Search Hotels in Highland, South Portland

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2 Jan - 3 Jan
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Our top choices for Highland hotels

Property amenity
Best Western Merry Manor Inn

Best Western Merry Manor Inn

Best Western Merry Manor Inn
2.5 star property
Highland
9.0 out of 10, Wonderful, (1004)
"Very pleased with our stay!"
United States
Amanda
The price is ฿3,215
฿3,504 total
includes taxes & fees
1 Feb - 2 Feb
Best Western Merry Manor Inn
Tapas bar
AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME

AC Hotel Portland Downtown/Waterfront, ME
3.5 star property
6.4 km from Highland
9.2 out of 10, Wonderful, (1002)
"Love this hotel. "
United States
Gabriella
The price is ฿2,868
฿3,173 total
includes taxes & fees
2 Feb - 3 Feb
AC Hotel Portland Downtown/Waterfront, ME
Lounge
Hyatt Place Portland Downtown - Old Port Square

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, (1307)
"This was a great stay! Brandon helped us with a room upgrade and the staff were super friendly the whole time. It was in a perfect location as well, easy walking to lots of great places for food and shopping! "
United States
Stetson
The price is ฿2,837
฿3,139 total
includes taxes & fees
28 Jan - 29 Jan
Hyatt Place Portland Downtown - Old Port Square
Property entrance
Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME

Aloft Portland Downtown Waterfront ME
3.0 star property
5.2 km from Highland
8.8 out of 10, Excellent, (1014)
"Perfect location Clean fun bright Staff exceptionally helpful and friendly"
United States
anne
The price is ฿2,490
฿2,755 total
includes taxes & fees
13 Jan - 14 Jan
Aloft Portland Downtown Waterfront ME
Standard Room, 1 King Bed, Non Smoking | In-room safe, desk, laptop workspace, blackout curtains
Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port

Cambria Hotel Portland Downtown-Old Port
3.0 star property
6.5 km from Highland
9.4 out of 10, Exceptional, (1148)
"Clean room and great staff "
United States
Seth
The price is ฿3,127
฿4,318 total
includes taxes & fees
28 Jan - 29 Jan
Cambria Hotel Portland Downtown-Old Port
Exterior
Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront

Hampton Inn Portland Downtown - Waterfront
2.5 star property
6.2 km from Highland
8.8 out of 10, Excellent, (1014)
"The staff, including the valets, were friendly and attentive."
United States
Joanne
The price is ฿2,978
฿3,295 total
includes taxes & fees
19 Jan - 20 Jan
Hampton Inn Portland Downtown - Waterfront
Reception
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area
2.5 star property
4.7 km from Highland
8.8 out of 10, Excellent, (1687)
"Staff was friendly and hotel was clean."
United States
Dianna
The price is ฿2,104
฿2,293 total
includes taxes & fees
1 Feb - 2 Feb
Tru by Hilton Portland Airport Area
Exterior
The Francis

The Francis

The Francis
3.5 star property
5 km from Highland
9.4 out of 10, Exceptional, (372)
"It was so charming and the beds were amazing."
United States
Danny
The price is ฿2,907
฿4,116 total
includes taxes & fees
22 Jan - 23 Jan
The Francis
Outdoor pool
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland
4.0 star property
4.7 km from Highland
8.0 out of 10, Very good, (1328)
"Very nice, fun pool, lovely staff"
United States
Sara
The price is ฿2,104
฿2,293 total
includes taxes & fees
14 Jan - 15 Jan
DoubleTree by Hilton Hotel Portland
View from property
The Westin Portland Harborview

The Westin Portland Harborview

The Westin Portland Harborview
4.0 star property
5.3 km from Highland
8.8 out of 10, Excellent, (1008)
"Spotless rooms, very roomy bathrooms, great staff"
United States
Kerrie
The price is ฿3,089
฿3,418 total
includes taxes & fees
28 Jan - 29 Jan
The Westin Portland Harborview
Exterior
Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG
4.0 star property
5.3 km from Highland
9.0 out of 10, Wonderful, (1447)
"Great location for a night out in Portland clean comfortable rooms. "
United States
Kimberly
The price is ฿2,458
฿2,720 total
includes taxes & fees
13 Jan - 14 Jan
Holiday Inn Portland-By the Bay by IHG
Exterior
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

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
8.8 out of 10, Excellent, (2290)
"Affordable price, great location for our needs & free breakfast. "
United States
Patty
The price is ฿2,522
฿2,790 total
includes taxes & fees
13 Jan - 14 Jan
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med
Honeymoon Suite, 1 King Bed | Premium bedding, desk, blackout curtains, iron/ironing board
Portland Harbor Hotel

Portland Harbor Hotel

Portland Harbor Hotel
4.0 star property
5.6 km from Highland
9.2 out of 10, Wonderful, (1736)
"Great hotel in the perfect location. "
United States
Samantha
Portland Harbor Hotel
Aerial view
Hilton Garden Inn Portland Downtown Waterfront

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, (1006)
"Great service and clean hotel. Will stay again if In the area!"
United States
Christopher
The price is ฿3,127
฿3,459 total
includes taxes & fees
8 Jan - 9 Jan
Hilton Garden Inn Portland Downtown Waterfront
Front of property – evening/night
Inn at St John Portland In-Town

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, (1144)
"Always a great stay from staff to cleanliness and comforts "
United States
Rachel
The price is ฿2,522
฿2,748 total
includes taxes & fees
13 Jan - 14 Jan
Inn at St John Portland In-Town
Terrace/patio
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

Portland Regency Hotel & Spa
3.5 star property
5.9 km from Highland
9.4 out of 10, Exceptional, (1565)
"Very clean hotel, friendly staff, good food in the pub. "
United States
Edward
Portland Regency Hotel & Spa
Bar (on property)
Canopy by Hilton Portland Waterfront

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, (1011)
"The room was very nice, and the location is great"
United States
Marc
The price is ฿3,541
฿3,918 total
includes taxes & fees
2 Feb - 3 Feb
Canopy by Hilton Portland Waterfront
Suite, 2 Bedrooms | Private kitchenette | Full-sized fridge, microwave, stovetop, dishwasher
Residence Inn Portland Downtown/Waterfront

Residence Inn Portland Downtown/Waterfront

Residence Inn Portland Downtown/Waterfront
3.0 star property
6.5 km from Highland
8.8 out of 10, Excellent, (1002)
"The front staff was super friendly and helpful. The room was very clean and roomy. The bed was comfortable and the shower was great too. Just the parking was a little bit tricky and confusing for the first time like us. "
United States
Chizuru
The price is ฿2,585
฿2,860 total
includes taxes & fees
13 Jan - 14 Jan
Residence Inn Portland Downtown/Waterfront
Exterior
Holiday Inn Express Hotel & Suites Freeport by IHG

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, (1002)
"Very nice place to stay. "
United States
Sara
The price is ฿2,963
฿3,229 total
includes taxes & fees
4 Jan - 5 Jan
Holiday Inn Express Hotel & Suites Freeport by IHG
Breakfast and dinner served, American cuisine
Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks
4.0 star property
5.2 km from Highland
8.4 out of 10, Very good, (1003)
"Very clean room and friendly staff."
United States
William
The price is ฿3,751
฿4,088 total
includes taxes & fees
1 Feb - 2 Feb
Portland Sheraton at Sable Oaks
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.
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Where to stay in Highland

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

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 Fore Street Gallery are some notable places to visit nearby.

Willard

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

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.

Knightville

While Knightville isn't home to many top sights, Victoria Mansion and Casco Bay Bridge are some notable places to visit nearby.

Top Highland Hotel Reviews

The Westin Portland Harborview

The Westin Portland Harborview

10/10 Excellent
"Wonderful as always. Comfortable beds, spacious rooms. Lovely, helpful staff"
Mistiayn 1-night trip
Posted 4 days ago
The Westin Portland Harborview

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.