Places to stay near Gypsy Hill Park

A bright living area is highlighted by a sunny yellow couch, positioned next to a cozy dining space. A small round table is accompanied by four sleek chairs. Natural light fills the room through large windows, while a decorative rug adds warmth to the wooden floor.

4.95 out of 5 average rating, 303 reviews

Bee & Key—Staunton downtown

This bright and stylish apartment is on the second floor of a grand 1885 home on East Beverley St. in downtown Staunton. 2BR/1BA can sleep up to 6 if you don’t mind being cozy! • king bed in main bedroom (2) • day bed with trundle in small adjoining bedroom (2) • sofa bed in living room (1) • good air mattress (1) Bee & Key is a few steps from the restaurants and shops of our vibrant downtown, plus Blackfriar’s Playhouse, Woodrow Wilson Museum, Mary Baldwin University and the Amtrak station.

4.83 out of 5 average rating, 103 reviews

A black gas fireplace is positioned on a tiled platform beneath a framed artwork, contrasting against exposed brick. Light teal walls surround the space, and modern furniture, including a lamp and chairs, is visible in the background, enhancing the open layout.

Loft in Staunton

Mid-Century Downtown Staunton Loft

When 3 is a crowd, try a romantic hideaway for 2. Just uphill from the downtown restaurants. A mid-century loft in a 1900 house. Our neighbor is the Stuart School. Perfect for your exploration of Staunton and the Valley. The apartment is the top floor of this hill-hugging four-story, yet it is only one floor from the entrance. A shared washer-and-dryer is on the one floor down. Fiber optic wifi, and smart TV provides work and entertainment opportunities. Parking is free on the street.

A welcoming entryway is presented with floral wallpaper and green wainscoting. A small armchair, paired with a decorative lamp and side table, creates a cozy reading nook. Artwork is hung on the walls, and a door leading to the outside is visible at the end of the hallway.

5.0 out of 5 average rating, 240 reviews

Queen City Hideaway

Imagine waking up to stunning mountain views, brewing coffee on your private deck, and planning your day exploring Staunton's vibrant downtown. Fully stocked! Need for nothing! Unwind in the heart of Staunton's historic charm! Sip coffee on your private deck overlooking Staunton's vibrant cityscape and rolling mountains. Binge your favorite show on our smart TV, and whip up a meal in the stocked kitchen. Walk to restaurants, shops, or the theater. Book your stay today and start planning!

Superhost

Condo in Staunton

4.82 out of 5 average rating, 472 reviews

Third & Thornrose, Staunton Condominium

Our guests stay upstairs in our 1929 American Foursquare house. Central air; separate entrance, wooden floors. Daily, weekly or monthly rates. Small, fully-equipped kitchen with stove and refrigerator, small dining room. The bathroom has a tub and shower. Television with Netflix. Wifi and off-street parking. Two bedrooms (queen-sized bed, two XL twin beds), living room. Short walk to Gypsy Hill Park, 1 mile to historic downtown (Trolley). Small town, Big Magic!

5.0 out of 5 average rating, 255 reviews

An aerial view of a downtown neighborhood is displayed, showcasing a mix of historic homes and trees. The landscape features rolling hills in the distance, with a blend of residential streets and parked vehicles visible.

Home in Staunton

* Award-Winning Renovation * Ideal Location *

— Off-Street Parking — Cleaning & Linens taken care of for you — Prepare a meal in the fully equipped kitchen. Relax on the porch as the sun sets behind the nearby mountains. Or sink into your own king-size bed with a good book. This downtown home was painstakingly renovated to highlight its historic character and is a proud recipient of the Historic Staunton Foundation's 2021 Residential Rehabilitation Award. Welcome to NEWTOWN RETREAT!

4.98 out of 5 average rating, 100 reviews

A cozy living area features a light-colored sofa facing a fireplace, creating a focal point. To the side, a comfortable armchair is paired with a small side table. A television is positioned across the room, with natural light illuminating the space from large, partly draped windows.

Home in Staunton

The Red Hen Historic Cottage

Welcome to The Red Hen, a newly renovated, historic home in downtown Staunton. You'll be just steps from all of the fantastic dining, shopping, architecture, and entertainment that the city has to offer! This peaceful, stylish home has the best of both worlds; loads of historic charm with all of the modern upgrades you could hope for. Enjoy the spaciousness, the fun vintage elements, the comfort, and the incredible location!

4.95 out of 5 average rating, 447 reviews

Travelers Nook - close to downtown

The TRAVELERS NOOK is a cute, cozy, one bedroom apartment close to downtown Staunton! It’s located on the second floor, with a private entrance. It has all the charm that you would expect to find in a cute studio apartment! Built by a local architect Tj Collins in the 1920’s. This quaint space has everything you need to enjoy your stay here in Staunton! We do accept small pets on approval with a pet cleaning charge.

The exterior of the building displays a two-story structure with light brown siding and a front porch adorned with white railings. Windows are visible on both levels, complemented by a small garden and walkway leading up to the entrance.

4.93 out of 5 average rating, 182 reviews

Walker's dream. Close to downtown.

Centrally located near the library, Gypsy Hill Park, and downtown Staunton, our private, walkout basement apartment has individually controlled heating and air conditioning. It includes a brick patio, private rear entrance and historic details from the late 1800's. It is generally quiet, but you may sometimes hear the two adults upstairs. Come enjoy this peaceful and centrally-located space.

The exterior of The Storefront is displayed, showcasing a two-story, blue-painted building flanked by red brick structures. A striped awning is positioned over the entrance, and large windows provide a glimpse into the welcoming ambiance inside.

4.95 out of 5 average rating, 281 reviews

The Storefront: Downtown Staunton + Unique Stay

Welcome to The Storefront: A Very Small Hotel. The Storefront is located right in the heart of downtown Staunton. The Storefront was built in the early 1900's and was previously a tea shop before becoming a vacation destination. It's like having your own little townhouse in the heart of Staunton's historic district! Keep your car parked and walk everywhere you need to go.

A vibrant living room features a spacious blue sectional sofa adorned with colorful cushions. An accent chair sits nearby, with cheerful artwork displayed on the walls. Natural light enters through large windows, illuminating the playful decor and unique coffee table.

4.94 out of 5 average rating, 101 reviews

The Pop Inn: Family Destination, Walk Dwntwn

Talk about creative spaces! 90’s nostalgia and pop art fanatics will love the fun gaming, comics, and pop culture theme. The design of this newly renovated, brilliantly stylish 2 bedroom, 1 bathroom apartment will ignite your imagination. Plus we are located just 1 block from Gypsy Hill Park and 1 mile from historic downtown Staunton.

The exterior of a historic two-story brick house is displayed, featuring white columns and large windows. Lush greenery and colorful flowers surround the front porch, which is complemented by a welcoming atmosphere created by its classic design. The house is set against a clear sky.

4.98 out of 5 average rating, 337 reviews

the apARTment on Church

Occupying the top floor of our renovated 1860s house is a charming hideway filled with original art, eclectic furnishings, a fully stocked kitchen and bathroom, and comfortable full sized bed. The living room has a fold out dining table and futon. The house is within walking distance to everything downtown, on a very nice street.