Browsing Category:

Travel

three-day long weekend itinerary for Chicago

Posted in Travel by

Chicago is the greatest place in the world, and I’m not the only person who thinks so!

There’s something to do 24 hours a day here, which makes it the perfect city for a three-day weekend vacation. You’ll get a lot of bang for your buck with its easy accessibility (two airports, an Amtrak and Greyhound station, and plenty of city-wide public transportation to get you where you want to go), things to do in any weather or season, and relatively central location.

Day One

Spending your first evening downtown is great, because you can knock out a lot of city “must do”‘s in one location. Grant Park, Chicago’s front lawn, is home to the Bean, Buckingham Fountain, and many other public artworks. Take a selfie at the cloud, grab a Divvy bike and admire Lake Michigan from the Lakefront Trail, and in the winter months, skate on the ice rink!

Rainy day? Stay dry and see the city anyway on one of the many bus tours! From crime and mobster history to architecture and Chicago lore, there’s no lack of ways to

For dinner, start your Chicago food tour off right at Pequod’s Pizza, which I think is the best deep dish in the city! They also have thin crust and many non-pizza options as well.

Afterward, hop on a Divvy Bike to burn off some of that carb-y energy and head over to the Riverwalk, where you can take your pick of a post-dinner treat while walking the trail. It’s also near the Magnificent Mile so you can scratch that shopping itch at souvenir shops, Water Tower Place, or other major retailers like Apple, Louis Vuitton, and more. (Like a Nutella Cafe. You’re welcome.)

Day Two

On Saturday morning, grab a coffee from Fairgrounds or Goddess and the Baker and stop by the free Chicago Cultural Center. With rotating exhibits and stunning architecture, it’s a popular spot for new visitors and locals alike.

Then, head over to Old Town and grab a table at The Whale or Farmhouse, depending on your party’s tastes. Stick around the neighborhood to hit another one of the city’s most “can’t miss” institutions, the Lincoln Park Zoo! They’re open 365 days a year and is always free of charge. (Concessions are surprisingly affordable, too.) Visit Alexander Camelton, check out some presentations by zookeepers and volunteers (I especially love learning about the polar bears and sea lions) and walk around another one of the city’s amazing parks. If your zoo day is rained out, the Chicago History Museum sits at the south end of the park.

Hop on the Blue Line to the Damen stop to spend the rest of the afternoon in trendy Wicker Park and Bucktown. Grab a tasty treat from Stan’s Donuts, stop in to bookstores VolumesMyopic, and Quimby’s (all independent, all great for their own reasons,) and pop into Corbett vs. Dempsey, a free art and culture museum in the Dusty Groove building. Wicker Park is also a great spot to grab an Italian Beef, a classic meal – Jay’s Beef is easy to get to.

Rainy day? Try out an escape room – we have them all over the city. If you don’t like solving puzzles, try a more traditional arcade, like Headquarters Beercade or Emporium. My favorite is Ignite, a video game lounge in Skokie and Avondale – I could play Rock Band for hours and hours (and have on more than one occasion!)

For dinner, since you’re already in Wicker Park, make a beeline for Small Cheval. The little sister restaurant of Au Cheval, it’s more affordable and more relaxed, but still serves one of the city’s best burgers. Their shakes and fries aren’t anything to shake a stick at, either!

The Second City has been home to more successful comedians than you can count. They have several stages and several shows every night, so do yourself a favor and stop by to see the next big things.

Afterward, hop over to Humboldt Park and my favorite bar in the city for a nightcap – The California Clipper is a dimly lit former 1930’s movie theater with a speakeasy feel. Opening at 8, it can often be empty for the first few hours, which always makes me feel like I have some kind of secret gem in the city. That doesn’t last long, though – once the music starts and 10pm approaches, you’re lucky to grab a spot to stand, and the party keeps going until 3am. Grab a Pago Pago with old-fashioned shaved ice… so good.

Day Three

Spend a low-key Sunday morning in the Andersonville neighborhood. Foursided, Woolly Mammoth, and Women and Children First are just a few of the funky specialty shops you’ll find here. When your feet are tired, your arm is weighed down by reusable shopping bags (Chicago has a bag tax, which will add up after a long weekend!), and your wallet is feeling light, grab one of the best brunches of your life at Big Jones.

On your way out of town, head south to Pilsen. This up-and-coming neighborhood is growing fast – in the span of a year there have been so many new businesses, restaurants, and events popping up that there’s always something new to do!

Grab dinner at the award-winning Dusek’s in the historic Thalia Hall building, or head downstairs to one of my favorite spots in the city, Punch House. With a cool 70’s vibe, boozy punch on tap, low lighting, board games and cozy booths, it’s a great spot to unwind and end your time in the city!

None of these activities sound like your speed? Don’t worry – the city of Chicago’s got your back. Request a Chicago Greeter to show you around and get a personalized offbeat experience!

August 30, 2019
/

packing in one bag for a mixed transit trip

Posted in Travel by

Last weekend, Evan and I headed out on a quick two-night trip to the northeast. We were flying in to Newark, Lyfting to Jersey City, using the PATH train to head into NYC, then taking a bus from New York City to Boston the next day, and flying home from Logan. (I’m exhausted just recounting all that!) Originally, I was packing into my small (but roomy) packable tote, but since I knew we’d be walking around a lot and trekking through Boston on foot, I wanted something easier to manage, since my tote doesn’t have a shoulder strap or anything.

We bought a packable backpack last summer that we’ve gotten a lot of use from, so I decided to pick up one of my own without spending a ton of money on it. VenturePal’s Large Hiking backpack fit the bill at just under $13. Initially I thought I’d just throw it into my tote and deal with switching things over once we got to Jersey, but I ended up doing the opposite – packing into the backpack and throwing the packed tote in, just in case. The forecast for the weekend was shifty – rain expected, of course – so I packed in a way that I thought would be optimistic, just in case things were sunny instead.

On the plane, I wore jeans, a t-shirt, and a lightweight C9 track jacket. I really wanted to wear my favorite Crocs sandals, but since the weather forecast showed rain, I stuck with my trusty Sperrys.

What I Packed

Clothes

  • Two pairs of socks (I packed these “just in case,” and didn’t use them since it didn’t rain)
  • Four pairs underwear (extra underwear is something I’m always going to tote.)
  • Two sports bras
  • One pair sleep shorts (I wouldn’t have brought sleep stuff, but we stayed with a friend in Boston and I think everyone appreciated that I wore clothes to bed)
  • One sleep tank top
  • One pair Uniqlo drape pants
  • One pair Uniqlo Relaco shorts
  • One t-shirt
  • One Uniqlo sleeveless tank
  • One black popover shirt

Toiletries

  • Toothbrushes/toothpaste
  • Deodorant
  • Single face wipes to remove makeup (I didn’t use these. The first night in the hotel I used a washcloth and the second night I passed out with makeup on. Whoops.)
  • Body wipes
  • Dry shampoo
  • Meds for both of us
  • A couple random ziploc bags
  • Two lipsticks
  • Mascara
  • Foundation
  • Sponge
  • Contour
  • Welly first aid kit (I’m a sucker for branding and Welly is great at it, but I don’t recommend the band-aids. I used a fabric one while we were on the trip and it started fraying within an hour.)

Comfort and Entertainment

What Did We Buy There?

  • Dramamine (I had some at home but didn’t pack it. I would probably have been fine, but wanted to ensure a nap on the bus, so I grabbed some from Target on the way)
  • Evan forgot hair stuff, so he picked up a small hair pomade thingy

The organization of the bag was perfect – I don’t like a lot of pockets, and this one only has three, including the main space. Even though 50 liters is more space than I really need, I was glad for it because I could easily throw in the few purchases I made on the trip (another set of Uniqlo drape pants and Relaco shorts, and two shirts from the shows.)

I will say that this bag doesn’t look super touristy so if security is one of your concerns, I think this bag would fit the bill quite well. It would also be a fine daypack, too, if you wanted to offload some things where you were staying and set out for the day. It’s definitely durable, but not waterproof, and it probably wouldn’t be my primary bag choice for a week+ trip. But for a weekend where I specifically wanted to feel well-organized and mobile, it was really great, and I’m so glad I’m learning how to pack less!

Are you a minimalist traveler, or a “just in case” packer? What must-haves do you always pack?

May 20, 2019
/

2018 gift guide: Chicago lover

Posted in Shopping, Travel by

2018 gift guide chicago gift ideas

It’s that time of year again! Holidays always seem to be the time of year where we feel totally stumped by the people we want to gift. Either they have everything, or they don’t “need” anything. Sometimes it’s a really nice gesture to take a deep look at the recipient’s personality and connect that to any gifts you want to give them. It’s a good tip to keep in mind year-round!

For travel lovers, it might be nice to help them pay homage to their favorite place. Since I love Chicago, that’s the theme of today, but many of these gifts are available for other cities and states as well. Let’s take a look!

Chicago Bears travel scarf: I have one of these Waypoint Goods travel scarves and I absolutely love it. I hear the Bears aren’t really something to be proud of, but there are plenty of other colors to choose from too! This cozy infinity scarf features a pocket big enough for your phone, cash, and earbuds. Carrying a purse has become such a burden, so I’ve pared down my everyday carry items to fit in this pocket, and I love it.

Chicago Skyline print: Local printers and artists at Foursided have my heart. This skyline print is my favorite, but there are tons of other options if you prefer a map motif, something more mid-century inspired, or want to pay tribute to the long-suffering Cubs.

CTA Stop Magnets: If you’re like me and live in everyday thankfulness for the vast CTA system, Transit Tees has the gifts for you! Tell your friends what line or stop is your favorite – Transit Tees makes magnets and pins for almost all of them. I got the boyfriend a Yellow line magnet as a housewarming present for the new house, so this is a great shop to keep in mind year-round!

Chicago Homesick Candle: Homesick Candles have been around for awhile, but I still totally love them. The Chicago scent hearkens Fannie May chocolates and the breezes from Lake Michigan. The Illinois version of the candle carries more floral scents.

Chicago Flashback: This book from the Tribune staff would be a great gift for a history buff. It not only showcases photos of our beautiful architecture, but also tells the stories of the builders and other notable Chicago residents.

Chicago Skyline Lego Set: Somehow, the older I get, the more I regress into enjoying Legos. I’ve always been freeform and abstract with mine, but this Chicago skyline set is really cool. My grandpa worked on the Sears Tower when it was being built, so it would be a fun homage to that. (And no, I will never call it the Willis Tower.)

Chicago-opoly: This fun Chicago-themed Monopoly-style board game would be a hit for me. I love attending and hosting game nights, and Monopoly is best suited for a long weekend because as everyone knows, it’s a marathon game! This is a great gift idea for someone you don’t know well, because the odds of them not liking fun is… well, pretty low.

Chicago-etched Whiskey Glass: I love these types of whiskey glasses. They’re well-made and the etched Chicago map makes it feel a little fancy.

How is holiday shopping for you? Do you find it difficult, or are you like me, finishing before Thanksgiving even hits?

November 19, 2018
/

doing Chicago: 24 hours of fitness

Posted in Travel, Work Out by

fitness in chicago

Chicago is a city that’s screaming to be explored by foot power – with tons of different gyms and unique classes to check out. There’s nothing I love more than taking a walk around any of our neighborhoods – there’s always a ton to see, and you’ll almost certainly stumble into a fun street festival or farmer’s market in the summer. It’s one of the most fit-friendly places in America, so if you’re looking to see the city while you get fit, here’s a 24-hour guide to Chicago fitness to follow!

9:00 AM: Head out of your room at the Chicago Athletic Association for a run through Grant Park and along the lakeshore. The hotel was built in the 1800’s as a club for society men to shoot pool and work out, and it’s still decorated with a sporty spirit today. Head north on Lake Shore Drive past Buckingham Fountain, Cloud Gate (more commonly known as “the Bean”,) and follow the path up to Oak Street Beach. Part of the Rock ‘n Roll 10K I ran last summer went along the lakeshore and ended in the park, and it’s really beautiful and inspiring if you depend on scenery to distract yourself from running. Take some time to relax on the beach and cool off, then head out to refuel.

Photo by Sawyer Bengtson on Unsplash

Cloud Gate at Millennium Park

11:00 AM: Try Wicker Park for brunch – whether you’re looking for something healthy (try Native Foods Cafe) or sinful (Stan’s Donuts is a must-try,) there’s something to satisfy everyone in your group. Afterward, take a walk over to Cup & Spoon (2415 W North Ave.) to grab a glass of their Electric Lemonade – the activated charcoal in it will help out with any tummy trouble building up.

From there, it’s a short walk to the Divvy station at Western & Winnebago. Divvy bikes let you rent for a few hours or a whole day, so check one out and take a spin on the 606 trail. A former el line, it was recently renovated into a gorgeous 2.7-mile trail that’s bike- and run-friendly. Markers line the trail with Chicago history and landmarks, so you can learn as you lean!

1:00 PM: Head back downtown on your bike and grab another quick bite to keep your energy levels up. I’m a really big fan of Sweetgreen (huge, fresh salads) and The Protein Bar for great juices and wraps.

2:00 PM: Continue your tour of Chicago architecture and history with a tour on the river. Kayak Chicago offers several different tours, including an architecture tour, so you can appreciate the gorgeous 1800’s buildings in downtown (and scout out those riverwalk bars to visit before heading home for the night.)

5:00 PM: Green Zebra is the perfect dinner for your fit day. A vegetarian restaurant specializing in small plates, their menu is creative and changes seasonally. The tasting menu is a nice way to make the meal special!

7:00 PM: Finish up your day of fitness with a fun dance class. Stiletto Dance Studio offers classes in bootcamp and yoga, but if it’s a girls trip: head there for the Pole Dancing classes and get your groove on. (Or if you’re still feeling up to it, try stand-up-paddle in Lake Michigan with Chicago SUP. It’s beautiful at night.) In the summer, there are often dance parties in city parks, like salsa, mambo, and bachata classes

Photo by Ardian Lumi on Unsplash

9:00 PM: Head to Logan Square and hit up the local barcade, Emporium. You and your friends can keep up your competitive spirit with games like air hockey or pool, or stick to the solo machines like Pac-Man and pinball. (Try a local Chicago brew, like Revolution, while you’re there – beer is a great way to replenish nutrients your body loses after a hard workout!)

8:00 AM: Since you went to bed so early, you’re surely waking up and feeling great! Before heading out of town, grab some Dark Matter coffee and check out Flywheel. It’s similar to Soulcycle (but more accessible to newbies,) and they often have Chicago-centric classes. If you aren’t going to Pitchfork festival, you could at least go to the Pitchfork Flywheel class! Afterward, head to Lincoln Park’s Chicago Pizza and Oven Grinder Factory. You deserve it after all that work, and it’s a Chicago institution!

What’s your favorite way to actively explore when traveling? Do you have a favorite Chicago workout spot?

June 1, 2018
/

doing Chicago: cheap and free music festivals

Posted in Travel by

free festivals in chicago

Chicago in the summer is the best place in the world. (I haven’t been everywhere, but I’ve been enough places to be pretty convinced.) One of the best things is our seemingly unlimited supply of free street festivals – there’s something going on every weekend, and even during the week. Music festivals are super popular and run all summer, from Do Division the first weekend in June through the end of October, so check out these cheap and free Chicago music festivals!

Bookmark this post and come back all summer to find activities to check out!

Weekly Events

Navy Pier Beer Garden: The Miller Lite Beer Garden at the end of the Pier features performances almost every day of the week. Beer here is also super reasonably priced, and the gorgeous views of the city as the sun sets is totally worth the schlep out to the shore from whatever neighborhood you’re in. Check out their calendar for music events, plus other great free things to do while you’re in Chicago.

Haymarket Brewery: On Thursdays, Haymarket Brewery has an Americana music series featuring a lot of my faves and friends from Nashville. This is actually a year-round series happening every week, so pop over for some great brews and tunes, even in the dead of winter!

Grant Park Music Festival: Grant Park is home to the largest outdoor classical music festival, which is pretty cool. Events here feature the option to purchase tickets, otherwise, GA seating is always free on the back of the great lawn. Special guest conductors and performers and performances of classical greats is an excellent way to add some culture to your Chicago trip, without adding a big price tag.

Annual Events

June

do division

Photo via Do Division Facebook

Do Division Fest: Do Division is sort of the symbolic start of summer for me. It’s the first weekend after Memorial Day on one of the coolest stretches of West Town. This year’s headliners include Ted Leo and the Pharmacists, Deerhoof, and Bear Vs. Shark – not bad for a free street fest! In addition to eight(ish) hours of music at two stages per day, there’s also a sidewalk sale with local artists and vendors, a family fun festival with activities for the kiddos, the shops on Division set up their sales outside, and restaurants expand their patio seating.

Andersonville Midsommarfest: Andersonville on the north side is a really fun and diverse area, and from June 8-10, they present a great street festival. A $10 donation goes to the neighborhood chamber, and you can take part in yoga, check out music, shop the vendors and sidewalk sales, and eat until you can’t eat anymore. Andersonville has a heavily Swedish heritage, so partake in some traditions like dancing around the Maypole and eating Swedish food (it’s more than just meatballs.)

Chicago Blues Festival: This free festival in Millennium Park is also June 8-10, so if you’d like to stay closer to downtown, stop in for a set here. I love picnicking at Millennium Park, and there’s a Mariano’s nearby – pick up some snacks and a bottle of wine for a cheap, romantic date downtown. The incomparable Mavis Staples caps this year’s festival on Sunday night at the Pritzker!

Taste of Randolph: Three stages in the West Loop along Restaurant Row? Sign me up, please! This festival is pretty long-running, and this year will take over Randolph Street from June 15-17. The lineup is insane – I can’t wait to see Mayer Hawthorne and the amazing MONAKR again – for a $10 entry donation. Taste of Randolph is definitely a can’t-miss event for your weekend in Chicago!

Logan Square Arts Festival: This is a small music, arts, and family festival in Logan Square. One of my favorite bands, Priests, is playing this year, and I’m excited to pick up some enamel pins from local seller Jini & Tonic!

July

craig finn at west fest

West Fest: Another festival that shuts down along a stretch of great restaurant options, West Fest is July 6-7 this year. The first time I met Craig Finn was at this festival, so it holds a dear place in my heart. It’s on the smaller scale, so if you get overwhelmed by the big crowds at Grant Park or Taste of Randolph, this is a great one to head over to. A small kids area is far away from the stage to protect their hearing, food trucks park at the end of the street, and vendors line the road. (My suggestion? Grab dinner at Roots Pizza. Soooo good.)

dessa at square roots festival

Dessa at Square Roots Festival 2016

Square Roots Festival: This festival in Lincoln Square gets some pretty heavy hitters every year – the first year I went, it was my first solo Dessa show, and I was just delighted. (I heard her sound check start, thought I was running late to the show, and ran in on crutches… only to realize it hadn’t yet started.) This year Square Roots is from July 13-15, featuring Nashville favorite Pokey LaFarge and Chicago locals Get Up With the Get Downs among (many) others. A $10 donation gets you through the gates for the full weekend (and benefits the Old Town School of Folk Music), and like many other festivals, there are lots of vendors and family-friendly activities. I remember this festival as one of the best food spots – it felt like the food and beer options went on for miles!

doomtree at wicker park fest

Wicker Park Fest: Wicker Park/Bucktown is still my favorite part of Chicago, and Wicker Park Fest is July 29 and 30 this year. It’s a $10 suggested donation for admission, but they shut down part of Milwaukee Ave., put up three stages for music, and fill the street with vendors and Goose Island beer. There’s also a kids festival here. Headliners should be announced in a few weeks, and after Doomtree and Guided By Voices last summer, I’m not sure how they can top it this year!

August

Big Evanston Block Party: I’m really excited for this first-year block party. SPACE in Evanston is one of my favorite venues here, and from August 25-26, they’re celebrating ten years of concerts. Two of my favorites are headliing – The Old 97’s and Guided by Voices – so I can’t wait! It’s a free festival with options to purchase VIP upgrades, but it looks like early registration is required, so grab your August 25 and August 26 tickets early.

September

Chicago Jazz Festival: This festival is where I lost my keys last year, but I’ll try not to hold that against them. Sitting on the lawn here, sipping bottles of wine picked up at Mariano’s nearby, and watching the sun set over the city skyline is such a nice, relaxing way to say goodbye to summer.

goose island 312 block party

312 Block Party: This Goose Island party represents the end of summer to me. 2018 dates haven’t been posted yet, but it’s typically the third weekend in September. Last year, Ted Leo and the Pharmacists headlined, and in 2016, Beach Slang was my favorite set. Word on the street is that this year, the Empty Bottle is bringing in the best lineup yet, and another bonus (besides the beers and excellent brews?) Grab Hot Doug’s from the food area here, which is a Chicago classic.

Did I miss any other free Chicago music festivals? Let me know what your can’t-miss picks are!

May 23, 2018
/