,881 total
includes taxes & fees
Mar 12 - Mar 13
Tru by Hilton Portland Airport Area
Exterior

Holiday Inn Express Hotel & Suites South Portland by IHG

Holiday Inn Express Hotel & Suites South Portland by IHG
2.5 star property
5.1 km from Highland
8.8 out of 10, Excellent, (1,001 reviews)
"Very clean with friendly staff. Breakfast was great and somehow better than it was last fall when we had a 4-night stay. Better choices too. Bed was comfortable. Would stay again. "
United States
Gayle
The price is ₩125,277
₩136,552 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express Hotel & Suites South Portland by IHG
Free daily on-the-go breakfast

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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
3.0 star property
5 km from Highland
8.6 out of 10, Excellent, (2,286 reviews)
"Hotel is in a convenient location, rooms are clean and they offer complimentary breakfast. This is a good hotel."
United States
Marcus
The price is ₩128,301
₩141,952 total
includes taxes & fees
Mar 2 - Mar 3
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Free daily continental breakfast

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

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
3.5 star property
3.9 km from Highland
8.4 out of 10, Very Good, (2,884 reviews)
"Very good stay "
United States
Malachi David
The price is ₩116,638
₩127,135 total
includes taxes & fees
Apr 1 - Apr 2
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Lobby

Best Western Freeport Inn

Best Western Freeport Inn
3.0 star property
25.2 km from Highland
7.8 out of 10, Good, (1,001 reviews)
"Clean, quality place to stay at reasonable price. "
United States
ROD
The price is ₩114,046
₩124,310 total
includes taxes & fees
Mar 2 - Mar 3
Best Western Freeport Inn
Room, 2 Double Beds, Non Smoking | Desk, free WiFi, bed sheets, alarm clocks

Americas Best Value Inn Biddeford Portland

Americas Best Value Inn Biddeford Portland
2.0 star property
21.4 km from Highland
7.0 out of 10, Good, (511 reviews)
"Great place for the price. "
United States
Robert
The price is ₩107,998
₩117,718 total
includes taxes & fees
Mar 3 - Mar 4
Americas Best Value Inn Biddeford Portland
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 Highland

Find the best Highland areas and neighborhoods for the activities you enjoy most.
Bug Light

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 Portland Harbor Museum.

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.

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

Meetinghouse Hill

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

OMG!, my newest discovery lead me to the Best Little Bakery and Espresso House!, the best Cookies they are like 15" round, all freshly made breads and pastries . They also serve wines----
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.

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

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 Highland Hotel Reviews

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront

10/10 Excellent
"We loved this hotel. Extra big, fluffy towels, comfy bed and nice little details that really make a big difference. "
Marjorie 1-night trip
Posted 13 hours ago
Canopy by Hilton Portland Waterfront

Frequently asked questions

What is Highland like?
Guests are sure to enjoy their time checking out all that South Portland's Highland neighborhood has to offer. Consider a visit to Casco Bay as part of your Highland travel plans.
What's a favorite place to stay in Highland?
Based on Expedia customer reviews, Best Western Merry Manor Inn is the highest ranked property in Highland. This hotel offers free breakfast and an outdoor pool.
If I need to cancel my hotel reservation in Highland, will I receive a refund?
Yes! The majority of hotel room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to view top deals in Highland.
Where can I learn more about changing or cancelling my trip to Highland?
To find more details about updating your trip to Highland or cancelling it, head over to our customer service page.
What are the top things to see and do in Highland?
Casco Bay is an attraction you might want to check out while you're in Highland. While you're out sightseeing in South Portland, be sure to visit other sights like Maine Military Museum or The Cheese Iron.