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A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Villas in Upperville

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Check prices for these dates, December 15 – 16, 2026

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Recommended hotels in Upperville

1. Goodstone Inn & Restaurant

A modern house with a stone facade, large windows, and a sloped roof.

2. 18th Century Stone Cottage minutes from historic Middleburg

A patio with stone flooring, a round table, and metal chairs.

3. DoubleTree by Hilton Front Royal Blue Ridge Shadows

A table with a vase of flowers and a glass of water on a balcony overlooking a golf course and a body of water.

4. Hampton Inn Front Royal

A Hampton Inn with a covered entrance and a parking lot.

5. Cosy studio on an organic farm, pet friendly! Just minutes from Middleburg.

A white building with a white door, two trash bins, and a small black object on the wall.

6. L'Auberge Provencale Inn & Restaurant

A residential area with a well-maintained garden, a lawn, and houses with distinct architectural styles.

7. The Honeymoon Cabin | Private Couple's Retreat w/ hot tub

A covered outdoor seating area with wicker chairs and a patterned rug, overlooking a garden and a building.

8. TownePlace Suites by Marriott Front Royal

A multi-story hotel with a swimming pool, parking lot, and a landscaped area.

9. Spacious Modern Home on Middleburg Horse Farm

A house with a garage, a chimney, and a lawn.

10. Comfort Inn & Suites Winchester

A Comfort Inn & Suites building with a modern design, featuring a prominent logo on the facade, a covered entrance, and multiple windows.

11. Microtel Inn & Suites by Wyndham Winchester

A modern Microtel hotel with a blue and grey facade, multiple floors, and a well-lit entrance.

12. Blue Mountain Cabin, secluded, perfect for couples, near main road

A wooden staircase leading to a deck with a lattice railing, surrounded by dense foliage.

13. La Quinta Inn & Suites by Wyndham Winchester

A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

14. Holiday Inn Winchester Se-Historic Gateway by IHG

A Holiday Inn Express hotel with a covered entrance, multiple floors, and flags.

15. Spark by Hilton Winchester

A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.

16. A-Frame near Shenandoah National Park - Pet friendly, EV Charger, Hot Tub

A cozy outdoor seating area with a sofa and a fire pit, wooden deck, and a glass door leading to an interior space.

17. TRU By Hilton Winchester

A modern hotel building with a prominent 'tru by Hilton' sign, multiple windows, and a covered entrance area.

18. Home2 Suites By Hilton Winchester

A multi-story hotel with a prominent 'HOME 2' sign, large windows, and an outdoor seating area with tables and chairs.

19. Fairfield Inn & Suites by Marriott Winchester

A Fairfield by Marriott hotel with a modern entrance, stone pillars, and a well-lit facade.

20. Super 8 by Wyndham Front Royal Near Shenandoah National Park

A Super 8 hotel with a brick facade, multiple windows, and a central entrance.

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Learn more about Upperville

Hunt country elegance shines at the historic Upperville Horse Show, America's oldest running exhibition where equestrians compete each June. Wander through the quaint village to discover stone buildings, antique shops, and Sky Meadows State Park's hiking trails nearby in Paris.

See all hotels in Upperville

A sign for the Village of UPPERVILLE with a 'Please drive slowly' message.

Top reviews in Upperville

Goodstone Inn & Restaurant

A modern house with a stone facade, large windows, and a sloped roof.

Salamander Middleburg

A large, two-story house with a central entrance, multiple chimneys, and a well-maintained lawn with a pathway leading to the entrance.

Inn at Evergreen

A large, historic building with a formal entrance, surrounded by well-maintained lawns and flowering trees.

Hampton Inn Front Royal

A Hampton Inn with a covered entrance and a parking lot.

L'Auberge Provencale Inn & Restaurant

A residential area with a well-maintained garden, a lawn, and houses with distinct architectural styles.

Glen Gordon Manor

A stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.

Spark by Hilton Winchester

A hotel with a modern design, featuring a prominent 'spark by Hilton' sign, a well-lit entrance, and a landscaped front yard.

Hotel Burg

A hotel with a brick facade, multiple windows, and a well-lit entrance.

La Quinta Inn & Suites by Wyndham Winchester

A modern hotel with a flat facade, multiple windows, and a well-lit entrance.

Microtel Inn & Suites by Wyndham Winchester

A modern Microtel hotel with a blue and grey facade, multiple floors, and a well-lit entrance.

Hilton Garden Inn Haymarket

An outdoor seating area with wicker chairs and tables, large windows, and a brick building facade.

The George Washington Hotel, A Wyndham Grand Hotel

A large brick building with a classic facade, a central entrance with a decorative arch, and a sign reading "The George Washington Hotel."

Loudoun Valley Manor

A gazebo with a paved pathway leading to it, surrounded by greenery and a sunset in the background.

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