My partner and I stayed for a few nights last week. The location can't be beat. It's located in the middle of town near everything. Chris was a great host (can't wait to see you in New Orleans!) In addition Chris filled his house with awesome guests; many of them customers for years (as we will be) My partner and... More

Had a great stay. Chris and Dennis were friendly and extremely gracious hosts. Felt very at home - especially with the freshly baked muffins!!!

Went up for a week and Chicago House completed my trip. The location is perfect (next to Pilgrim Monument and a block from the pier) tucked in a nice quiet street. The room was immaculate, continental breakfast, yummy. It has a beautiful front porch to hang out and a hot tub in back. But the best was Chris and Dennis... More

I've only been to Provincetown a few times and have had mixed experiences with accommodations, but then I found The Chicago House. What a great place to stay. Chris and Dennis were friendly and informative (they are Cape Cod boys born and breed) hosts which in the B&B world can be all to hard to find. The house is early... More

I recently spend an overnight at The Chicago House- highly recommend staying there. The house is nice, clean and homey. No complaints on anything. Great staff!!

As a first time guest at the Chicago House, this B&B was just a great relaxing friendly experience. The location is excellent and within easy walking distance of everything, and owners Chris and Dennis work hard to keep a very clean , efficient, welcoming historic house and make each guest feel at home from arrival to check out. Breakfast was... More

Stayed over the weekend at Chicago House and from start to finish it was awesome! I traveled with one other couple and we had a freaking blast. Chris and Dennis were super flexible with letting us check-in a little early. While Chris took care of our paperwork Dennis gave us the tour. Plenty of bedrooms and space where you wouldn't... More

I am a very frequent visitor to Provincetown and always stay at the Chicago House. It's a simple, old, cozy guesthouse with a small number of rooms and a nice central common area that makes it easy to meet other guests, share experiences and of course use Chris and Dennis as a resource for information. Chris and Dennis are friendly,... More

I recently stayed at the Chicago house for a getaway with friends. Chris and Dennis were fabulous and so helpful. It's close to town and everything you need is convenient. They gave us suggestions for dinner as well as great directions to the best beaches ever. The rooms were cozy and comfortable. This was a great choice for a few... More