Search Hotels in Highland, South Portland

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Check prices for these dates

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3 Apr - 4 Apr
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4 Apr - 5 Apr
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3 Apr - 5 Apr
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10 Apr - 12 Apr

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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, (1,028 reviews)
"Good stay, clean room Staff was friendly too"
United States
Aman
The price is ฿3,327
฿3,627 total
includes taxes & fees
21 Apr - 22 Apr
Best Western Merry Manor Inn
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
The price is ฿2,466
฿2,688 total
includes taxes & fees
5 Apr - 6 Apr
Casco Bay Inn
Suite, 2 Bedrooms | Desk, blackout curtains, iron/ironing board, free cots/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, (1,429 reviews)
"Clean room, right next to shopping, staff great"
United States
Sheila
The price is ฿1,980
฿2,158 total
includes taxes & fees
23 Apr - 24 Apr
Spark by Hilton Portland Airport Maine Mall
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, (427 reviews)
"Staff was friendly. Bathroom wasnt very clean. Beds were very comfortable."
United States
Brianna
The price is ฿2,378
฿2,592 total
includes taxes & fees
15 Apr - 16 Apr
Clarion Pointe South Portland
Deluxe Room, Ocean View | Individually decorated, individually furnished, iron/ironing board

The McKernan Inn

The McKernan Inn
3.0 star property
6.5 km from Highland
9.2 out of 10, Wonderful, (93 reviews)
"Amazing experience. Beautiful view. Wonderful staff. Great experience! "
United States
Sara
The price is ฿5,457
฿5,948 total
includes taxes & fees
12 Apr - 13 Apr
The McKernan Inn
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 ฿6,029
฿6,571 total
includes taxes & fees
12 Apr - 13 Apr
Inn On Peaks Island
Fitness facility

HomeAwhile

HomeAwhile
4.0 star property
4.8 km from Highland
9.6 out of 10, Exceptional, (15 reviews)
"The room was spotless. The hotel was very clean and the staff was very friendly and helpful."
United States
Monique
The price is ฿3,556
฿3,876 total
includes taxes & fees
3 May - 4 May
HomeAwhile
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, (1,130 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 ฿2,610
฿2,845 total
includes taxes & fees
19 Apr - 20 Apr
Inn at St John Portland In-Town
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)
"Excellent location so handy airport. "
United States
DEBRA
The price is ฿3,264
฿3,611 total
includes taxes & fees
12 Apr - 13 Apr
Hilton Garden Inn Portland Airport
Exterior

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, (1,182 reviews)
"Great property and friendly staff"
Canada
Bogdan
The price is ฿3,695
฿4,979 total
includes taxes & fees
7 Apr - 8 Apr
Cambria Hotel Portland Downtown-Old Port
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 ฿3,207
฿3,548 total
includes taxes & fees
6 Apr - 7 Apr
Hyatt Place Portland Downtown - Old Port Square
Reception

Longfellow Hotel

Longfellow Hotel
4.0 star property
4.9 km from Highland
9.6 out of 10, Exceptional, (153 reviews)
"Wonderful hotel- great location, staff and vibe."
United States
Laurie
The price is ฿3,787
฿5,435 total
includes taxes & fees
12 Apr - 13 Apr
Longfellow Hotel
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, (309 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 ฿6,723
฿7,888 total
includes taxes & fees
5 Apr - 6 Apr
Inn By The Sea
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 ฿7,470
฿8,143 total
includes taxes & fees
5 Apr - 6 Apr
Fleetwood House Bed & Breakfast
Exterior

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 ฿3,836
฿4,244 total
includes taxes & fees
9 Apr - 10 Apr
Embassy Suites by Hilton Portland Maine
Baxter | Premium bedding, individually decorated, individually furnished

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, (178 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 ฿7,898
฿8,609 total
includes taxes & fees
19 Apr - 20 Apr
Blind Tiger Portland - Danforth Street.
Exterior

The Francis

The Francis
3.5 star property
5 km from Highland
9.4 out of 10, Exceptional, (380 reviews)
"The hotel room was clean and spacious, and comfy. Staff were super friendly, welcoming and helpful. Location was good too. Loved the vintage vibe and the breakfast sandwich's. "
United States
dean
The price is ฿3,528
฿4,824 total
includes taxes & fees
7 Apr - 8 Apr
The Francis
Terrace/patio

The Nicholson Inn

The Nicholson Inn
3.0 star property
30.9 km from Highland
The price is ฿8,066
฿8,792 total
includes taxes & fees
9 Apr - 10 Apr
The Nicholson Inn
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, (1,002 reviews)
"Staff was very friendly"
United States
Juanita
The price is ฿3,726
฿4,123 total
includes taxes & fees
5 Apr - 6 Apr
Hilton Garden Inn Portland Downtown Waterfront
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 ฿2,740
฿2,987 total
includes taxes & fees
12 Apr - 13 Apr
Holiday Inn Express Hotel & Suites Freeport by IHG
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.
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

Holiday Inn Portland-By the Bay by IHG

Holiday Inn Portland-By the Bay by IHG

10/10 Excellent
"Fantastic property. Great location, clean rooms, wonderful amenities and friendly staff. Would stay here again! "
Melinda 3-night trip
Posted 3 hours ago
Holiday Inn Portland-By the Bay by IHG

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.