Solo Travel

7 Best US Cities for a Solo Weekend Trip

Travelling alone for a weekend is a different problem to travelling alone for a month. You’ve got two and a half days, you don’t want to spend one of them working out logistics, and you probably don’t want to eat every meal staring at your phone.

A sunlit square shaded by live oaks in Savannah, Georgia
In this guide
  1. 1. Savannah, Georgia
  2. 2. Seattle, Washington
  3. 3. Washington, DC
  4. 4. San Francisco, California
  5. 5. Austin, Texas
  6. 6. Chicago, Illinois
  7. 7. Portland, Oregon
  8. What makes a city good for solo travel
  9. Common questions

So these seven are picked on practical grounds. Walkable centres, good public transport, places where eating alone at the bar is completely normal, and enough to do that you never have a dead afternoon.

Powell's City of Books and the streets of Portland, Oregon
Photo: Tedder (talk) / Wikimedia Commons (CC BY 3.0)

1. Savannah, Georgia

The easiest solo city in America and the one I’d send a first-time solo traveller to without hesitating.

The historic district is about one square mile, laid out on a grid with 22 garden squares dropped into it. You cannot get lost. You cannot get stuck somewhere far from your hotel. Every walk is pleasant because the whole place is shaded by live oaks.

Eating alone is easy here because so much of the food is counter service or bar seating. The free DOT shuttle loops the historic district if your feet give out. And there’s enough history that a solo day fills itself: the Owens-Thomas House, Bonaventure Cemetery, the riverfront.

Downside: it gets very hot from June to September and the squares offer shade, not air conditioning.

Spanish moss over a historic square in Savannah, Georgia
Photo: Kateshort / Wikimedia Commons (CC BY-SA 4.0)

2. Seattle, Washington

Seattle is built for people sitting alone with a book and nobody will look at you twice for doing it. That sounds small. On a solo trip it matters a lot.

The walkable core runs from Pike Place Market down to the waterfront and up to Capitol Hill. The ferries are the underrated bit: the Bainbridge Island crossing takes 35 minutes, costs very little as a foot passenger, and gives you the best skyline view in the city plus a small town to walk around at the other end.

Ballard, Fremont and Capitol Hill are each worth half a day and all are an easy bus ride. The light rail now runs from the airport straight into downtown, which removes the only annoying part of arriving.

3. Washington, DC

The best value solo city in the country, because the Smithsonian museums are free. All of them. That’s nineteen museums and a zoo, with no admission.

For a solo traveller that’s enormous. You can walk into the Air and Space Museum for forty minutes, leave when you’re bored, and walk into another one. No sunk cost, no planning, no pressure to get your money’s worth.

The Metro is clean and simple. The monuments are best at night when they’re lit and empty, and walking the Mall after dark alone is one of the better experiences in American travel. Eastern Market, Georgetown and the U Street corridor give you the non-tourist version.

Pike Place Market in Seattle
Photo: Another Believer / Wikimedia Commons (CC BY-SA 4.0)

4. San Francisco, California

A collection of villages that happen to share a city, which is close to ideal for a solo weekend. You pick a neighbourhood, you walk it, you move on.

The Mission for food and murals. North Beach for bookshops and coffee. The Presidio for a long walk with the bridge in the background. Golden Gate Park if you want a whole day that costs nothing.

Be sensible about where you walk after dark, particularly around the Tenderloin and parts of SoMa. That caveat applies in a lot of cities and San Francisco gets a worse reputation than it deserves, but it’s worth knowing which blocks to avoid before you set off.

7 Best US Cities for a Solo Weekend Trip

5. Austin, Texas

If the thing that puts you off solo travel is evenings, Austin solves it. There’s live music somewhere every night of the week, most of it free or nearly free, and nobody in a music venue cares whether you came with someone.

Rainey Street and the East Side are better than Sixth Street for anyone over about 24. Barton Springs Pool is 68 degrees year round and a genuinely lovely way to spend a solo afternoon. The bats under Congress Avenue Bridge come out at dusk from spring to autumn and it’s free.

Food is largely counter service and picnic tables, which removes the eating-alone problem entirely.

The Painted Ladies row houses in San Francisco
Photo: Dietmar Rabich / Wikimedia Commons (CC BY-SA 4.0)

6. Chicago, Illinois

Chicago’s hidden advantage for solo travel is the lakefront. Eighteen miles of continuous path along the water, free, flat, and always busy enough to feel safe. Rent a bike and you have a whole day sorted with zero planning.

The architecture boat tour is the single best first ninety minutes in any American city and works perfectly alone. The Art Institute is one of the great museums. The neighbourhoods, Pilsen, Logan Square, Andersonville, each give you an afternoon.

Winter is brutal and genuinely limits what’s pleasant. Come between May and October.

▶ Watch This Before You Go

7. Portland, Oregon

Small, green, cheap by west coast standards, and relentlessly comfortable with people doing things by themselves.

Powell’s City of Books takes up a city block and can absorb three hours without noticing. The food cart pods mean you can eat well for ten dollars without ever sitting at a table for two. Forest Park has 80 miles of trail inside the city limits.

No sales tax, which is a small thing that adds up over a weekend. The MAX light rail runs from the airport to downtown for a few dollars.

The National Mall and Washington Monument in Washington DC
Photo: Pedro Xing / Wikimedia Commons (CC BY-SA 4.0)

What makes a city good for solo travel

After a lot of these, the pattern is fairly consistent.

A walkable core. If you need a car for every outing, a solo trip becomes admin. Every city on this list has a centre you can cross on foot.

Counter service and bar seating. The cities where eating alone feels normal are the ones with food halls, counters and picnic tables rather than white tablecloths and tables for two.

One long linear thing. A lakefront, a river path, a park, a waterfront. It gives a solo day a spine when you don’t feel like deciding anything.

Museums that are free or cheap. Being able to duck into somewhere for forty minutes without committing is worth more alone than it is in a group.

Common questions

What is the safest US city for solo travel?

Savannah’s historic district, Portland’s inner neighbourhoods and most of DC’s Metro-served areas are all comfortable to walk alone during the day. Normal city sense applies everywhere after dark.

Is it weird to eat alone at a restaurant?

Not in any of these cities. Sit at the bar if you want company and a table if you don’t. Bar seating is usually quicker too.

How long should a solo weekend trip be?

Three nights hits the sweet spot. Two feels rushed once you count travel, four starts needing a plan.

What’s the cheapest city on this list?

Austin and Portland, with DC close behind once you account for free museums.

Do I need to book things in advance?

Only the architecture tour in Chicago and anything ticketed in DC. Everything else here works fine decided on the morning.

Downtown Austin, Texas
Photo: Pierre Camateros / Wikimedia Commons (CC BY-SA 4.0)
DavidMarketer, YouTuber, Traveler

Addicted to traveling. Currently living in Valencia, Spain.

More about Pinlions Travel →