Sheridan, Wyoming Reserve
Sheridan, Wyoming · Personally Hosted · Est. 2020

Late Checkout

Stay longer. Leave slower.

Best rate · hosted locally
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Guests
4.98guest rating 1,900+five-star stays 16Sheridan stays Directhosted locally
Working Cattle Ranch · Broken Arrow Ranch

The Bay Mare

A Heritage Woodworks custom build on a working Wyoming ranch. Reclaimed timbers from the 1880s, cathedral ceilings, corrals out front, pasture behind.

3 BR · Sleeps 8Broken Arrow Ranch
View the Ranch House
The New York Store Suite, downtown Sheridan
Flagship · Est. 1909

The New York
Store Suite

Wyoming’s largest department store from 1909, converted to a private residence. A forty-foot bar, two-car garage, and one of Sheridan’s most memorable addresses.

4 BR · Sleeps 8Downtown Sheridan
Step Inside
The Pressroom Atelier loft, Sheridan
Downtown Loft · Big Horn Views

The Pressroom
Atelier

A 110-year-old printing press building reimagined as Sheridan’s only downtown loft with Big Horn Mountain views, exposed brick, private outdoor space, and a rooftop perch.

3 BR · Sleeps 8Downtown Sheridan
See the Loft

The suite or the cabin. The loft or the bungalow. The price changes. The standard doesn’t.

More from the Collection

All Sixteen Stays
Tyler and Kayla Hert in the Big Horn Mountains
The Hosts · Sheridan, Wyoming

A local collection,
not a listing feed.

Late Checkout WY is our personally hosted collection of Sheridan homes, cabins, lofts, and historic spaces. We live here, answer the phone, walk the properties, and care about the details guests actually feel: clean sheets, good lighting, quiet arrivals, honest recommendations, and homes that feel considered without feeling staged.

— Tyler & Kayla Hert
Ask us about
Skiing the Big Horns Local Food Morel Season Red Grade Trails
A Local’s Guide

The Road from Sheridan
to Yellowstone

The drive most people never take, written by someone who takes it every chance he gets.

Shell Canyon, Chief Joseph Highway, Lamar Valley at dawn, Slough Creek, and where to eat on the way back.

Read the Guide
The Town

Sheridan is the reason
people come back.

Hiking Cloud Peak Wilderness. Polo in Big Horn. The WYO Rodeo. Fly fishing the Tongue River. Born in a Barn. A local guide to doing Sheridan right, with distances, timing, and where to go after.

From the Guest Book
4.98 across 1,900+ five-star stays
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