Portland, Maine Travel Guide

Last summer my best friend and I took a road trip to Portland, Maine and we quickly fell in love with this quaint, New England town.

Portland is an incredibly charming town located on the Casco Bay. I visited in July so the weather was perfect for all the outdoor activities this town has to offer. Not only is Portland beautiful, bike-able and a foodie's dream, but the townies are so warm and welcoming! Cannot wait to share my trip with you all and am hoping this helps you when you plan your next visit to Portland. (P.S. I'm working on my New England road trip guide so stay posted on that!)

Where To Stay​


Press Hotel: If you are visiting Portland, Maine this is the only place to stay. Okay not literally, but in my opinion, Press Hotel is the only place you should stay. This hotel used to be part of the old Portland Press Herald newspaper HQ, hence the name. The newspaper theme resonates throughout the hotel; with quotes written in hidden nooks in the rooms, and even a vintage typewriter where you can type out and mail a letter from the hotel!

From the moment you arrive, the Press staff treats you with warmth that will instantly make you feel at home. The staff gives excellent recommendations for places to eat and things to do in the area. The rooms are insanely comfortable (with beautiful, white marble bathrooms) and somehow smell more and more amazing every time you step foot back into them. And the best part- Press has free bikes! Biking is really the best way to get around the town, so having this available with your stay is really worth it.

Where To Eat​


  1. Tandem Coffee & Bakery: This coffee shop has some of the best coffee/espresso I've had to date. There are two locations, but the bakery is where you should go to get all the fresh goodies of the day. (pictured on left)

  2. Hot Suppa: Great brunch spot, good classics, has an outdoor/backyard area- gets really busy. The elderflower drinks are delish!

  3. The Holy Donut: amazing donuts made from different types of potatoes! (pictured below)


  1. Eventide Oyster Co.: incredible oysters and thai flavored chowder. Make sure you try the oyster shooters (the cuke/vodka was really refreshing).

2. Miyake: Cute sushi spot with some incredible options. Definitely try the lobster butter roll...probably one of the best thing I've eaten.


  1. Inkwell (in Press Hotel): Cutie, little place good for happy hour snacks and some cocktails before heading out to dinner or to explore.

  2. Dobra Tea: Don't miss this place. It has a crazy amount of incredible quality loose teas that you can take home and the people that work their are so friendly and helpful. We chatted with a lady for probably an hour about all the teas they have and the differences between white, green, black, herbal etc. She also suggested teas depending on different ailments or moods. Make sure you try their iced chaga chai latte (truly incredible and very healing).

  3. Blythe & Burrows: Bar in the front with a speakeasy in the back (push open the bookshelves on the lefthand side in the back). Super cool bar and the speakeasy has cool vibes as well, with their drinks names after famous couples- think the Bobby and Whitney...

4. Portland Hunt & Alpine Club: great cocktail bar, although to be fair, most of Portland is known for their cocktails.

5. Vena's Fizz House: Didn't have a chance to make it here, but I hear it's a really cute cocktail AND mock-tail bar with lots of options for everyone.

What To Do

  1. Bike the waterfront: The press Hotel has bikes you can borrow for free I recommend biking along the waterfront for a nice scenic route or to Tandem Coffee.

  2. Kayak: Along the waterfront you can rent a kayak. Great way to cool off from the summer hear!

Folly 101

3. Shop: there are so many adorable, little shops in Portland, but our favorite was Folly 101. It's a home goods store with the cutest, one of a kind pieces for your home. It's located right down the street from Press Hotel and next door to Dobra Teas, so you can grab a cold beverage after!

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©2018 by The Traveling Cure.