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Our top choices for Round Hill hotels

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (988 reviews)
"Great hotel good location"
United States
Federico
The price is NZ$166
includes taxes & fees
5 July - 6 July
TRU By Hilton Winchester

Quality Inn Shepherdstown

Quality Inn Shepherdstown
2.5 star property
Shepherdstown
8.0 out of 10, Very good, (256 reviews)
"Front desk staff was friendly, interior of property was clean and the cleaning staff was very nice. Location was fantastic!!"
United States
Abigail
The price is NZ$172
includes taxes & fees
26 July - 27 July
Quality Inn Shepherdstown

Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (905 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is NZ$229
includes taxes & fees
5 July - 6 July
Hampton Inn Winchester N/Conference Center, VA

Loudoun Valley Manor

Loudoun Valley Manor
3.0 star property
Waterford
9.6 out of 10, Exceptional, (308 reviews)
"Wonderful stay at a beautiful spot."
United States
michael
The price is NZ$265
includes taxes & fees
1 July - 2 July
Loudoun Valley Manor

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,012 reviews)
"Clean, quiet, great breakfast! Perfect for our quick stay in Winchester."
United States
Hannah
The price is NZ$191
includes taxes & fees
28 July - 29 July
Quality Inn Winchester

Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,010 reviews)
"Excellent hotel, very clean, nice beds."
United States
Sarat
The price is NZ$155
includes taxes & fees
23 July - 24 July
Spark by Hilton Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2,278 reviews)
"Breakfast was great and the staff were very nice!"
United States
Madeline
The price is NZ$210
includes taxes & fees
1 July - 2 July
La Quinta Inn & Suites by Wyndham Winchester

Clarion Inn Harpers Ferry - Charles Town

Clarion Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
7.8 out of 10, Good, (1,002 reviews)
"Great location and nice comfy room. Staff very friendly and helpful. Solid breakfast."
United States
Dan
The price is NZ$200
includes taxes & fees
6 July - 7 July
Clarion Inn Harpers Ferry - Charles Town

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,005 reviews)
"Staff were polite and helpful, room was clean."
United States
Kimberly
The price is NZ$185
includes taxes & fees
6 July - 7 July
Holiday Inn Winchester Se-Historic Gateway by IHG

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,443 reviews)
"Excellent stay"
United States
Michael
The price is NZ$177
includes taxes & fees
5 July - 6 July
Microtel Inn & Suites by Wyndham Winchester

Holiday Inn Express Charles Town by IHG

Holiday Inn Express Charles Town by IHG
2.5 star property
Charles Town
9.2 out of 10, Wonderful, (1,004 reviews)
"Clean rooms, great breakfast, friendly staff."
United States
Monica
The price is NZ$210
includes taxes & fees
6 July - 7 July
Holiday Inn Express Charles Town by IHG

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (881 reviews)
"The room was clean and the breakfast was very good."
United States
Don
The price is NZ$179
includes taxes & fees
5 July - 6 July
Fairfield Inn & Suites by Marriott Winchester

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
Charles Town
7.8 out of 10, Good, (1,007 reviews)
"Best breakfast week had all week at a hotel. Friendly staff & clean rooms."
United States
Lauren
The price is NZ$130
includes taxes & fees
5 July - 6 July
Days Inn by Wyndham Charles Town/Harpers Ferry

Rodeway Inn & Suites Charles Town

Rodeway Inn & Suites Charles Town
2.0 star property
Charles Town
8.6 out of 10, Excellent, (1,002 reviews)
"Wonderful place to stay"
United States
Jeremiah
The price is NZ$153
includes taxes & fees
12 July - 13 July
Rodeway Inn & Suites Charles Town

Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
8.8 out of 10, Excellent, (1,005 reviews)
"Enjoyed the stay and the staff provided outstanding customer service. I would highly recommend this hotel."
United States
Samuel
The price is NZ$182
includes taxes & fees
29 July - 30 July
Quality Inn Harpers Ferry - Charles Town

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (867 reviews)
"Staff was very helpful, room was better than expected, pool was fantastic. Nice fitness center too."
United States
Chris
The price is NZ$219
includes taxes & fees
5 July - 6 July
SpringHill Suites by Marriott Winchester

Red Roof Inn Leesburg, VA

Red Roof Inn Leesburg, VA
2.0 star property
Leesburg
8.6 out of 10, Excellent, (1,008 reviews)
"Nice Staff, Great picnic area, spacious rooms"
United States
Andre
The price is NZ$182
includes taxes & fees
12 July - 13 July
Red Roof Inn Leesburg, VA

Hampton Inn Martinsburg South-Inwood

Hampton Inn Martinsburg South-Inwood
2.5 star property
Inwood
9.2 out of 10, Wonderful, (668 reviews)
"It was an excellent and comfortable room where the staff is always friendly, helpful and knowledgeable and the yummy breakfast gets you going."
United States
Dennis
The price is NZ$210
includes taxes & fees
6 July - 7 July
Hampton Inn Martinsburg South-Inwood

Travelodge By Wyndham Charles Town/Harpers Ferry

Travelodge By Wyndham Charles Town/Harpers Ferry
2.0 star property
Charles Town
7.2 out of 10, Good, (304 reviews)
"Everything was great"
United States
Maurice
The price is NZ$135
includes taxes & fees
30 June - 1 July
Travelodge By Wyndham Charles Town/Harpers Ferry

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
Winchester
8.8 out of 10, Excellent, (598 reviews)
"Great room and very helpful staff."
United States
Martin
The price is NZ$143
includes taxes & fees
5 July - 6 July
Candlewood Suites Winchester by IHG
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Stay near popular Round Hill attractions

Learn more about Round Hill

This historic village invites you to explore its charming stone buildings and browse local artisan shops along Main Street. Nearby Purcellville's vineyards offer wine tastings, while hikers can access the Washington and Old Dominion Trail for scenic woodland adventures.

A two-story building with black shutters, a bench, and a street corner.

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Frequently asked questions

What is the best area to stay in Round Hill?
The best area to stay in Round Hill for a luxurious and convenient visit is directly within the town centre and its immediate surroundings.

This area offers a blend of historic charm and modern conveniences, making it ideal for those who appreciate quality and a relaxed pace. The main thoroughfare, Main Street, is home to several boutique shops and eateries, providing a pleasant environment for a stroll. The area is characterised by its picturesque setting amidst the Loudoun Valley, with easy access to the region's famed vineyards and equestrian estates.

Couples looking for a romantic escape will find the upscale guesthouses and inns in and around the town centre particularly appealing. Many offer secluded settings with high-end amenities like spa services and gourmet dining, superb for a tranquil retreat. You'll find many properties with lovely views of the surrounding countryside, offering a peaceful backdrop for your stay.

Solo travellers seeking a refined and relaxed experience will also appreciate the town centre. It provides a comfortable base for exploring the local vineyards, art galleries, and historic sites.
When is the best time to go to Round Hill?
The best time to go to Round Hill, Virginia, is during the spring (April to June) and autumn (September to November) months, when the weather is most agreeable for outdoor activities and exploring the region.

Spring brings mild temperatures, blooming flowers, and lush green landscapes, superb for enjoying the local vineyards and hiking trails. You'll find comfortable conditions for leisurely strolls through the countryside or visiting the charming small towns nearby without the intense heat of summer.

Autumn offers crisp air, lower humidity, and spectacular foliage as the trees change colour, creating picturesque scenery. This season is particularly popular for wine tasting tours and scenic drives along the Loudoun County Wine Trail. The cooler weather is also ideal for outdoor markets and harvest festivals in the area.

While summer (July and August) can be warm and humid, it's a good time for those who enjoy water activities on the nearby rivers or prefer longer daylight hours for sightseeing.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to 'My Trips' and selecting your reservation. To find flexible deals, filter your search by 'Fully refundable property' for hotels in Round Hill.
How can I save on a hotel booking in Round Hill with Expedia?
One Keyā„¢ – Expedia's free travel rewards programme – gives you instant access to perks and Member Prices on Round Hill hotels. Plus, you'll earn OneKeyCashā„¢* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Round Hill?
Prices for hotels in Round Hill often vary, but you can find a great deal from NZ$126 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by 'Price: low to high' for our cheapest rates.

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