A white neoclassical building with columns and a clock tower, surrounded by brick buildings and a clear blue sky.

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Check availability on Winchester Boutique Hotels

Tonight
30 Aug - 31 Aug
Tomorrow
31 Aug - 1 Sept
Next weekend
4 Sept - 6 Sept
In two weeks
11 Sept - 13 Sept

Our top choices for Winchester boutique hotels

A hallway with a dark wooden floor, white walls, and a large mirror on the right. There is a door at the end of the hallway and a small table with a vase of flowers on the left.
An outdoor patio area with multiple tables and chairs, a stone pathway, and a view of a golf course and lake.
A spacious room with multiple round tables and chairs, stone walls, large arched windows, and a chandelier.
A spacious lobby with stone walls, large arched windows, a chandelier, and a fireplace.

1. Inn at Evergreen

Inn at Evergreen
Haymarket
United States
Kristine
£217
includes taxes & fees
1 Sept - 2 Sept
Inn at Evergreen
A wooden deck with outdoor furniture, a pergola, and a view of trees and a car.
A historic building with a sign reading 'Hotel Aurora.'
A room with a brick wall, a dining area with a table and chairs, and a vase with flowers on a table.
A room with a sofa, ottoman, chairs, a table, and a bookshelf filled with books.

2. Hotel Laurance

Hotel Laurance
Luray
United States
Jose
£175
includes taxes & fees
22 Sept - 23 Sept
Hotel Laurance
View all properties

Top Winchester Hotel Reviews

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

8/10 Good
"This hotel is really convenient if you have a student at Shenandoah University. You are practically on campus. Staying here again in May for Graduation."
Lori 2-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Winchester

Frequently asked questions

What's there to see and do in Winchester?
Visitors speak positively about this destination's major shopping centres, scenic landscape and interesting historical sites. Activities and attractions to experience around Winchester include Shenandoah Valley Discovery Museum, Museum of the Shenandoah Valley and Bright Box Theater. You might also like to explore more of the area and take in additional sights like Stonewall Jackson's Headquarters, Winchester Little Theater and Abram's Delight while you're here.
What kind of weather should I plan for when I travel to Winchester?
Getting an idea of what to expect from the weather in Winchester will help you enjoy your stay to the fullest. The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.
What's the best way to get to my boutique hotel in Winchester?
You have a few options for travelling to and around Winchester. The closest major airport is Martinsburg, WV (MRB-Eastern West Virginia Regional), which is located 18 mi (28.9 km) from the heart of the city. If you'd like to explore around the area, you may want a rental car for your journey.

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