Can't say enough about how fabulous the Cherry Tree Inn is! First of all, Lori's (the owner) hospitality, friendliness and energy deserves 10 stars. My husband and I came to visit as Groundhog day is one of my husband's favorite movies. We happened to coincidentally come during a private event, where they rented the entire house for a wedding. We thought our dreams were crushed, but Lori took the time out of her busy preparations to let us know that we could come the next day, offered us pamphlets to see other groundhog day locations and let us know that there was a cancelation for the next day for one of the rooms. We were elated and booked the room and came back the next day. We were welcomed with home made scones and an awesome tour of the house, along with history of the home and other Ground hog day trivia. Each room has its own theme, Alexa for your music and of course a DVD copy of Ground hog day for you to watch. The common rooms are tastefully decorated and they provide drinks and snacks for free. Home made breakfast was at 9am and was delicious. We will definitely come back when there's snow on the ground. Book a stay here, you won't regret it!

We recently stayed to see the Groundhog Day filming locations and picked The Cherry Tree Bed & Breakfast since it is also a filming location. We stayed in the Magnolia Suite during our stay. The owners were very kind and available throughout our stay. Our room was spacious and very clean. The house was very quiet and the other guests were friendly and respectful. Breakfast was delicious the next day and we witnessed everything being cooked fresh. Coffee, water and snacks were available 24/7 We highly recommend The Cherry Tree Inn Bed & Breakfast to everyone, especially Groundhog Day movie fans!

I had pretty much given up on bed/breakfasts - when I had the most amazing experience at this Inn. The hostess Lori was an extreme delight and such an interesting life! The breakfast was spectacular and I loved looking out the Bay window that Bill Murray did in the movie Groundhog Day! I did not realize that in 1992 with the collapse of the USSR - that Groundhog Day was one of the first views of America/Hollywood experienced by many who had been so deprived for so long.........This should be a MUST DO on your bucket list!

My husband and I stayed here for our one year anniversary. George and Lori and the whole team made it such a memorable visit. We felt like we were staying at a relative's home. The best part was the breakfast. This was no ordinary breakfast. This was BREAKFAST. I'm a vegan and the accommodations were just so good. Very vegan friendly place. I can't recommend this place enough!

We're new to Bed and Breakfasts but absolutely loved our stay at the Cherry Tree Inn. If you're a fan of the movie ("Groundhog Day"), then this is absolutely something you should do. And if you're not a fan of the movie, you should stay here anyway. The house is gorgeous, and our room was luxurious and beautifully decorated. The 9AM breakfast was truly special and delicious. The owners and their adult son were wonderful hosts. We feel like we made friends. If you're ever in Woodstock (or Chicago), you owe it to yourself to check this out!

Everything about the Cherry Tree Inn feels as though it is right out of a story book. Lori is incredibly welcoming and loves what she does. In the morning, guests were all sitting outside eating breakfast, having coffee and chatting with each other, and she made a point to visit with each guest as well. Made for a lovely start to the day in this charming town.

It's apparent the love and care that has been put into this beautiful property, house, and overall experience. The owner & host, Lori, is incredible kind, warm, and cheerful - a delight herself. She also keeps the house immaculate yet cozy- a rare combination. Breakfast was delicious and beyond expectations. For anyone who enjoyed the movie Groundhog Day, it's a bit surreal in the best of ways. Little gems of info and Groundhog Day surprises abound. Would recommend to anyone who is a fan of the movie, or who would simply like an excellent B&B experience. I definitely understand why this charming property is sought after for small weddings too. Overall, a wonderful experience!

Have you seen Groundhog Day? I first watched it shortly after it came out in 1993. It's always been one of my favorite movies. A few years back I discovered that the movie was filmed, not in Pennsylvania, but in Woodstock, IL and that the town still has many landmarks from the movie that are part of a walking tour. When I decided to take a road trip as my vacation, I knew I had to make Woodstock, IL one of my stops. My first night in town I stayed at a local chain motel. That night I drove to the downtown area, parked, and walked around. Everything I wanted to see was within walking distance, including the bed and breakfast Bill Murray stays in in the movie. The Cherry Tree Inn Bed & Breakfast looked so familiar, even in the dark, as I've possibly seen Groundhog Day more times than any other movie. I took a bunch of pictures and selfies in front of the house and fully expected to hit the road the next morning. However, the next morning, I realized I had not taken my most recent auto insurance card with me, and my policy expired THAT DAY. In order to be in compliance, I realized I would need to stay in town long enough to call my insurance provider, have them email my insurance card, then hit the library in order to print it out. Fate. While waiting for the library to open, I was poking around on the Cherry Tree Inn's website and happened upon the cell phone number of the owners and a note that said "Call or text us." I texted them, fully expecting they would not respond or have no vacancies, or both. To my shock, I received a reply within 20 minutes. Within a couple hours, I had gotten breakfast in town, printed up my insurance card, and walked down to the Cherry Tree to check in. Lori and George were amazing, and we had quite the conversation while I checked in, complete with George playing music from the Groundhog Day soundtrack to really set the mood. I stayed in the Magnolia Sweet, which sports the same view from the movie whenever Bill Murray's character looks out the window. That same iconic view I had seen...how many times throughout my life? We had another long chat that night, with Lori and George offering to make me breakfast in the morning. I thanked them but told them I would have to pass on breakfast, as I needed to hit the road early. 6:00am my alarm went off. I bet They would have arranged to play "I Got You Babe" as my alarm song if I had requested it. Within an hour, I was packed up and ready to go. I took a nice, long look through the window, seeing again the same view from the movie. I wanted to burn that image in my brain. I wrote a long note, thanking Lori and George, and then i hit the road, wondering if I'd ever find a better place during my travels.

What a spectacular experience at this bnb. They set the bar extremely high. Extremely clean, gorgeous home. Very well attended to. The room was so comfortable and nice. Hosts were very accommodating. They made me a special gluten free breakfast with homemade biscuits and gravy AND pancakes. A five star hotel wishes they had this level of hospitality! Thank you!!!

This was our third time staying here and it was beautifully decorated for Christmas. We live close but feel like we had a vacation. This is the perfect place to get away. It is very close to the Metra. We saw a play at the Woodstock Opera house. I highly recommend the Cherry Tree Inn Bed and Breakfast!

This place is a gem. ANY fan of Groundhog Day needs to stay in the Magnolia suite, have a sweet vermouth on the rocks at the ol Court house and enjoy the Groundhog Day nostalgic town that is Woodstock, Illinois!

Awesome 2 night Stay. Watch Bill Murray and Groundhog day. Excellent homemade breakfast. You Got to try the biscuits and Gravy! Amazing. Went to the farmers market on Saturday and the model train displays.

We recently stayed at the Cherry Tree Inn B&B for a wedding at the nearby Chocolate store and couldn't have more pleased with our stay. All the rooms and accommodations our first rate. The food in the morning was fresh and delicious and not just simple bacon and eggs. It was very gourmet and they were able to handle any allergies we had. Woodstock is a great place to visit and if within 200 miles of Chicago again this is the place to go. George and Lori really are superb hosts and have a passion for what they do.

Just stopped to take a picture of the ground hog house. It wasn't a bad review. I only walked around the outside, it was very nice outside and a far cry from awesome. You have a diamond in the middle of an outdated neighborhood. You can keep the 3 star rating it was very nice to see.

My husband surprised me with a New Years weekend away to this bed and breakfast. Everything was amazing, from the comfortable beds to the comfortable living room area. Top notch service, rooms were comfortable. I highly recommend a massage with Mary. Woodstock is such a gem and this place will forever hold a special place in my heart. Please enjoy a fresh cup of their coffee. Best part of waking up!

I cannot recommend this place enough. Lovely rooms, incredibly delicious breakfast, and the innkeeper Lori is amazing. You can tell she really loves this! Great at accommodating food allergies, including gluten free!! Our room was the Cherry Blossom, and had a massive bathtub with jets. We got 2 extras, both of which were incredible. Also! This BnB is LGBTQ+ (yes, including for trans) friendly!!! I am white, so I can't say with complete certainty, but I think it HIGHLY likely it is also very safe and friendly for anyone who isn't white. Room on the ground floor would be accessible with a cane, but not with a wheelchair unless there's a hidden elevator I didn't see. Dog friendly for one of the rooms! Please note, rooms start opening about 2 months before, so if they look booked up online try again later or call! Overall, 10/10 and we will definitely be back again!!

There is a crack in a window. The glass is probably 100 years old and still beautiful, and the window is in a quiet spot. Everything else about the building, the experience, the people… Absolute perfection. The house is loved and tells you all about it. The owner, our host, was a reflection of the attention to detail the building and guests receive. The furniture in our room, and in the common rooms, was beautifully timeless. Character surrounds. There’s a moment, stepping through the foyer, where you take in this little breath. When you first see your room that same breath finally escapes you. You are going to spend time just looking around the place. The host is that rare sort of person that you can’t help but gravitate towards. We stayed for just one night: by the time we departed we were hooked. I can only imagine that with another night she would have become a great friend, and that a third night would have made her family. Then there was breakfast. An absolute delight. Visit this place. Really. It will become the centrepiece of every story you share about your vacation. And as I think about it a little more I’ve come to realise that the cracked window told a story, too, that was exactly right about the place; the prefect imperfection. Go see for yourself.

Only reason I am giving this place 5 stars is because Google doesn’t have 6 So, on one side we have a Bed&Breakfast business here which is pretty amazing. Comfortable, well located, great breakfast with good quality raw materials and on top of that one of the most amazing customer oriented top notch passionate owner you will ever find. Rooms are impecable with enough amenities you can imagine. They have thought about every single detail. There is an additional room, fully dedicated to soulful your snack cravings and thirst. With a wild wide offering of complimentary treats plus some for which you have to pay pushing the offering the extra mile. Really, if you think of this as if it’s just an B&B it extensively fulfills any expectations you can have from a B&B. However there’s something else here. This is not just another B&B, this is an icon, a living legend, a must visit and visit and revisit location if you call yourself a Hollywood fan or a classic movie lover. This is the Groundhog Day original house. If you like anything from this movie this will be your dream come true. Shenanigans just made it easy for us to be able to stay here since demand is off the charts and you will have to book in advance, but that day we were just checking it out and it just happened that one room got cancelled and we just needed a few moments to decide we were going to spend the night here. If you’re planning to watch the movie before coming, don’t bother, it is not for nothing when I say that the amazing owner went the extra mile and she placed a DVD on escuchar room for you to enjoy the movie while staying there. It was just amazing. So yeah, if Google reviews had an extra star I would totally give it to this place (and am not that easy with my reviews) We will be back for more since we can’t get enough of it with just one night.

This past weekend I was in Woodstock IL conducting for Joe Piscopo and Haley Reinhart and was put up at the Cherry Tree Inn B&B. Just wow!! The property is gorgeous and the owners, Lori and George are just wonderful. They took great care of us (including some of the musicians working the show) They even took Joe and myself around limo-style and gave us a tour of the city including the Ground Hog Day movie hot spots and went out and got dinner for Joe and me that evening. The whole experience was that much better because of our stay at this wonderful venue...and the breakfast Lori made was amazing!! Highly recommend the city of Woodstock and more importantly you MUST stay at the Cherry Tree Inn Bed and Breakfast. Hope to be back when I'm not working so hard and have more time!

The Cherry tree inn was outstanding. Clean rooms, cozy relaxing vibe, and a fantastic manager at the helm made our stay fantastic. My wife and I had so much fun reliving the movie Groundhog Day for ourselves and exploring Woodstock. The perfect romantic, fun, and a tad nerdy getaway. Will be back for sure. Thank you Lori!

Our stay with Lori at Cherry Tree Inn was fabulous. My four brothers and four sisters (9 kids total) grew up down the street from Cherry Tree and we were there for a family reunion. With our spouses, kids, kids’ spouses and kids, plus a few cousins there were about 50 of us for the big event. Five of the siblings stayed in her lovely suites for three nights. Lori’s hospitality is top notch with several thoughtful little touches. The accommodations are homey and comfortable; the breakfasts are superb. We all loved relaxing on the porch and I enjoyed walking in the picturesque (and nostalgic for me) neighborhood. I hope to have a return trip soon.