The Trailway Suite - The Historic Winona House

🌿 The Winona House | Historic Charm Meets Modern Comfort in Wasena 🌿

Welcome to The Winona House, a thoughtfully renovated 1930s gem located in Roanoke’s vibrant Wasena neighborhood—just steps from the Roanoke River Greenway, local cafes, and some of the city's best dining, hiking, and biking.

This unique property features four private, themed apartments, each inspired by the rich history and culture of Roanoke. You're booking one of these beautiful spaces—fully updated with modern amenities while retaining its original character.

🛋️ Designed for Comfort & Character
Each apartment is fully equipped with:

Fast WiFi and smart TV for work or entertainment

Keyless self check-in for convenience and security

New appliances and cozy furnishings throughout

Carefully curated details to make your stay feel warm, memorable, and one-of-a-kind

🍷 Perfectly Located in Walkable Wasena

Grab your morning coffee just across the street at RND Coffee

Enjoy craft cocktails and creative small plates next door at Bloom

Walk or bike the Roanoke River Greenway, just one block away

Quick access to Downtown Roanoke, Grandin Village, and Mill Mountain trails

🚗 Getting Around Is Easy

Free street parking right out front or within a short walk

Bus stop directly adjacent to the property

Bike rentals available one block away at Roanoke Mountain Adventures

Uber & Lyft easily accessible throughout the area

📍 Centrally Located

15 minutes to Roanoke-Blacksburg Regional Airport

5 minutes to Roanoke Memorial Hospital

10 minutes to Roanoke Community Hospital

1 hour to Virginia Tech University

🔐 Hassle-Free Self Check-In
This is a 100% self check-in property. You'll receive your secure digital door code before arrival—no need to meet the host or coordinate keys. Want to say hello in person? We’re happy to meet if requested!

🐾 Pets Welcome!
We gladly welcome up to 2 pets per reservation with a $99 pet fee. Just be sure to add your pets to your reservation prior to arrival.

⚠️ Please Note

This unit requires climbing two sets of stairs to access

Quiet hours are 10PM to 8AM. As with many historic homes, the walls are thinner and the floors can creak—please be mindful of your fellow guests

Security deposit of $1,000 is required for all 30+ day stays

A rental agreement for stays longer than 30 days will be sent via SMS prior to check-in

We operate under the name Stay Roanoke and take great pride in offering memorable, high-quality stays in Roanoke’s most walkable and desirable neighborhoods. Whether you're here to explore, work remotely, or just unwind—The Winona House is your perfect home away from home.

Book your stay today and experience Roanoke like a local!
Noise levels must be kept strictly under 60 dBA (normal conversation volume) during the day. Music and/or excessive noise outdoors (i.e., yelling, bluetooth speakers, animal barking etc) must be kept to a respectful minimum at all times. Outdoor music is not permitted after 10PM. Guests must be mindful of their noise levels at all times.


Building quiet hours are strictly enforced from 10PM-7AM.


No smoking allowed. Evidence of smoking will be fined $1500 to cover the cost of smoke removal equipment and cleaning fees.


Pets are allowed in certain units with a signed pet policy and all fees paid up front. Unauthorized animals will be charged a fine of $250 and the cost of any additional cleaning or damages.


Parking is available on site where available or through the downtown city owned garages.


Parties / events, lack of decorum and disruptive noise will not be tolerated.


If the neighbors are disturbed, Stay Roanoke reserves the right to ask the tenant to vacate the premises with no refund.


Guests must maintain all property and furnishings in good order.


Guests may only use appliances for their intended use


Guests, other than those in the party provided, may not stay overnight in the property.


All guests are the sole responsibility of the renter who made the reservation.


Guests are not allowed to exceed the agreed upon occupancy limit.


Guests are responsible for doing a walkthrough and reporting any damage upon entering the property.