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Portland (ME)
Alone

Name: Portland (ME) Alone
Price: 6.99 USD
Availability: InStock
Author: Jennifer Brandt

A solo travel guide for women 50 and over
By Jennifer Brandt

Oysters at the bar at Eventide are a very Maine start. Take the Casco Bay Lines ferry to Peaks Island, then browse Longfellow Books and walk the Eastern Promenade along a working harbor.

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Ebook · Updated Q4 2026

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Where you might stay

Mid-rangeHyatt Place Portland Downtown-Old Port Squareelevators, staffed desk and breakfast included
A treatThe Press Hotel, Autograph Collectioncentral hotel with restaurant and bar downstairs

Two places to eat alone

Eventide Oyster Co.The bar has a clear view of the shucking station.
DuckfatA small bar sits slightly apart from the tables.

SAMPLE

Why Portland, Maine

Portland doesn’t announce itself with fanfare. Instead it gives you something more practical: a place where a woman alone feels she belongs, with independent bookstores such as Longfellow Books, and bars where locals and visitors share a counter.
This guide is written for women traveling alone, 50 and over, and Portland suits that traveler at a small scale: oysters at the bar at Eventide, an hour in the Portland Museum of Art, a Casco Bay Lines crossing to Peaks Island, a slow walk along the Eastern Promenade. It is a working harbor city rather than a party destination, with fishing boats at Portland Pier, and the food scene from Fore Street to Miyake is serious.

A free excerpt from Portland (ME) Alone.

PRACTICAL SAMPLE

Safety and Basic Logistics

Theft is the more common risk here than violent crime, so the cautions that matter are the ordinary ones below: the lit blocks of Congress Street and the Old Port at night, bags kept close, and a taxi called from a restaurant when the walk back feels wrong.
Stick to the lit, populated blocks of Congress Street and the Old Port rather than empty alleys. Don’t flash expensive items. If a person or an area feels wrong, move toward the nearest lit restaurant or bar and ask staff for a taxi. Carry your phone and know how to get back.
The Old Port, Congress Street and the Arts District are well-lit at night and have foot traffic even late in the evening, with people, restaurants and bars in public view. More residential neighborhoods toward the edges of downtown are quieter, with less foot traffic.

A free excerpt from Portland (ME) Alone.

Inside this book

Portland, Maine Awaits
A City Shaped by History
Planning Your Escape
The Solo Woman’s Portland, Maine
Where to Stay
Neighborhood by Neighborhood

View the chapter contents

Portland, Maine Awaits
A City Shaped by History
Planning Your Escape
The Solo Woman’s Portland, Maine
Where to Stay
Neighborhood by Neighborhood
Days in Portland
Art, Culture & Creativity
The Pleasures of the Table
Evening & After Dark
Retail Therapy
Beyond the City: Day Trips
Practical Matters

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