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Kimpton Gray Chicago


Kimpton Gray Chicago

Located smack dab in the middle of it all, with easy access to taxis or public transportation, this hotel is gorgeous inside + out! Recently ranked #1 across all the Kimpton Hotels for service, they are dedicated to creating an impeccable guest experience! They strive to make sure each guest feels the Kimpton Love. Staying in The Gray, you will be afforded the loop city vibe, with close distance to all the shopping + nightlife, or head up to the rooftop bar!


Testimonial Tuesday: Bailey + Matthew


Testimonial Tuesday: Bailey + Matthew

Q: Why did you sign up for your trip? What were you looking to get out of it?

A: To take stress off of my plate! A nice, relaxing, romantic weekend.

Q: Did you have hesitations about taking a surprise trip? Were you nervous?

A: Yes, I think mainly because I like to know what’s going on + I am such a planner!

Q: Where did you guess you were going to travel? Were you surprised by the destination?

A: I actually guessed Chicago or Seattle so I was thrilled when we opened and saw it said Chicago.

Q: Upon discovery of your destination, what were some perceptions about your city prior to the trip?

A: I really didn’t know too much aside from the comedy scene!

Q: What made the trip feel unique and tailored to you?

A: We had asked for somewhere with comedy and live music - Chicago was perfect. They also made sure we had a fun activity for my birthday!

Q: What did you like most about your travel accommodations?

A: Holy wow, the hotel was the best we’ve ever stayed in + now we’re Kimpton reward members. We were blown away!

Q: What was your favorite experience that we recommended for you?

A: We loved all the recommendations but, specifically, Buddy Guy’s for live blues. We actually got to meet him + I danced with him as they sang happy birthday. It was a magical night!

Q: If you could do the trip over again what would you do differently?

A: I wouldn’t stress at all pre-trip because now I know we’re in good hands.

Q: What did you discover on your own (not on your itinerary) in your destination that you feel is shareworthy?

A: I feel like you guys nailed it with the itinerary but, I’d say just telling people to branch out from downtown is important. Downtown is great but, it’s a little expensive and we had some really great meals + experiences when we went out further into the city!

Q: What was your favorite part of your trip?

A: Everything, it was honestly the best trip we’ve ever been on together.

Q: How would you describe Pack Up + Go and your experience to Family + Friends?

A: We’ve told everyone we know how incredible it was to experience a destination that we might not have picked for ourselves + ended up having the time of our lives!

Q: What did you learn on your trip, or from your trip?

A: That Pack Up + Go is the best way to take a few days off from being in charge.

Q: What would you say to someone who is hesitant to go on a surprise getaway?

A: Just do it. Don’t think about the ‘what ifs’ - Pack Up + Go is there for you to answer your questions but, they will handle everything for you!

Ready to have your “best trip ever”? Sign up with Pack Up + Go todayhttp://bit.ly/ChicagoRomance