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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

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, (1,009 reviews)
"Very pleased with our stay!"
United States
Amanda
The price is CA $125
CA $137 total
includes taxes & fees
Mar 4 - Mar 5
Best Western Merry Manor Inn

The Docent's Collection at 178 Middle Street

The Docent's Collection at 178 Middle Street
2.0 star property
5.9 km from Highland
10.0 out of 10, Exceptional, (6 reviews)
"Really nice and clean new hotel!"
United States
Michael
The price is CA $233
CA $255 total
includes taxes & fees
Mar 17 - Mar 18
The Docent's Collection at 178 Middle Street

Brookside Inn & Cottages

Brookside Inn & Cottages
2.5 star property
15.9 km from Highland
7.4 out of 10, Good, (635 reviews)
"Staff was incredible. 2nd time staying. Definitely will go again "
United States
Chester
The price is CA $96
CA $105 total
includes taxes & fees
Mar 8 - Mar 9
Brookside Inn & Cottages

Classic Inn

Classic Inn
2.0 star property
16 km from Highland
7.2 out of 10, Good, (600 reviews)
"Great location. Extremely cozy and well kept "
United States
Tonya
The price is CA $90
CA $98 total
includes taxes & fees
Mar 4 - Mar 5
Classic Inn

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 CA $97
CA $106 total
includes taxes & fees
Mar 11 - Mar 12
Ramada by Wyndham Saco/Old Orchard Beach Area

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
And. N B&B

Candlewood Suites Portland - Scarborough by IHG

Candlewood Suites Portland - Scarborough by IHG
2.5 star property
5.4 km from Highland
8.0 out of 10, Very good, (1,001 reviews)
"Great place to stay and pet friendly!"
United States
ruth
The price is CA $109
CA $119 total
includes taxes & fees
Mar 5 - Mar 6
Candlewood Suites Portland - Scarborough by IHG

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 CA $89
CA $97 total
includes taxes & fees
Mar 4 - Mar 5
Americas Best Value Inn Scarborough Portland

Super 8 by Wyndham Portland ME

Super 8 by Wyndham Portland ME
2.0 star property
8.5 km from Highland
5.6 out of 10, (1,000 reviews)
"Staff was friendly"
United States
Michele
The price is CA $85
CA $92 total
includes taxes & fees
Mar 12 - Mar 13
Super 8 by Wyndham Portland ME

Comfort Inn & Suites Scarborough - Portland

Comfort Inn & Suites Scarborough - Portland
2.5 star property
5.5 km from Highland
7.0 out of 10, Good, (826 reviews)
"Nice room, pool with friendly staff."
United States
AL
The price is CA $98
CA $107 total
includes taxes & fees
Mar 4 - Mar 5
Comfort Inn & Suites Scarborough - Portland

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 CA $107
CA $116 total
includes taxes & fees
Mar 12 - Mar 13
Fairfield by Marriott Inn & Suites Portland Maine Airport

Green Dolphin Motel

Green Dolphin Motel
2.0 star property
12.1 km from Highland
7.8 out of 10, Good, (79 reviews)
"So close to the pier and great family vibe!"
United States
Scott
The price is CA $175
CA $191 total
includes taxes & fees
Mar 17 - Mar 18
Green Dolphin Motel

Homewood Suites by Hilton Portland

Homewood Suites by Hilton Portland
3.0 star property
4.7 km from Highland
9.4 out of 10, Exceptional, (1,001 reviews)
"clean, friendly staff, quiet location, good food, A+"
United States
Tara
The price is CA $144
CA $157 total
includes taxes & fees
Mar 15 - Mar 16
Homewood Suites by Hilton Portland

Dormir

Dormir
3.0 star property
30.3 km from Highland
8.8 out of 10, Excellent, (999 reviews)
"Clean room, friendly staff "
United States
Carol
The price is CA $179
CA $196 total
includes taxes & fees
Mar 8 - Mar 9
Dormir

LivAway Suites Portland-Scarborough

LivAway Suites Portland-Scarborough
2.0 star property
4.2 km from Highland
8.0 out of 10, Very good, (168 reviews)
"Staff is very nice and the place overall isn't bad. Clean and updated place and dog friendly."
United States
Johanna
The price is CA $120
CA $131 total
includes taxes & fees
Mar 4 - Mar 5
LivAway Suites Portland-Scarborough

The Weldon Hotel

The Weldon Hotel
4.5 star property
5.3 km from Highland
9.8 out of 10, Exceptional, (93 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is CA $230
CA $354 total
includes taxes & fees
Mar 31 - Apr 1
The Weldon Hotel

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, (175 reviews)
"The whole was cozy! Well curated style and knowledgeable staff."
United States
jeffrey c
The price is CA $266
CA $289 total
includes taxes & fees
Mar 4 - Mar 5
Blind Tiger Portland - Danforth Street.

Canopy by Hilton Portland Waterfront

Canopy by Hilton Portland Waterfront
4.0 star property
5.5 km from Highland
9.4 out of 10, Exceptional, (1,002 reviews)
"Lovely staff, room, and great location!"
United States
Kali
The price is CA $176
CA $195 total
includes taxes & fees
Mar 15 - Mar 16
Canopy by Hilton Portland Waterfront

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 CA $312
CA $340 total
includes taxes & fees
Mar 4 - Mar 5
Fleetwood House Bed & Breakfast

Residence Inn by Marriott Portland Scarborough

Residence Inn by Marriott Portland Scarborough
3.0 star property
5.4 km from Highland
8.4 out of 10, Very good, (596 reviews)
"Good location and great staff! "
United States
Elyonel
The price is CA $128
CA $140 total
includes taxes & fees
Mar 6 - Mar 7
Residence Inn by Marriott Portland Scarborough
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. Learn more about Highland
Learn more about Highland

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.

Meetinghouse Hill

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

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.

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 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.
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.