Highland Hotels near South Portland

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Highland hotels

Best Western Merry Manor Inn

Best Western Merry Manor Inn
2.5 star property
Highland
9.0 out of 10, Wonderful, (1,029 reviews)
"Check-in was great & pool and hot tub was clean and relaxing . Bfast was a lot to pick from & clean & fresh . I’d stay again for sure . "
United States
Cheyenne
The price is P6,373
P6,947 total
includes taxes & fees
Apr 19 - Apr 20
Best Western Merry Manor Inn

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, (1,447 reviews)
"Clean room, right next to shopping, staff great"
United States
Sheila
The price is P3,640
P3,968 total
includes taxes & fees
Apr 27 - Apr 28
Spark by Hilton Portland Airport Maine Mall

Casco Bay Inn

Casco Bay Inn
2.0 star property
25.7 km from Highland
8.0 out of 10, Very Good, (1,002 reviews)
"Good room, great breakfast options"
United States
Brooke
The price is P4,805
P5,238 total
includes taxes & fees
Apr 14 - Apr 15
Casco Bay Inn

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, (430 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 P4,616
P5,032 total
includes taxes & fees
Apr 16 - Apr 17
Clarion Pointe South Portland

The McKernan Inn

The McKernan Inn
3.0 star property
6.5 km from Highland
9.2 out of 10, Wonderful, (97 reviews)
"It was beautiful, clean, and homey. Not too fancy. The staff were delightful."
United States
Montserrat
The price is P10,034
P10,937 total
includes taxes & fees
Apr 19 - Apr 20
The McKernan Inn

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, (1,137 reviews)
"Great place, great location, great breakfast, great service, probably the best place to stay in Portland, a real gem!"
United States
J Merrill
The price is P4,799
P5,231 total
includes taxes & fees
Apr 14 - Apr 15
Inn at St John Portland In-Town

Inn On Peaks Island

Inn On Peaks Island
3.0 star property
8.9 km from Highland
9.2 out of 10, Wonderful, (109 reviews)
"Excellent little getaway in a very quaint island!"
United States
Kellie Slate
The price is P11,086
P12,084 total
includes taxes & fees
Apr 14 - Apr 15
Inn On Peaks Island

HomeAwhile

HomeAwhile
4.0 star property
4.8 km from Highland
9.4 out of 10, Exceptional, (22 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
The price is P6,899
P7,520 total
includes taxes & fees
Apr 15 - Apr 16
HomeAwhile

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, (1,008 reviews)
"Staff was very friendly"
United States
Juanita
The price is P7,329
P8,109 total
includes taxes & fees
Apr 27 - Apr 28
Hilton Garden Inn Portland Downtown Waterfront

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, (1,333 reviews)
"In the perfect downtown location!"
United States
Maureen
The price is P6,425
P7,108 total
includes taxes & fees
Apr 16 - Apr 17
Hyatt Place Portland Downtown - Old Port Square

The Nicholson Inn

The Nicholson Inn
3.0 star property
30.9 km from Highland
The price is P14,832
P16,167 total
includes taxes & fees
Apr 14 - Apr 15
The Nicholson Inn

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 P13,737
P14,974 total
includes taxes & fees
Apr 14 - Apr 15
Fleetwood House Bed & Breakfast

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 P5,759
P6,277 total
includes taxes & fees
Apr 20 - Apr 21
Holiday Inn Express Hotel & Suites Freeport by IHG

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, (235 reviews)
"Clean, comfortable hotel. Easy access from I-295 and a quick drive to downtown Freeport. "
United States
Shelly
The price is P5,879
P6,408 total
includes taxes & fees
Apr 27 - Apr 28
SpringHill Suites by Marriott Freeport Brunswick

Abellona Inn & Suites

Abellona Inn & Suites
11.8 km from Highland
The price is P5,159
P6,441 total
includes taxes & fees
May 10 - May 11
Abellona Inn & Suites

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, (2,007 reviews)
"Great accommodations and breakfast choices"
United States
Peter
The price is P4,382
P4,776 total
includes taxes & fees
Apr 19 - Apr 20
Comfort Inn South Portland Airport

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, (1,001 reviews)
"Great value, easy parking, easy check-in and friendly. "
United States
Anna
The price is P3,599
P3,923 total
includes taxes & fees
Apr 16 - Apr 17
Americas Best Value Inn Scarborough Portland

Blind Tiger Portland - Danforth Street.

Blind Tiger Portland - Danforth Street.
3.5 star property
4.8 km from Highland
9.6 out of 10, Exceptional, (179 reviews)
"The Blind Tiger was one of the best accommodations I've ever stayed in! The location was perfect – far enough away from the "bustle" of downtown but close enough to walk to many spots (Smalls was a favorite!). The daily breakfast was so great and the room, my goodness! Adorable, perfect, comfortable... best sleep of my life! Maggie was so helpful and accommodating and made our stay really special. All in all, highly recommend!"
United States
Caroline
The price is P14,523
P15,830 total
includes taxes & fees
Apr 20 - Apr 21
Blind Tiger Portland - Danforth Street.

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, (1,018 reviews)
"Hotel staff was friendly and accommodating."
United States
Ashton
The price is P5,764
P6,378 total
includes taxes & fees
Apr 26 - Apr 27
Hilton Garden Inn Portland Airport

Hampton Inn Freeport/Brunswick

Hampton Inn Freeport/Brunswick
2.5 star property
29.5 km from Highland
9.0 out of 10, Wonderful, (1,001 reviews)
"Room was very clean, nice hot shower and quiet for sleeping. Staff very welcoming. Breakfast choices good. Will stay again next time!"
United States
Angela
The price is P5,999
P6,539 total
includes taxes & fees
Apr 20 - Apr 21
Hampton Inn Freeport/Brunswick
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.

Where to stay in Highland

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

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.

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.

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.

Meetinghouse Hill

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

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

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 our traveler data, Best Western Merry Manor Inn is one of the top choices for your stay 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.
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.