24 Hours In Portland, ME

This post is sponsored on behalf of Eventbrite.  All thoughts and opinions are my own.

24 Hours In Portland, ME | Why Hello Lovely

The one good thing about growing up in New England is being able to enjoy the autumn months.  Autumn in Maine is absolutely beautiful.  My hometown itself doesn’t offer much, but the Portland area can be a blast!  There are so many fairs and festivals and hiking trails and other fun things to do in the area.  There’s fun to be had for the whole family!  If you’re traveling to a new city, one of the best apps to use is Eventbrite.  Eventbrite is free to download and allows you to find local events and attractions while you’re traveling. They also offer event management software if you wanted to create and promote your own event. So if you ever have 24 hours to spend in Portland, ME, then here’s what I recommend you do.

First, you should start your morning at Becky’s Diner.  It’s delicious.  It’s a cute little diner with a bit of a 50’s vibe on Commercial Street which is right on the water.  I mainly eat there for breakfast or brunch but have gone for a later lunch as well and couldn’t recommend it more!  Sometimes it can be a bit packed, but if you don’t mind the wait, then stop in and get some breakfast.


After breakfast, there are so many great things you can do in the Old Port.  If you love art and culture, then I recommend checking out the Portland Museum of Art.  There are always new exhibits being shown.  You also have tons of cute little galleries in the Old Port as well.  Congress Street would be the best street for you to check out for anything art related.  If it’s the first Friday of the month, then I recommend checking out the First Friday Art Walk which is tons of fun.  There are lots of street vendors and the galleries are open to the public for free!


If you’re not as into the art scene, there’s plenty of shopping to be done!  One of the best things about the Old Port is that a very good majority of the shops and restaurants are locally owned and operated.  They’re not chain stores.  If you happen to want that, then you can head on over to the Maine Mall in South Portland.  I love knowing that I’m helping out small business when I’m making purchases in the Old Port.  Asia West (located on Commercial Street) is a super cute store to go into.  Mexicali Blues (located on Exchange Street?) is another good one.  I could sit here all day naming all the wonderful shops so you’ll have to just explore and see what you can find!

lobster 2

Lunch must be had at the Portland Lobster Co.  It’s essential that you get a lobster roll while you’re in Maine.  I promise it’s much better than lobster anywhere else!  I’m craving a lobster roll as we speak.  If you happen to not like seafood (which is super strange to me) then there are plenty of other options throughout the Old Port.  You have Otto Pizza, Congress Bar and Grill, Silly’s, Hot Suppa, and more!  I’m sure you’ll find something you’ll like.


After lunch, I recommend taking a cruise on the Casco Bay.  This is a great way to see Portland and the surrounding area from a different angle.  It can be a little chilly this time of year so I highly recommend wearing a jacket, but it’s so much fun to be out on the water and get the tour!

After your cruise you’ll likely need a snack.  This would be the perfect time to check out Coastal Maine Popcorn Co.  A friend of mine in college introduced me to the popcorn co and I’ve been hooked ever since! I couldn’t even begin to tell you how many flavors of popcorn they have in this cute little shop.  They have everything from traditional kettle corn to apple pie to buffalo wing, cotton candy to key lime pie and  more!  It’s crazy.  You can see more flavors by clicking here.  Everyone can find a flavor that they like.

coastal maine popcorn co

 Once you have your snack, you can then head back into the Old Port!  I would recommend taking a stroll on the Eastern Promenade.  There are tons of walking trails down there with gorgeous views of the ocean.  You could also check out the Portland Science Center, the Cryptozoology Museum, the galleries, or even take a tour of some of the older homes such as Victoria Mansion.  If you’re of age, you can even check out some of the breweries like Allagash Brewing Company!


The amount of dinner options in the Old Port is crazy.  Personally, I highly recommend checking out Fuji.  It’s a sushi bar and hibachi steak house on Exchange Street and it’s absolutely amazing.  I’d eat there every night if I could (again, if you don’t like seafood, there are tons of other options!).

If you’re still in town when the sun goes down, then there are plenty of bars and taverns in the Old Port for you to check out.  You can also find a concert to see at the State Theater or Port City Music Hall.  Both are smaller venues which I happen to love.  To me, it makes concerts feel more personal.  There’s less security  because there’s less people and it makes it easier to get right up to the stage.  If Sparks The Rescue is playing, then check them out!  They’re from the area and they’re concerts are AWESOME.  Everyone loves them.  They’ve been touring a lot lately so you’ll have to check out their schedule.

Again, if you’re heading to a new city, one of the best apps to use is Eventbrite.  Eventbrite is free to download and allows you to find local events and attractions while you’re traveling!  It’s the best sidekick for helping you navigate a new area.

Have you been to Portland, Maine?  What are your favorite things to do there?

  • Jen

    This is on my list of places to visit, it looks amazing!

    • It’s definitely a great place to visit. I’m in no way a cold weather/snow kind of person so I highly recommend going in either the summertime or the fall haha there’s much more to do!

  • Love the photos! My boyfriend has been here, but I haven’t really traveled myself. I would love to go to Maine!

    • My husband and I both grew up about an hour outside of Portland. Our hometown is super touristy in the summertime, but there’s not a whole lot to do unless you fish or ski/snowboard. Portland was always our to go spot for fun and entertainment. I definitely recommend visiting at some point!

  • Totally love this because it will be my childhood dream come true when I finally get my first trip to Maine – thanks so much for this. Great and captures. Looks so charming.

    • Hahaha it was my childhood dream come true to move AWAY from Maine. But i guess most people feel that way about the places they grow up. It’s a great area to visit, though! And the food is to die for! Unless you don’t like seafood, in which case, you may just starve in Maine haha

  • Yay, I’m glad you posted the link for me! It’s nice to see what people who live in the area recommend! And I’ve never heard of Eventbrite, I’ll have to check it out!!

    • I’m so glad i could help! Eventbrite is great! It gives you tons of things to do in the area that you’re visiting. Places to eat, museums, tours, festivals, you name it! It’s a great app 🙂

  • I visited Maine once a few years back and loved the feel, I would love to go back and visit your recommendations. Eventbrite is a great tip for travelers to connect with local events, thanks for passing it along.

    • New England has such a different feel from anywhere else that I’ve been. It’s such a small-town feel and everything is so coastal and locally owned. I love it! And Eventbrite is great! I have it downloaded to my iPhone and have used it on many occasions.

  • Veronica

    The city looks so beautiful! Love your photos

    • Thanks so much Veronica! I definitely recommend checking it out one day! 🙂

  • Sina Wenz

    Thanks for sharing this, Keating. Your photos are absolutely gorgeous! I’ve been to New England two years ago and I loved it. 🙂

    • New England is wonderful! I especially love the Boston area and Rhode Island!

  • Natalie Slater

    Portland looks so fun. Everyone keeps posting about it and I am thinking I need to make a trip. That lobster and baked potato are calling my name!

    • I’ve seen multiple people post about Portland lately! It’s so strange haha but New England in general is gorgeous to visit this time of year. I highly recommend it!

  • Definitely adding this to my wanderlust list! It looks so, so charming. Thanks for sharing!

    • You should definitely visit sometime! The coast is gorgeous. I’ll probably do more posts like these in the future of other must see towns!

  • I’ve been wanting to do a post like this too! Your photos are gorgeous!!

    • I’ve also been wanting to do this for a while now so I’m so glad I finally did it! It was really fun to type up. I’d like to do more of these in the future of more of my favorite towns.