Newport
Vermont

I’m surprised with St Augustine. It’s ok, a little cheesy

My friend and I went to Greenville, SC for this reason. We've both been to almost every major U.S. city and we wanted to go somewhere different. We were each able to get direct flights (from DC and Chicago). We stayed at an AirBnB and rented bikes to get us around. They have a great bike/hike trail. We went to breweries, hiked, shopped, and had some great meals. It was really fun.

Lancaster, PA
Jim Thorpe, PA
Chestertown, MD
Berlin, MD
Easton, MD
Winchester, VA

Apparently Corning, NY fits the bill. Who knew?

“Wineries and breweries: check. Panoramic views of a gorgeous lake: check. Restaurants filled with top-notch food: check.”

https://www.housebeautiful.com/lifestyle/g3655/small-american-town-destinations/

Anonymous wrote:

Anonymous wrote:It will be hard to find those touristy things you want to do without it being a touristy place. Like we can send you to any old city but it will lack the fun stuff you want because you’re a tourist who wants tourist activities. That being said, Ann Arbor would be nice if it wasn’t in the pits of winter. Try Sarasota or Albuquerque.

Eating, drinking, walking, and some history doesn’t seem touristy. Even the tiny hick town I grew up in PA had those things.

Ok then name your walkable hick town with history and yummy restaurants and OP can consider it.

Anonymous wrote:

Anonymous wrote:+1 for Savannah.
Also, what about St. Petersburg, FL?

I live in St Pete and that's a nice choice - I was going to suggest St Augustine on the other coast. Fly into JAX.

Love Savannah, too. I don't know if any of these count as hidden gems, though?

What kind of weather are you looking for, OP?

Savannah is NOT a hidden gem nor is Charleston. These are major tourist destinations. A lot of “hidden gem” cities aren’t really walkable in February. Maybe try Tulsa.

Anonymous wrote:It will be hard to find those touristy things you want to do without it being a touristy place. Like we can send you to any old city but it will lack the fun stuff you want because you’re a tourist who wants tourist activities. That being said, Ann Arbor would be nice if it wasn’t in the pits of winter. Try Sarasota or Albuquerque.

Eating, drinking, walking, and some history doesn’t seem touristy. Even the tiny hick town I grew up in PA had those things.

Following but more interested in warmer weather (65degree+)

Anonymous wrote:Charlestown or Savannah- the delaware shore, cape may, NJ,

Cape May is good for bird watching

Anonymous wrote:Montreal?

Can be nice in the winter

Go to a big city that's not famous for tourism. Houston has an insane food culture and museums, plus direct flights from EVERYWHERE, but no beaches or anything to draw people.

Charlestown or Savannah- the delaware shore, cape may, NJ,

Greenville? What’s there? Interested.

There is very little in the way of culture/museums/shopping in Durham.

Greenville, Durham, Charleston