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TRAVEL GUIDE TO SHERIDAN, WYOMING

The Steele Maiden: Travel Guide to Sheridan Wyoming

Our trip to Wyoming actually began late last year when we chatted with the state’s board of tourism about the chance to come out West and experience Winter in Wyoming. They asked if we’d be willing to go off the beaten trail (aka head outside of Jackson Hole and Yellowstone where most tourists congregate). Willing?!? We jumped at the chance and this February touched down in Sheridan, WY to get a real taste of the independent, adventurous spirit that makes this cowboy country such an amazing place to visit. We were blessed with over a foot of fresh snow in the 4 days that we were there, and seeing that part of the country in the depths of Winter is something that Adam and I will truly never forget. Add to that the incredible people and all the things to see and do, and I can wholeheartedly say that Wyoming – and Sheridan specifically – should be added to your bucket list, stat.

Below – our very first travel vlog (something we’ve been wanting to add to the site for a long time so I hope you enjoy watching it as much as we enjoyed filming and editing it!) plus our full itinerary and photo highlights along the way. If you’re wondering – what does one wear when visiting the Wild West, I’ve shared that here, here and here. And for more on our incredible stay at the Historic Sheridan Inn be sure to check out this post.

And finally, a huge thank you to the city of Sheridan and the state of Wyoming. We can’t thank you enough for this incredible opportunity and for sharing your corner of the country with two wide-eyed, city kids. This won’t be the last you see of us!

GETTING THERE:

From New York, we flew to Denver and then took a 30 passenger flight via Denver Air Connection directly into Sheridan. Not only was this simple, but they give out king-sized candy bars on this airline. I repeat, king-sized candy bars. It’s the little things, no?

DAY ONE:

Breakfast at Cowboy Cafe – a cute local spot serving up hearty breakfast. You won’t leave hungry.

Archery Lessons at Rocky Mountain Discount Sports – SO much fun! Shout-out to Elaine who helped me feel like I wasn’t a complete amateur at this. Even though I 100% was.

Shopping on Main Street – we hit up Best Out West and I could have stayed there all day. So many vintage and antique treasures. I picked up whiskey bottles from the 1890s, a vintage camera and a book about Butch Cassidy. We also popped into Little Willow Traders.

Lunch at Java Moon – Delicious soups, salads and sandwiches (plus served chai tea, always a win in my book)

Kings Saddlery – A famous saddle and rope-maker, they also have a huge museum attached to their shop that has tons of amazing history and artifacts from the wild west (especially loved the Native American art and clothing and the old stage-coaches). Even better, they took us into their shop and showed us how they make rope! A strangely fascinating process.

Drinks at Mint Bar – A cowboy watering hole since 1907 and a mainstay of the downtown Sheridan landscape. It felt like a mix between an old time saloon and your favorite neighborhood bar. In short, I loved it here.

Dinner at Open Range – This restaurant is connected to the Historic Sheridan Inn where we stayed and served up one of the best dinners of our trip. Great beer pairings and a super cozy feel. Although… I’d avoid the Rocky Mountain Oysters (aka fried bull’s testicles) – although Adam was brave enough.

Music and dancing at Sheridan Inn – They had a great band playing on Friday night and it felt like the whole town came out, really fun and also family friendly.

A few more drinks at Luminous Brewhouse – Another favorite spot, just a great local hang out, good beer and amazing live music.

The Steele Maiden: Travel Guide to Sheridan Wyoming The Steele Maiden: Travel Guide to Sheridan Wyoming The Steele Maiden: Travel Guide to Sheridan Wyoming The Steele Maiden: Travel Guide to Sheridan Wyoming The Steele Maiden: Travel Guide to Sheridan Wyoming The Steele Maiden: Travel Guide to Sheridan Wyoming

DAY TWO:

Breakfast at Shabby Shack – The cutest little place on the edge of downtown. Loved the food and the atmosphere.

Tour of Big Horn Design and Shop at Surf Wyoming – this was one of many examples of local places that were really growing and expanding but in a way that felt true to the community. Surf Wyoming was one of those cool spots that you can totally see in Venice or Austin or Brooklyn. We picked up their ‘Wyoming as Folk’ t-shirts.

Brewery Tour at Black Tooth Brewery – this place is so awesome. Similar to Big Horn Design in that they’ve had such incredible growth over the past few years and you can see why. The beer was so damn good and we loved getting a behind the scenes tour of the entire beer-making process.

Lunch at Olivia’s Kitchen – another cute eatery that served up great Mexican food. I wish I could have tried a margarita but we were just on the heels of the brewery tour and we still had a full day ahead 🙂

The Paint Post – I’d never done one of those popular paint classes but it was so much fun and even more so hilarious because Adam and I didn’t show each other our work until the very end. Highly recommend for couples or a group of girlfriends!

Dinner at Frackletons – Loved it here, was a great mix between being a little more upscale but still completely inviting and not at all stuffy. And the food. Delicious. Would have eaten here twice if we could have.

Drinks and Dancing at Luminous Brewhouse – This particular night they were hosting a Winter Dance Party complete with 50’s themed band, swing-dancing and costumes. We threw together thrift store outfits, met up with new friends and twirled away.

The Steele Maiden: Travel Guide to Sheridan Wyoming

DAY THREE:

Breakfast at the Silver Spur Cafe – A total cowboy’s breakfast dream. I think I ate more bacon on this trip than I have in the past year – and am not mad about it.

Fat-biking and Snow-shoeing in the Bighorn Mountains – We had a trusty guide John Kirlin – the Director of Antelope Butte Foundation, a non-profit organization that’s set to reopen the Antelope Butte ski slope and lodge in the Bighorn Mountains that’s set to open next Winter – who took us up the mountain and let us loose in the snow, patiently teaching us fat-biking and snow-shoeing along the way. It was amazing to be the only ones out there for the most part and get to try new activities. Also, John let us pull over the car probably 5 times to take pictures and for that alone he deserves an award.

Lunch at Bear Lodge – a neighboring lodge that has all the rustic appeal you’d hope for from a snow-covered spot tucked high up in the mountains. Great for grabbing a drink or a warm bite to eat after a day in the cold.

Wine Tasting and Light Bites at The Gallery on Main – such a cool spot just outside of Sheridan on the way back down the mountain. A multi-use space they’ve got an open kitchen serving up delicious home-cooked food, great wine out of Jackson Hole wineries and an amazing gallery of local artists. Plus, just about the nicest owner with the sweetest 90 year old Dad you’ll ever meet. (Hi Gina! Hi Eddie!) We felt like family by the time we’d left.

The Steele Maiden: Travel Guide to Sheridan Wyoming The Steele Maiden: Travel Guide to Sheridan Wyoming The Steele Maiden: Travel Guide to Sheridan Wyoming

DAY FOUR: 

Breakfast at P.O. News and Cafe – Another spot that has been on the main street of Sheridan for the past 100+ years. I loved all of the antiques they had on the display and that it felt like it’s never lost a bit of it’s charm along the way.

Buffalo Reserve at Kendrick Park – The Kendrick Mansion (a local historical house you can tour) was unfortunately closed at the time, but we were still hoping to see Bison or Elk so we took a drive by the reserve park. In a very generous act, the Parks and Recs guys let us jump into their trucks and drove us right inside the park and with windows down, let us sit no more than a few feet away from a family of Bison and a pair of Elk. Truly one of the coolest things I’ve ever done.

The Steele Maiden: Travel Guide to Sheridan Wyoming The Steele Maiden: Travel Guide to Sheridan Wyoming The Steele Maiden: Travel Guide to Sheridan Wyoming

See you again someday Sheridan!

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SHERIDAN, WYOMING: MAXI DRESS AND SHEARLING COAT AT THE MINT BAR

The Steele Maiden: Sheridan, Wyoming - Mint Bar - Shearling Coat and Floral Maxi Skirt

Mint Bar, a watering hole for cowboys since 1907, is one of the landmark’s of downtown Sheridan, Wyoming. Stepping underneath the big, bucking neon sign and into the inviting, rustic interiors felt a little bit like stepping back in time. Into one of the saloons of the wild west, where beer and whiskey were plentiful and everyone knew your name. Needless to say, it was one of my favorite places that we visited while in town. And this outfit – with similar nods to cowboy culture was fittingly one of my favorites that I wore while we were on our trip.

SHOP THE STORY

It was (unsurprisingly based on the snow you see here) pretty cold while we were in town – so I did my best to strategically layer. For instance, under this maxi dress I was wearing my heat tech leggings, over the knee boots and then the thickest sweater I own over top and this seriously warm faux shearling coat. While I’m definitely ready for warmer weather – there is a certain amount of fun to be had in layering and playing with a mix of textures. Another fun thing? The huge stack of pancakes I had at P.O. News and Cafe down the street after we took these photos. A great local spot that has also been standing for over 100 years and hasn’t lost a lick of it’s charm. Can’t wait to share our full travel video and itinerary with you guys this week!

Urban Outfitters Panama Hat and Floral Maxi Dress | Lands’ End Turtleneck Sweater c/o | Steve Madden Over the Knee Boots | Fossil Saddle Bag c/o | Abercrombie Faux Shearling Coat

The Steele Maiden: Sheridan, Wyoming - Mint Bar - Shearling Coat and Floral Maxi Skirt The Steele Maiden: Sheridan, Wyoming - Mint Bar - Shearling Coat and Floral Maxi Skirt The Steele Maiden: Sheridan, Wyoming - Mint Bar - Shearling Coat and Floral Maxi Skirt The Steele Maiden: Sheridan, Wyoming - Mint Bar - Shearling Coat and Floral Maxi Skirt The Steele Maiden: Sheridan, Wyoming - Mint Bar - Shearling Coat and Floral Maxi Skirt The Steele Maiden: Sheridan, Wyoming - Mint Bar - Shearling Coat and Floral Maxi Skirt

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SHERIDAN, WYOMING: OUR STAY AT THE HISTORIC SHERIDAN INN

The Steele Maiden: Historic Sheridan Inn - Guide to Sheridan, Wyoming

When I thought about how I wanted to share our trip to Wyoming with you all – I knew that the Sheridan Inn would need it’s own post. Our home base for our time in Sheridan, this was one of the very first places I was set on when we first started researching for our trip. I’ve become really picky about our hotel choices over the years (painstakingly so Adam would tell you) because to me, it’s kind of the cornerstone of any travel. It sets the tone for the trip and offers comfort after long days of exploring. And my biggest requirement – that it reflects the destination and really feels like you’re immersed in a place.

The Steele Maiden: Historic Sheridan Inn - Guide to Sheridan, Wyoming

The Historic Sheridan Inn checked all of those boxes. Conveniently located right at the end of downtown, each night the Inn welcomed us back inside with a roaring fire, cloud like bed and dreamy clawfoot tub. Aside from all of that, the place was steeped in history – not just for the town of Sheridan but the Wild West and world over. It was home base for Buffalo Bill who would practice his rodeo shows on the grand front porch. Annie Oakley, Teddy Roosevelt and even Queen Elizabeth on her visit to town all stayed there.

The Steele Maiden: Historic Sheridan Inn - Guide to Sheridan, WyomingThe Steele Maiden: Historic Sheridan Inn - Guide to Sheridan, Wyoming

Each room is completely unique and named after one of it’s infamous guests. We had the pleasure of staying in the Buffalo Bill suite which felt as grand as the man himself (I think I lost count of how many soaks I had in that huge tub). Local shop Little Willow Traders, which we later visited downtown, did all of the interior decorating and every detail felt so thoughtfully put in place – from the handmade chairs in the lobby to the Pendleton blankets on the end of each bed to the checkerboard tables on the 3rd floor suite where guests can relax and play games. And yes, Adam beat me. And yes, I still think he cheated.

The Steele Maiden: Historic Sheridan Inn - Guide to Sheridan, Wyoming  The Steele Maiden: Historic Sheridan Inn - Guide to Sheridan, WyomingThe Steele Maiden: Historic Sheridan Inn - Guide to Sheridan, Wyoming

Aside from all of that, the staff was the absolute sweetest, they have a full ballroom where they had live music and dancing on Friday night and a connected restaurant called Open Range that served up a seriously hearty dinner complete with local craft beer pairings. In short, if we hadn’t had such a jam-packed itinerary we may very well have never left the Inn.

The Steele Maiden: Historic Sheridan Inn - Guide to Sheridan, WyomingThe Steele Maiden: Historic Sheridan Inn - Guide to Sheridan, Wyoming

I’m going to be sharing our entire itinerary coming up next (style posts so far from Sheridan here and here), but let this serve as a sneak peek of the epic cowboy adventure I’m about to take you all on. Until then.. I’ll be here.. dreaming of how to get myself one of those tubs.

The Steele Maiden: Historic Sheridan Inn - Guide to Sheridan, Wyoming

**A special thank you to Wyoming, Sheridan and the Sheridan Inn for hosting us. As always all opinions are completely my own.

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SHERIDAN, WYOMING: PLAID COAT AND HUNTER BOOTS

The Steele Maiden: Sheridan, Wyoming Snow Day - Plaid Coat, Beret and Hunter Boots

On our second day in Sheridan, Wyoming it started to snow. And it kept on snowing straight through the weekend and right up until we boarded our flight home. But then, isn’t that what Winter in Wyoming is meant to look like? A picture-perfect snow globe if you ask me. We snapped these photos quickly after taking a tour of Blacktooth Brewery (we’ll be sharing our full itinerary + travel video later this week!) before we skated our way across town for a delicious taco lunch at Olivia’s Kitchen.

SHOP THE STORY:

I was grateful to have packed lots of layers and these boot liners for my new Hunter Boots (I wore my last pair for 8 years until they finally kicked it and Adam replaced them for me at Christmas) which kept me nice and toasty despite the blizzard. This wool beret has gotten a ton of wear this Winter and makes a chic alternative to a regular beanie or pom hat in the cold. And this plaid coat had been stored at my parent’s house before I dug it out specifically for the trip – if you’re going to spend an entire vacation in outerwear.. it may as well be cute, right?

Wool Beret | Sunglasses c/o ZeroUV | Plaid Coat – old, similar here | J.Crew Bodysuit | Urban Outfitters Jeans | Hunter Boot Socks | Hunter Boots

The Steele Maiden: Sheridan, Wyoming Snow Day - Plaid Coat, Beret and Hunter Boots The Steele Maiden: Sheridan, Wyoming Snow Day - Plaid Coat, Beret and Hunter Boots The Steele Maiden: Sheridan, Wyoming Snow Day - Plaid Coat, Beret and Hunter Boots The Steele Maiden: Sheridan, Wyoming Snow Day - Plaid Coat, Beret and Hunter Boots The Steele Maiden: Sheridan, Wyoming Snow Day - Plaid Coat, Beret and Hunter Boots

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RED RUFFLE MAXI SKIRT AT THE HISTORIC SHERIDAN INN

The Steele Maiden: Historic Sheridan Inn Wyoming, Anthropologie Red Ruffle Maxi Skirt

Wyoming. Where do I begin?? I’ve got so many photos, stories and video (!!) coming for you next week – but I wanted to share this look as a bit of a sneak peek. Mainly because this red polka dot ruffle maxi skirt would be perfect for a Valentine’s Day outfit next week if you’re still in the market. And also because I’m bursting at the seams to share more about what was one of our most memorable trips ever.

SHOP THE STORY

While we were in Sheridan, WY we stayed at the Historic Sheridan Inn and if you’re going to be in those parts – there’s no where else you should even think about staying. Home to Buffalo Bill and his famous western talent show, this place has seen Annie Oakley, Teddy Roosevelt and even Queen Elizabeth through it’s halls. I’ll share photos of the interiors, but for now – just take a look at this long sweeping front porch.

On this particular night, I changed into this fun red ruffle maxi skirt just in time for dinner at the Inn’s Open Range restaurant (easily one of our best meals of the whole trip) followed by live music and a dance in the ballroom (so fun!). I love the way this skirt has so much movement – and while it will be a no-brainer in warm weather, it faired pretty well with thick tights, over the knee boots and a chunky knit sweater. See you next week, cowboys, with lots of new posts.

Anthropologie Ruffle Maxi Skirt | Knit Sweater | Steve Madden OTK Boots | Fossil Handbag c/o

The Steele Maiden: Historic Sheridan Inn Wyoming, Anthropologie Red Ruffle Maxi Skirt The Steele Maiden: Historic Sheridan Inn Wyoming, Anthropologie Red Ruffle Maxi Skirt The Steele Maiden: Historic Sheridan Inn Wyoming, Anthropologie Red Ruffle Maxi Skirt The Steele Maiden: Historic Sheridan Inn Wyoming, Anthropologie Red Ruffle Maxi Skirt The Steele Maiden: Historic Sheridan Inn Wyoming, Anthropologie Red Ruffle Maxi Skirt The Steele Maiden: Historic Sheridan Inn Wyoming, Anthropologie Red Ruffle Maxi Skirt The Steele Maiden: Historic Sheridan Inn Wyoming, Anthropologie Red Ruffle Maxi Skirt

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