Jen's Guesthouse
Call now
Call now
Website
Call
Jen's Guesthouse
When you don't feel like cooking a meal for the family, it's nice to know you have a place to go for a delicious meal. Jen's Guesthouse is open for on the weekends throughout the winter for lunch and dinner as well as on holidays, offering tasty dishes and a warm and inviting dining experience. It's the perfect place to bring your family or a special loved one to celebrate an occasion or to have a relaxing dinner.

We have a huge selection of delectable dishes, ranging from steak and seafood to chicken and pasta. Everyone is sure to find something they love at our restaurant. Family gatherings can quickly outgrow the space of someone's home, especially as new spouses and children join the family each year. If you feel that you need a new space to host your family event or work party, Jen's Guesthouse has a variety of Private Party Spaces to choose from.
Services
The spring and summer seasons are a beautiful time of year, full of sunshine, warm temperatures, and time spent outdoors. When the weather is this nice, why wouldn't you want to enjoy your meals outside? At Jen's Guesthouse, we offer an exquisite outdoor dining experience at our Southwest Chicago restaurant.
Jen's Guesthouse is the perfect place to host your events in Southwest Chicago. No matter what you are planning, we have the space and menu items to wow your guests and make sure your event goes smoothly. The Courtright family has been a culinary institution in the area for years, and Jen's Guesthouse follows the same traditions, offering delectable dishes with friendly and professional service.
I don't write many reviews, but for Jen's Guesthouse - I feel it overwhelmingly appropriate to do so. I recently had a luncheon at Jen's Guesthouse following my brother's funeral with having close to 100 family members and friends combined, and I have to say that the service was impeccable. Al and his staff were extremely attentive and kind; making sure that we were comfortable and had everything we needed.
Reviews (22)
Babe Conway
Babe Conway
Dec 26, 2021
Report
Christmas Party.
Facing the back yard, decorated so pretty for Christmas. Had 4 food tables (A table in each corner of the room)with 3 serving trays on each table. Food was fabulous.
No crowding, lots of room between small tables. What a great party.
Sandra Safranek
Sandra Safranek
Dec 24, 2021
Report
We booked a reservation for Christmas Eve and were shocked to see that none of the staff were wearing facemasks, despite a facemask mandate being in effect. When we mentioned this to the hostess we were told, "It is whatever the staff felt comfortable with". Apparently the management and staff are under the misguided assumption that their comfort overrules that of their customers. We left and enjoyed dinner at another area restaurant that was enforcing the mask mandate. We will never dine at Jen's Guesthouse again.
The Traveler
The Traveler
Nov 29, 2021
Report
The food was very good. We were unaware there was going to be a Christmas show being filmed there. It was a band singing holiday music. They were quite good & it was really festive. It was also crowded.
I will definitely go there again.
Jewel Lee
Jewel Lee
Nov 25, 2021
Report
We had come for a funeral luncheon. My grandma pre-ordered the food she wanted and didn't get exactly what she asked for. 2 items were incorrect. The bread was delicious. The mashed potatoes were very good. The baked chicken could have been seasoned better. Overall, I'd probably go here for a regular meal and give that a chance.
Jeff Battaglia
Jeff Battaglia
Nov 21, 2021
Report
The food was terrible! It was the worst meal that I've had in a very long time. When I called to confirm our reservation they should have told me that they had a party scheduled. It was loud enough that you couldn't even talk to the person next to you. The waitress was so busy but accommodating. I would not recommend this place for any body. It was overall not a good dining experience. This place has really gone down hill. I will not be returning!
Big Joe
Big Joe
Nov 16, 2021
Report
Had a wonderful experience at Jen’s Guesthouse on Thanksgiving Day with me and my family. The manager and staff were awesome and the food was delicious. Thanks for going the extra mile. Erica took care of our table and was professional and went above and beyond for us.
Laura M.
Laura M.
Oct 30, 2021
Report
Food was amazing. Service was horrible. I was attending a function there and the waitresses made you feel like we were bothering them when we asked for a drink. I even asked if I could get my own drinks from a bar (I wasn't being mean either I was being nice about it) she rolled her eyes and asked what I needed. Now, I realize nobody wants to work right now and they are miserable because the work load is falling on them but I'm not being rude to you so maybe don't be rude to me. I am still giving 4 stars because it is a nice place and the food is amazing
Charles Grill
Charles Grill
Oct 30, 2021
Report
Went here for funeral lunch. The food was very good... much better than the usual funeral lunch fare. Service was excellent. I looked at the dinner menu and it was a bit pricey but we will give it a try because the lunch was so good.
Dianna L.
Dianna L.
Oct 24, 2021
Report
Inviting staff and plenty of room. Jen's was a pleasant surprise in the area. They have an excellent chef and very nice wines. It's nice to be at a "fancy" place without feeling out of place. There is something about Jen's that feels casual and comfortable and classy all at once. Enjoy.
Chris S.
Chris S.
Oct 10, 2021
Report
We arrived with a party of 5 for our reservation and were seated on time. 45 minutes later, literally, we were served our first drinks. We were not going to get caught in that storm again so we ordered ALL food items (starters and entrees) at that moment. A pre-dinner salad comes out, NO UTENSILS. We kindly ask our server for the utensils on multiple occasion before getting them ourselves along with salt and pepper. Then, our food comes and by food I mean ALL entrees, we were never served any of the starters we ordered. All entrees were mediocre and nothing to rave about. All in all, I cannot recommend
Jackie S.
Jackie S.
Aug 13, 2021
Report
Great food and owner very nice - he tools us on a tour of the place. Thinking of throwing a shower here. Entertainment on the weekends too- very cool.
Sapna Waggoner
Sapna Waggoner
Jul 12, 2021
Report
Amazing atmosphere and service! We will be back. This place has valet, outdoor patio dining as well. We were up the stairs on the patio and felt very comfortable. Enjoying the band singing in the background yet easy to hear each other. Must try mushroom Risotto.. i don't even eat mushrooms but i loved it!
Mike Y.
Mike Y.
Jul 10, 2021
Report
Great restaurant with exceptional food! One of our favorites! Worth the drive! The outside seating area is very nice!
Music Playlist
Music Playlist
Jul 03, 2021
Report
Kristi was our server and she is amazing and the food was delish. Chris was our bartender he was awesome. Mason took our photos he is so friendly and funny! 5/5 the entire team, food and atmosphere is amazing!! The photo is the stuffed green pepper.
Danielle R.
Danielle R.
May 10, 2021
Report
Our family of 22 just celebrated at Jen's Guesthouse with their Mother's Day Brunch. The food was delicious, the scenery was beautiful, the staff was friendly. Yes, it was a bit packed in, but we were happy to get out and celebrate without having to do any of our own cleanup. We'd love to go back for Father's Day if something similar is offered, too.
Joe V.
Joe V.
May 05, 2021
Report
Excellent service, diverse menu and a great vibe in the room....

No need for a long review, just try Jen's!!!!!!

9.75/10
Thomas P.
Thomas P.
Apr 11, 2021
Report
Fantastic place to go for dinner, during covid place was well cleaned and staff was masked. Food was amazing, drinks were tasty as well, overall nice atmosphere and excellent food service. Will be back...
Gary R.
Gary R.
Sep 07, 2020
Report
My sweetheart treated me to dinner here on my birthday, it was a busy Saturday night and even the outdoor seating was crowded and I think the spacing for safety sake could have been better.
I saw some of the staff with masks on their necks.
She ordered a glass of wine and I asked for a beer
after a substantial wait our server came to our table holding the wine in her right hand and my beer in her (bare) left hand with her fingers firmly wrapped around the top of the open bottle!
I promptly asked her for a new bottle.
Our food was good but took a LONG time to arrive,
the server apologized. We sat
Blake Z.
Blake Z.
Aug 22, 2020
Report
Was here on a Friday, fairly average live music kicked up about halfway through our meal. Overall, this place was good and had value, but not sure if we'd go back.

Atmosphere: 5 stars. Tough to screw up outdoor dining in this setting. Huge brick patio set on a hill in the woods with suttle but typical Christmas lights around the trees, etc.

Service: our waitress was really good but definitely busy. We had to ask a few questions she probably should've told us, but nothing to complain about. 5 stars.

Food: we got frog legs (says sautéed but was breaded and fried) and pork belly for
Mei S.
Mei S.
Jul 23, 2020
Report
We haven't been here since the new ownership. It seems a little more casual than it used to be. It was outdoor dining bc of covid but there were tables inside being used too.

I have to say it felt like we were no longer in Chicagoland anymore. Not because of the nice scenery but bc everyone including some of the staff seemed to be pretty cavalier about wearing their masks. In the lobby people were coming in and out sans masks. One of the waitstaff was constantly pulling his mask off to talk. It was weird. And our tables were not spaced socially distant. I was back to back with another table
John M.
John M.
Jun 03, 2020
Report
First, the patio is really nice and everyone was welcoming and polite. Secondly, our food was above average. I had the dill salmon, which was cooked perfectly. The risotto was also perfect. The dill sauce is somewhat picular. It was a clear gelatinous cause with lots of dill. I really like dill so the flavor was good but the composure was funky. The stuffed peppers, for our vegan guest, was a little misleading. The menu states two stuffed peppers, which was actually only one pepper, two halves. The flavor was nice but the volume of filling, particularly the rice content, was minimal and I would
Lisa S.
Lisa S.
Oct 26, 2019
Report
We fell in love with this place over the summer when we discovered the gorgeous outdoor patio. Now returning in October, the interior is just as charming with beautiful touches of fall colors everywhere. My husband ordered the butt steak and I had the perch- both delicious. Entrees come with a choice of soup OR salad. I wanted the salad but had never tasted red pepper soup. To my surprise, our server brought me a full bowl along with my salad to try it out. Eat & be treated like royalty without a hefty price tag. Truly a gem.