Riley's Railhouse

This was an exceptional stop over during a family road trip. We stayed in Boxcar 2 and absolutely loved it. It was an extremely comfortable stay, and our kids (tweens) especially loved the loft beds. Of course, the coolest part of the whole stay is seeing so many trains. You can't help but get excited about them! Breakfast was absolutely lovely and very plentiful.

Love staying here to watch the trains go by. It has a nice covered porch area to sit and watch. The rooms are comfortable and decorated so cute with train memorabilia. It is loud being so close to the crossing. We have no issues with it.

Beautiful restored freight house with lots of history. Lots of trains to see, feel, and hear. Room was wonderful, even if I didn't spend much time in it. Richard definitely knows his knowledge on everything railroads. The breakfast was delicious too. Definitely will be back!

Unique B & B, not to be missed! The proximity of the rooms to the busy railroad was an asset for watching the numerous trains that passed by and yet those rooms were quiet enough to allow uninterrupted night sleeping. Some may find the noise of the passing trains enough to wake them, I found that with the earplugs furnished, the noise level was acceptable. The morning breakfast in the main building was excellent. Mr. Riley is an enjoyable host!

We arrived last night. Leaving tomorrow. Staying in Box Car 1. I can’t say enough of the unique experience. The space is so right. It’s cozy, tiny and yet so roomy. Breakfast is hearty and plentiful. We WILL COME BACK! The hosts are amazing too!

An old railroad freight house that has been converted into a bed and breakfast, some of the rooms are actually in refurbished rail cars. It's right on the tracks that are still in frequent use so train watching off the front porch is a favorite activity... they have 80 trains a day go by on the double tracks, freight, passenger, you name it they got it.

Place is fantastic! My family had a wonderful time in the upper berth. Great view of the trains rolling by. Be warned, sleeping my be tough. Gotta be 80 trains a day. The owners are very hospitable and make a delicious breakfast. We will definitely be back. Town is great and everything you need is in walking distance.

Richard and Anne truly made us feel like family, and we will never forget them. Their BnB was where we spent our first night on a roadtrip, chosen specifically for its railroad theme and close proximity to Indiana Dunes National and State Parks. We joked that staying here spoiled the rest of the trip for us because we were treated so kindly and enjoyed our stay that much! The decor and location are delightful whether or not you’re a railfan. We found the trains going by at night to be extremely relaxing, but earplugs are provided if you think they may bother you. Chesterton is an adorable town that you will enjoy exploring as well! Thank you so much for a wonderful stay!

We enjoyed a most pleasant experience in Chesterton staying to Riley's Rail House! The accommodations are beautifully unique and our hosts made us feel welcomed. There is so much to do within walking distance and look forward to a return trip. Small town America at its best!!

Richard, his wife, their staff, and lovable dog Jack made our stay more than comfortable. They were well prepared and fed us a great breakfast. All four of our kids loved it! If we ever pass by the area again we will make a point to spend the night here again!!

B&B's and Restaurants are primarily in the hospitality business. Riley's Railhouse is clueless when it comes to hospitality. I observed the owner make his client cry over something that is never an issue in the hospitality industry. The owner's attitude and actions were shameful and not necessary. they were very unprofessional, in fact disgraceful. When he was questioned why he behaved the way he did, it was apparent that the man held perceptions not based on facts and readily available observations. Owner needs help with hospitality and being a decent human. Do not go here, avoid this place.

I highly recommend Riley's Railhouse for everyone looking for a comfortable and enjoyable getaway. The owners have taken care of everything to make sure that you have the best stay. The location in downtown Chesterton is perfect. It's within walking distance to shopping, restaurants, and 2 wineries. We stayed in the New York Central Railway Boxcar which sleeps 4 people. The bed and bedding were so comfortable! Even though there were trains passing by I slept like a baby! They've done an excellent job with soundproofing. Earplugs are also provided. Breakfast the next morning in the lounge was delicious! The food just kept coming. The hospitality shown made it difficult to pack up and leave. Can't speak enough about how much we love this place, looking forward to going back.

What a wonderful find! Last night we spent a night at Riley's Railhouse in Chesterton, IN. So much fun for our grandsons. It's a converted railway station directly on the railroad tracks so we saw at least 7 freighters and 4 Amtrak trains. The kids and their parents stayed in a room that is a converted boxcar. The host and hostess made us feel so welcome and The included breakfast was delicious.

This place was amazing, right next to the Norfolk Southern Chicago District. At the beginning of the week, train service is a little down, but getting near the end of the week, service is booming. I slept in the upper Berth, which has a fold out couch, adult bed that can fit 2, and a kids loft, that can fit 1. The upper Berth also has a balcony looking over the tracks, which also has enough room to fit your tripod if you're into filming trains.The only problem I had was the trains rattling the building as they came by at night, but that's what trains do. Move freight at high speeds. Breakfast was amazing, what I had was French toast with fruit, and it was an average breakfast. There is also a G-Scale layout rounding the lower part of the building where you eat breakfast. There are also 2 dogs on the lower floor. I highly recommend this place for your next trip.

This place is awesome. I've never stayed here because I live half a mile away, but I've been here twice for parties and it's beautiful. The commons area is well decorated with a train theme and the owners are very accommodating. They have 2 chill dogs that hang out too!

We have stayed in many B&Bs in many cities, Riley's Railhouse is our favorite. We arrived mid-morning and Richard graciously allowed us to check in early. The accommodation, in our case a "boxcar," was very clean and the decor innovative. The breakfast was delicious and served up with Richard answering our questions about the awesome collection of railroad artifacts in the dining hall. Riley's Railhouse is a unique B&B that railroad buffs like ourselves will enjoy.

Riley's is great! We stayed in a boxcar, which was really cool. Its upper bunk could easily sleep a couple of young children (we don't have kids, but it had two little beds up there). Breakfast the next morning was delicious, and we were seated with a nice couple staying there also, which was a nice touch. This was in the beautifully renovated station. Highly recommended!

An outstanding find in Chesterton, Indiana. My wife and I visited Riley's Railhouse in July 2012. We we very impressed with the quality of the food offered at this B&B. The rooms are spacious and extremely clean. As well, the owners and staff are some of the nicest people you will meet anywhere. What is more is that the railroad theming is created with impeccable detail. Nearly every corner of the place is decked out with some form of theming. You will find a model railroad and all of the other accoutrements of railroads and the culture associated with them. What a great new establishment that offers guests an opportunity to escape chain hotels. Highest recommendation! Here is a video overview of the B&B: http://www.indianadunes.com/video-podcasts/lodging-series-rileys-railhouse-video/

If you are a railroad fan, you absolutely must stay here. The place is decked out in countless historical railroad artifacts in lovely detail. The rooms are immaculate, well- designed, and comfortable. The owners exhibit the greatest of midwestern hospitality. There are a great number of trains that pass through every day (don't worry, they give ear plugs for night). There's some wonderful local restaurants as well. We stayed here with our two young kids in the loft bed, while our in-laws took the box car. Needless to say, we will return next time we are in the area!

I LOVE Riley's Railhouse. It's fun, quaint, comfortable, clean and is filled with character and charm. The food is not only yummy, but the presentation of each item will make you smile and feel so well cared for. I've had the pleasure to check out three restaurants in town, each unique and wonderful in their own way. To top it off the owners are wonderful people too. they are so kind and I just can't wait to tell everyone I know about this wonderful B & B.

Stayed there on the night of 9/22/19 and Anne and Richard could not have been kinder or better hosts. Fascinating place, great upper berth room, and you will leave with a greater appreciation and love for all things trains.

We have enjoyed coming here for a multitude of local events and meetings, too. That's one of the reasons we chose Riley's Railhouse for our wedding and cocktail reception. Can hold 70+ in the main room for small events. The owner and staff are genuine and easy going. Recommend highly. If I didn't live locally, I'd be staying here for travel or a getaway.

A perfect getaway. Riley's Railhouse is a short drive from Chicago, but is an absolute must for anyone who loves trains, or has a kid obsessed with trains like my 3 year old. It's right next to working railroad tracks where trains pass frequently and can be viewed easily from inside and out. There's also many restaurants, bars, a couple wineries and a park all within a block or two walk. The inside is impeccably decorated with various train artifacts and 2 working model trains that left both my kids in awe. The owner is a very gracious host, and made sure we had everything we needed during our stay. He has toys for kids to keep them occupied, and also made a fire for us and offered us a couple beers during our stay. We will be back no question.

This place is fantastic! The Rileys are the nicest people you would ever want to meet. The inn is simply spectacular. The main room makes you want to come in and sit down and read, enjoy a glass of wine or a cup of tea and some company. For my son and I who love trains, it is heaven. My wife, son and I stayed in the upper berth room which was gorgeous. The breakfast was top notch, beautifully prepared and simply delicious. My only complaint is I wasn't smart enough to book for two nights! We will absolutely be back!