Highland Hotels, 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
29 Mar - 30 Mar
Tomorrow
30 Mar - 31 Mar
Next weekend
3 Apr - 5 Apr
In two weeks
10 Apr - 12 Apr

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, pool loungers

Best Western Merry Manor Inn

Best Western Merry Manor Inn
2.5 star property
Highland
9.0 out of 10, Wonderful, (1,026 reviews)
"Good stay, clean room Staff was friendly too"
United States
Aman
The price is AU$162
includes taxes & fees
12 Apr - 13 Apr
Best Western Merry Manor Inn
Suite, 2 Bedrooms

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, (1,422 reviews)
"Clean room, right next to shopping, staff great"
United States
Sheila
The price is AU$96
includes taxes & fees
19 Apr - 20 Apr
Spark by Hilton Portland Airport Maine Mall
Front of property – evening/night

Inn On Peaks Island

Inn On Peaks Island
3.0 star property
8.9 km from Highland
9.0 out of 10, Wonderful, (108 reviews)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is AU$173
includes taxes & fees
31 Mar - 1 Apr
Inn On Peaks Island
Individually decorated, individually furnished, desk, laptop workspace

Clarion Pointe South Portland

Clarion Pointe South Portland
2.0 star property
Thorton Heights, 1.7 km from Highland
7.6 out of 10, Good, (423 reviews)
"Staff was friendly. Bathroom wasnt very clean. Beds were very comfortable."
United States
Brianna
The price is AU$114
includes taxes & fees
5 Apr - 6 Apr
Clarion Pointe South Portland
Exterior

Casco Bay Inn

Casco Bay Inn
2.0 star property
25.7 km from Highland
8.0 out of 10, Very good, (1,001 reviews)
"Very nice place to stay at"
United States
Robert
The price is AU$107
includes taxes & fees
1 Apr - 2 Apr
Casco Bay Inn
View from room

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square
3.0 star property
5.7 km from Highland
9.0 out of 10, Wonderful, (1,312 reviews)
"In the perfect downtown location!"
United States
Maureen
The price is AU$143
includes taxes & fees
30 Mar - 31 Mar
Hyatt Place Portland Downtown - Old Port Square
Deluxe Room, Ocean View

The McKernan Inn

The McKernan Inn
3.0 star property
6.5 km from Highland
9.2 out of 10, Wonderful, (92 reviews)
"Amazing experience. Beautiful view. Wonderful staff. Great experience! "
United States
Sara
The price is AU$265
includes taxes & fees
31 Mar - 1 Apr
The McKernan Inn
Front of property – evening/night

Inn at St John Portland In-Town

Inn at St John Portland In-Town
2.5 star property
4.8 km from Highland
8.8 out of 10, Excellent, (1,132 reviews)
"The room was very cozy and the staff were excellent. Convenient location and parking on site. Would stay again. "
United States
Sara
The price is AU$127
includes taxes & fees
30 Mar - 31 Mar
Inn at St John Portland In-Town
Lobby

SpringHill Suites by Marriott Freeport Brunswick

SpringHill Suites by Marriott Freeport Brunswick
2.0 star property
28.5 km from Highland
8.8 out of 10, Excellent, (228 reviews)
"Staff was friendly and helpful . Breakfast was great"
United States
Mickey
The price is AU$147
includes taxes & fees
12 Apr - 13 Apr
SpringHill Suites by Marriott Freeport Brunswick
Family Suite

And. N B&B

And. N B&B
3.0 star property
30.6 km from Highland
9.8 out of 10, Exceptional, (78 reviews)
"Nice place, excellent breakfast! "
United States
Clarence
The price is AU$208
includes taxes & fees
30 Mar - 31 Mar
And. N B&B
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, (1,143 reviews)
"Best hotel breakfast We've had."
United States
Ian
The price is AU$179
includes taxes & fees
12 Apr - 13 Apr
Embassy Suites by Hilton Portland Maine
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)
"The room was excellent; the breakfast was delicious as well! The staff made me feel welcome! "
United States
Maureen
The price is AU$141
includes taxes & fees
5 Apr - 6 Apr
Holiday Inn Express Hotel & Suites Freeport by IHG
Desk, laptop workspace, free WiFi

HomeAwhile

HomeAwhile
4.0 star property
4.8 km from Highland
9.6 out of 10, Exceptional, (12 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
The price is AU$166
includes taxes & fees
31 Mar - 1 Apr
HomeAwhile
Terrace/patio

The Nicholson Inn

The Nicholson Inn
3.0 star property
30.9 km from Highland
The price is AU$392
includes taxes & fees
30 Mar - 31 Mar
The Nicholson Inn
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, (1,002 reviews)
"Nice place to stay"
United States
Jeff
The price is AU$103
includes taxes & fees
30 Mar - 31 Mar
Americas Best Value Inn Scarborough Portland
Reception

Longfellow Hotel

Longfellow Hotel
4.0 star property
4.9 km from Highland
9.6 out of 10, Exceptional, (152 reviews)
"Wonderful hotel- great location, staff and vibe."
United States
Laurie
The price is AU$242
includes taxes & fees
8 Apr - 9 Apr
Longfellow Hotel
Aerial view

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront
3.0 star property
6.1 km from Highland
9.2 out of 10, Wonderful, (1,001 reviews)
"Staff was very friendly"
United States
Juanita
The price is AU$206
includes taxes & fees
5 Apr - 6 Apr
Hilton Garden Inn Portland Downtown Waterfront
Children’s activities

Inn By The Sea

Inn By The Sea
4.0 star property
6.9 km from Highland
9.4 out of 10, Exceptional, (306 reviews)
"Such a beautiful place, great to walk on beach, nice view, staff great.. cozy place.. so well decorated.. highly recommend for a nice quiet get away"
United States
Christian
The price is AU$326
includes taxes & fees
31 Mar - 1 Apr
Inn By The Sea
Exterior

Old Orchard Beach Inn

Old Orchard Beach Inn
2.5 star property
12.6 km from Highland
8.2 out of 10, Very good, (1,000 reviews)
"decent stay for a short time Period."
United States
Dwayne
The price is AU$151
includes taxes & fees
31 Mar - 1 Apr
Old Orchard Beach Inn
Exterior detail

Fleetwood House Bed & Breakfast

Fleetwood House Bed & Breakfast
3.0 star property
6.4 km from Highland
9.0 out of 10, Wonderful, (132 reviews)
"Lovely, comfortable stay! So welcoming and accommodating. We only stayed one night but will keep this in mind next time we are in the area :)"
United States
Sadie
The price is AU$363
includes taxes & fees
30 Mar - 31 Mar
Fleetwood House Bed & Breakfast
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

Our guide on where to stay in Highland

Find the best Highland 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 Victoria Mansion 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 Victoria Mansion.

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 Highland Hotel Reviews

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

10/10 Excellent
"Clean room, Staff helpful, All was very satisfactory."
Daniel N 1-night trip
Posted 3 hours ago
Clarion Hotel Portland Airport ME

Frequently asked questions

What is Highland like?
Guests are sure to enjoy their time checking out all that South Portland's Highland neighbourhood has to offer. Consider a visit to Casco Bay as part of your Highland travel plans.
What's a favourite 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! You'll find that most hotel room reservations are fully refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then use the "fully refundable" filter to view the best options available in Highland.
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, make sure that you visit other sights such as Maine Military Museum or The Cheese Iron.