The Historic Hotel Greybull & The Speakeasy

Great stopping place after being on our motorcycle all day. Room was clean & very comfy. Loved the bedding!! Rosie went out of her way to make our stay very enjoyable!

We had already stayed at another Old West-style hotel in Big Timber, MT, so we knew what to expect, with sink in the room and toilets down the hall, but we were surprised to see that the Greybull had installed an in-room shower and a small fridge! The Asian lady manager was nice and welcoming, and the room was spotless and the bed comfy. We just love to see these lovely vintage sites being put to great use!

OK.  My preamble to several lodging reviews from our latest (2025) trip: if your tastes and expectations run to, and you insist upon, the likes of Ritz-Carlton, Hyatt--or even 'moderate' hostleries, for that matter: if you expect concierge service, spa, 24-hour room service, business center and fitness facility, etc. ... this is not the place for you. ON THE OTHER HAND, if you're up for something a bit different, and you don't expect someone to baby-sit you, The Historic Hotel Greybull may be right up your alley (actually, it's on the main corner in town). This place began in the early 20th century as a bank, which failed in the run-up to the Great Depression. Then it became, at one point or another, a hotel (with some rooms at the back where ladies provided very personal services to customers), as well as a speakeasy, and later a legal drinking establishment. It's back to being a hotel, a quirky laid-back establishment for those, as noted previously, who who don't need a baby-sitter. The lobby is open morning and afternoon/early evening. Breakfast in the lobby is an assortment of breakfast cereals in family-style boxes or plastic containers, milk and juice in the fridge, maybe some home-made banana bread and even lumpia the morning we were there, and some fresh fruits. Tables are scattered around the former bank, with newspapers and brochures here and there. We were told we could go downstairs to the speakeasy (now a weekend restaurant with live music) and see--and step through--the broken-through basement walls that lead to a warren of further rooms, part of a network of tunnels under the town to serve a very active bootlegging operation during prohibition. Since many (most?) town officials were regular customers, the operators would get warned of coming raids. So, if the lobby is open only at times during the day, how do you get in and out of your rooms? You enter from the sidewalk. One door accesses the stairs that lead to the upstairs rooms. The other two open into the two street-level rooms. With knees that would rebel at having to climb stairs, we reserved one of these, so I can't comment on the upstairs rooms. Our room, with two beds, was quite evidently intended as an office, being maybe 25 or 30 feet long and 10 or 12 feet wide. One can easily imagine it as an insurance or similar office. It has a reproduction pressed-tin ceiling and wooden floors that creak to fit the building's age--and the fact that it's likely above the tunnels and underground rooms attached to the speakeasy under the old bank. The room was furnished with appropriately old lamps and other pieces. A bathroom with a walk-in / roll-in shower occupied the end of the room. All in all, a most interesting and pleasant--and historic--place to stay.

My friend and I had a fantastic stay at the Greybull Hotel. It really felt like we had stepped into another time period, with so much character and a wonderful atmosphere. A huge part of what made our trip so memorable was the incredible service we received. The front desk clerk, Rose, was absolutely amazing. She was so welcoming and friendly, and she went out of her way to make sure we had everything we needed. Her kindness and hospitality truly made our visit feel special.

A 3 star hotel with a 5 star heart. We loved it! It's the type of place we hoped to find in every little down we slept in on our long drive along the backroads across the country. Charm, character, historic, mystery, romance, quirky, are all appropriate adjectives for what awaits you at the top of those 25 stairs. It's like coming home to your own little apartment with everything you need to feel at home. And chatting with Rosie is the best! Thanks so much, I only wish we could have stayed longer. Also, make sure you go down the street to Lisa's for maybe the best ribeye steak you'll ever had and definitely the best margarita (thanks Desiree').

The Historic Hotel was the perfect place to spend a couple of days during our trip through Wyoming. First, the historic character of the building was very cool and the nearby shops fun to browse. Our suite was clean and comfortable, and our kitchen had everything we needed to cook full meals for ourselves. It made a great base to go out an explore the nearby Bighorn Canyon National Recreation Area. The service was quick and friendly. A great deal!

What a great experience. It was fun to walk the hotel and speakeasy and think about its history. We did hear some knocking in the middle of the night, yet no creeking floors to indicate that is was a human. FUN!!!

I booked a room here while passing through on vacation. I knew it would be dated, but I didnt expect to feel like I had traveled through time. The Innkeeper was very nice and showed me to my room. The bathrooms were down the hall, the rooms only have a sink and shower. The bed was soft, the sheets were clean, all the fixtures in the room worked, and overall the place was well kept. Keep in mind it is an old building. There are scuffs, squeeky floors, ect. But overall its in great shape for its age. I walked down main street and picked up a pizza for dinner. Despite being next to a railyard I only heard them shuffling cars once. I wish the speakeasy was open every day, I was kinda disappointed I wouldnt get a chance to eat there, but thats alright. Overall 10/10 I would defientely stay here again.