I need some alone time and want to fly somewhere for the weekend.
I might be biased because I'm a life-long resident, but give Chicago a try. The architecture is incredible. We have everything from Art Deco to Victorian and everything in between. Check out Frank Lloyd Wright's studio in nearby Oak Park. If you're into more of the tourist stuff, check out Navy Pier or take in Cubs game at historic Wrigley Field. Win or (more likely) lose, you're going to have a good time. We also have world-class museums, such as the Field Museum of Natural History or the Art Institute. You could also check out one of our many Blues clubs. I recommend Buddy Guy's Legends. We have many diverse neighborhoods and the authentic foods that go with them. The Lakefront is a great place to walk or bike or just people-watch. The public transportation is easy to navigate as is the city's grid system of streets. Fly into Midway airport on Chicago's Southwest Side and you're 15 minutes from Downtown. I love this town. Chicago is the city that works.
Come to NYC. We like tourists. We're used to tourists.
Maybe I'm just partial because I grew up there, but San Francisco comes to mind as one of the best places to just head out and explore. It's got a good amount of everything from relaxed sidewalk cafes, upscale restaurants, museums, tourist attractions and breathtaking views (from Twin Peaks or the Marin Headlands right across the Golden Gate Bridge). The public transit system is also good enough to get you anywhere you need to go .. and of course there's always an abundance of taxis if you prefer.
The people in San Francisco are also famous for being open minded and in my experience some of the most genuinely friendly people around. The weather in the winter time gets cold and sometimes rainy, but doesn't snow. If you're traveling later in the year, spring and summer are both beautiful. Check out Golden Gate Park, Fisherman's Wharf, and Yerba Buena Gardens if you want some nature from within the city. Both great places to hang out and people-watch.
Vegas... and not for the obvious reasons. Get off the strip to Red Rock State Park for some hiking and climbing... at night of course you can do anything from mild to crazy. But I cant tell you how many women Ive picked up because they ask me what Ive done in Vegas since I got there... When they hear I wasnt gambling or getting shit-faced and was actually doing something physical... it turns them on. Now... if you end up getting a phone number... you can take them on a drive to Valley of Fire... similar to Red Rock... but more driver friendly. Most people dont realize how beautiful Nevada is... they JUST see the strip, casinos, and alcohol.
Pittsburgh. I know, but don't snicker. Pittsburgh has a topography like SF, but much more affordable and more authentic. Dozens of tiny ethnic neighborhoods, more bridges than Venice, world class museums, and a deep music scene thanks to all the colleges and universities, but very few hipsters. Try:
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It really depends on what you mean by alone time. If you wanna be truly alone and not around a lot of people then go to Utah...Salt Lake City or Moab...and find some nice hiking trails.
I'm from the VA/DC area and if you like museums(of all kinds) and monuments then also suggest coming to DC because it's a great place to ponder your thoughts while roaming around a beautiful city.
I agree - NYC is the best for tourist...just don't stop in the middle of the sidewalk...New Yorkers get a bad rap for being unfriendly, but we are the total opposite...I have not met a NY'er that has not been willing to help out with directions or advice. if you do come, check out uptown, above 110th st on the west side...that part of harlem is amazing, great food, great bars and now great shopping...anyhwhere along 8th ave is cool! have fun!
San Francisco.
The whole city is only 7 miles by 7 miles. But most of the sights you'd want to visit are only 2-3 miles apart. A "long walk" is from old Fort Point at the base of the Golden Gate Bridge to downtown, only 5 miles.
Golden Gate Park is larger than Central Park and sits against the Pacific Ocean.
Half an hour north is the Wine Country of Napa and Sonoma, plus the giant trees of Muir Woods. 45 minutes south is Carmel-by-the-Sea and Monterey and its aquarium.
Compact, gorgeous, and filled with the best restaurants in the country (sorry NYC, its true), what could be better than San Francisco?
Seattle, if you're going in the summer. I know it's rainy and gray for 10 months out of the year, but when the bright thing above finally peeks out in late July, August, and early September, there's nowhere more beautiful on earth. If you stay in the right spot, you can watch the sun rise behind the Cascade Mountains, reflected in the placed waters of Lake Washington, spend a day of shenanigans in a fun city, then watch the sun set behind the Olympic Mountains, reflected on the waters of Puget Sound. All in the same armchair.
There are some cool museums for dudes (the Experience Music Project probably foremost among them), the people are some of the most jovial, friendly, honest folks you'll find on the west coast, it's a great spot to get around by bicycle, the local food is simply fantastic (find a spot with fresh, local salmon), and just generally it's an awesome spot.
If you don't want to wait until summertime, Austin and San Francisco are also both very, very fun cities.
I'd say you're good going to San Francisco, I lived downtown near Union Square and I spent a lot of time just exploring. You can do tourist stuff during the day, hit up Union Square, Chinatown, North Beach, and Fisherman's Wharf in just one day, go to the Haight the next day, and bar hop in the around all night. Just stay out of the Tenderloin at dark! It can be dangerous if you aren't familiar with the neighborhood..
Here are my picks...
Austin - Music, Ladies, Music, Festivals, entertainment...did I mention insane amount of music and ladies. Also very close to San Antonio so it is a 2 for 1.
Portland or Seattle - (yes I know that is different cities) But they are similar in their offerings and scenery.
San Fransisco - haven't been there but it comes highly recommended. (see other answers etc..)
Hanalei, Kauai, Hawaii - Wanna see the best beach in the world and just relax in paradise?
Obviously if you are into outdoor stuff and getting away in nature stick to Oregon, Washington, Utah, etc...
I might be biased because I'm a life-long resident, but give Chicago a try. The architecture is incredible. We have everything from Art Deco to Victorian and everything in between. Check out Frank Lloyd Wright's studio in nearby Oak Park. If you're into more of the tourist stuff, check out Navy Pier or take in Cubs game at historic Wrigley Field. Win or (more likely) lose, you're going to have a good time. We also have world-class museums, such as the Field Museum of Natural History or the Art Institute. You could also check out one of our many Blues clubs. I recommend Buddy Guy's Legends. We have many diverse neighborhoods and the authentic foods that go with them. The Lakefront is a great place to walk or bike or just people-watch. The public transportation is easy to navigate as is the city's grid system of streets. Fly into Midway airport on Chicago's Southwest Side and you're 15 minutes from Downtown. I love this town. Chicago is the city that works.
1. Washington DC
2. Chicago
3. Vegas
4. San Francisco
5. Atlanta/Boston/Seattle
6. All of North Carolina
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It depends on what you want to see. If you want to see museums Washington, DC and New York City are both good options. DC offers great public transit and the museums are free. NYC offers great public transit and a ton of different options.
Since you are traveling alone you have to think about your budget (hostel, hotel?), what you want to do (museums, eating out, meeting new people?) and how you are going to get around (driving, public transit, walking?).
If I were you I would research those three things any city that comes to mind and make up your mind then. DC, Chicago, San Francisco, NYC all come to mind. Austin, TX is great with a car and Portland, OR is also good.