Portland

Travel Guide

Portland Head Light which includes general coastal views, a sunset and rocky coastline
Portland
Fort Williams Park which includes rocky coastline and general coastal views as well as an individual female
Portland
Portland

Portland Travel Guide Video

The largest city in Maine is a gateway for island hopping in summer, skiing in winter and a thriving cultural centre year-round.

Renowned for the many outdoor adventures that are nearby, Portland, Maine, also offers visitors a large downtown arts district and a vibrant food culture.

Kick off your exploration in the Old Port. This historic district with cobblestone streets and converted Victorian warehouses contains many boutiques, galleries and restaurants. Visit the late 18th-century Portland Head Light lighthouse. Although the tower isn’t open to the public, you can still explore the small museum in the former Keepers’ Quarters, which is open seasonally.

Portland’s creative side is seen in its many downtown museums and galleries. Discover three centuries of American and European fine and decorative art at the Portland Museum of Art. For music, dance and drama, visit the Merrill Auditorium and the Portland Stage theatre.

After a tour of the town and its museums, go kayaking or take a boat cruise to explore coastal and inland waterways. On a warm day, swim in a clear lake, relax on the beach or go whitewater rafting down the Kennebec River. Take a short ferry ride out to the Casco Bay Islands, an archipelago off Portland’s coast. Visit the islands’ beaches, woods and villages. Peaks Island is the bay’s most populated island and has an artistic community. Walk its 4-mile (6.4-kilometre) Peaks Island Loop. In winter, go skiing in Sunday River and Sugarloaf, two skiing resorts within driving distance of the city.

Compact Portland is easy to navigate by car and public transport and on foot. There is a fee for parking in the downtown area, except on Sundays. In winter, check the nightly parking ban to avoid blocking snow plows.

The city is 310 miles (499 kilometres) from New York City and daily flights from there and Washington D.C. go into Portland International Jetport. As the city has a working port and cruise terminals, you can also get there and away by ship.

Where to stay in Portland

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Downtown Portland

3.5/5(2 area reviews)

A noteworthy feature of Downtown Portland is its captivating waterfront views. While you're in town, be sure to stop and check out Cross Insurance Arena and Fore Street Gallery.

Downtown Portland
Old Port featuring a bay or harbour

Old Port

5/5(5 area reviews)

The ample dining options and captivating waterfront views are top of the list for many visitors to Old Port. A stop by Fore Street Gallery or Cross Insurance Arena might round out your trip.

Old Port
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Back Cove

When in Back Cove, you can plan a visit to Hadlock Field and Portland Exposition Building, some noteworthy sights in the nearby area.

Back Cove
Victoria Mansion featuring interior views, a house and heritage elements

West End

4/5(1 area review)

If you're spending some time in West End, Victoria Mansion and Portland Fire Museum are top sights worth seeing.

West End
Portland featuring a park

East Bayside

If you're spending some time in East Bayside, Maine Jewish Museum and Cathedral of the Immaculate Conception are top sights worth seeing.

East Bayside
Portland Museum of Art showing interior views and art as well as an individual male

Portland Arts District

The ample dining options and captivating waterfront views are top of the list for many visitors to Portland Arts District. A stop by Cross Insurance Arena or Portland Museum of Art might round out your trip.

Portland Arts District
Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

2.5 out of 5
1230 Congress St Portland ME
The price is S$111 per night from 11 Jan to 12 Jan
S$111
11 Jan - 12 Jan
includes taxes & fees
Stay at this business-friendly hotel in Portland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,316 reviews)
The staff were great. Friendly and helpful! Loved the use of the shuttle into town

Reviewed on 2 Jan, 2026

Clarion Hotel Portland Airport ME
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St Portland ME
The price is S$139 per night from 25 Jan to 26 Jan
S$139
25 Jan - 26 Jan
includes taxes & fees
Stay at this spa hotel in Portland. Enjoy free Wi-Fi, a full-service spa and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
8.8/10 Excellent! (1,008 reviews)
Room was clean and had all amenities.

Reviewed on 6 Jan, 2026

The Westin Portland Harborview
Portland Regency Hotel & Spa

Portland Regency Hotel & Spa

3.5 out of 5
20 Milk Street Portland ME
Stay at this 3.5-star spa hotel in Portland. Enjoy free Wi-Fi, a full-service spa and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,570 reviews)
I love the hotel!

Reviewed on 7 Jan, 2026

Portland Regency Hotel & Spa
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.
The Weldon Hotel

The Weldon Hotel

4.5 out of 5
54 York St Portland ME
Stay at this luxury aparthotel in Portland. Enjoy free Wi-Fi, a 24-hour fitness centre and parking (surcharge). Popular attractions Victoria Mansion and Charles ...
9.8/10 Exceptional! (91 reviews)
Location is excellent. Short walking distance to every good restaurant and shop. The property was very nice and clean. The kitchen is very well equipped. The gym is very good sized for the size of the apartment building with 13 units in it. The management’s communication was prompt and friendly and ...

Reviewed on 3 Jan, 2026

The Weldon Hotel
Little Miss Cottages

Little Miss Cottages

2.5 out of 5
173 East Grand Ave Old Orchard Beach ME
Stay at this cottage in Old Orchard Beach. Enjoy free Wi-Fi, free parking and a garden. Popular attractions Engine and Harmon Historical Museum are located ...
8.4/10 Very Good! (88 reviews)
Cute and tidy cottage, easy walk to beautiful beach.

Reviewed on 29 Jul, 2025

Little Miss Cottages
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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