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Check prices for these dates

Tonight
26 Feb - 27 Feb
Tomorrow
27 Feb - 28 Feb
This weekend
27 Feb - 1 Mar
Next weekend
6 Mar - 8 Mar

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Our top choices for Old Town Winchester hotels

Bar (on property)

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,005 reviews)
"Great hotel!"
United States
CHARLES
The price is ₹11,112
₹12,590 total
includes taxes & fees
29 Mar - 30 Mar
The George Washington Hotel, A Wyndham Grand Hotel
Restaurant

Hampton Inn Martinsburg South-Inwood

Hampton Inn Martinsburg South-Inwood
2.5 star property
22.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (650 reviews)
"Very clean, friendly staff would definitely stay there again. "
United States
John
The price is ₹8,877
₹9,942 total
includes taxes & fees
15 Mar - 16 Mar
Hampton Inn Martinsburg South-Inwood
Lobby lounge

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
24.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"We stay here every year on our way to NC. Always very nice and helpful staff."
United States
Catherine
The price is ₹9,200
₹10,240 total
includes taxes & fees
7 Mar - 8 Mar
Fairfield Inn & Suites Strasburg Shenandoah Valley
Lobby

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
25.8 km from Old Town Winchester
8.4 out of 10, Very good, (1,001 reviews)
"Great stay everyone friendly will stay again"
United States
Mary K
The price is ₹6,959
₹7,746 total
includes taxes & fees
13 Mar - 14 Mar
Ramada by Wyndham Strasburg/Shenandoah Valley
Exterior

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (938 reviews)
"Very clean room, nice friendly staff, delicious food at the restaurant "
United States
Julie
The price is ₹9,732
₹10,588 total
includes taxes & fees
28 Mar - 29 Mar
Courtyard by Marriott Winchester
Free breakfast

Holiday Inn Express Hotel & Suites Winchester by IHG

Holiday Inn Express Hotel & Suites Winchester by IHG
2.5 star property
3.1 km from Old Town Winchester
9.0 out of 10, Wonderful, (818 reviews)
"Great place to stay!!"
United States
Thomas
The price is ₹9,023
₹9,817 total
includes taxes & fees
1 Mar - 2 Mar
Holiday Inn Express Hotel & Suites Winchester by IHG
Exterior

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
5.3 km from Old Town Winchester
9.4 out of 10, Exceptional, (815 reviews)
"Great stay!"
United States
Rene
The price is ₹9,742
₹10,599 total
includes taxes & fees
8 Mar - 9 Mar
SpringHill Suites by Marriott Winchester
Garden

L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant
4.0 star property
14.1 km from Old Town Winchester
9.6 out of 10, Exceptional, (175 reviews)
"This B&B has been by far the loveliest, friendliest, cleanest with staff so eager to please. The rural area was so peaceful and relaxing with views of black angus in the fields. Winchester close with quaint shops. The food at the Inn was excellent. "
United States
DONNA
The price is ₹17,247
₹19,024 total
includes taxes & fees
5 Mar - 6 Mar
L'Auberge Provencale Inn & Restaurant
Lobby

Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
30.4 km from Old Town Winchester
7.6 out of 10, Good, (1,002 reviews)
"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."
United States
Teresa
The price is ₹5,639
₹6,277 total
includes taxes & fees
27 Feb - 28 Feb
Super 8 by Wyndham Front Royal Near Shenandoah National Park
Exterior

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
3.2 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,001 reviews)
"Great stay"
United States
Lori
The price is ₹7,567
₹8,506 total
includes taxes & fees
19 Mar - 20 Mar
Holiday Inn Winchester Se-Historic Gateway by IHG
Lobby

Days Inn by Wyndham Charles Town/Harpers Ferry

Days Inn by Wyndham Charles Town/Harpers Ferry
2.0 star property
29.6 km from Old Town Winchester
8.0 out of 10, Very good, (1,001 reviews)
"Nice place to stay"
United States
Cynthia
The price is ₹6,071
₹6,861 total
includes taxes & fees
1 Mar - 2 Mar
Days Inn by Wyndham Charles Town/Harpers Ferry
Indoor pool

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
25 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,002 reviews)
"Very nice breakfast (eggs sausage, potatoes, ...), clean lobby, and all the staff was friendly, including Beatrix. Also we appreciated the attention to a clean and warm pool room on a very cold January. Great mexican 1 mile away at Potrillo's."
United States
kenneth
The price is ₹8,876
₹9,879 total
includes taxes & fees
15 Mar - 16 Mar
Hampton Inn Front Royal
Winery

Baymont by Wyndham Front Royal Near Shenandoah National Park

Baymont by Wyndham Front Royal Near Shenandoah National Park
2.5 star property
29.8 km from Old Town Winchester
6.4 out of 10, (930 reviews)
"Nice staff "
United States
Anthony
The price is ₹5,412
₹6,023 total
includes taxes & fees
29 Mar - 30 Mar
Baymont by Wyndham Front Royal Near Shenandoah National Park
Bar (on property)

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
21.9 km from Old Town Winchester
9.0 out of 10, Wonderful, (1,000 reviews)
"The staff was friendly and very helpful! The room was spotless and very clean. Would stay at this location again :)"
United States
Stephanie
The price is ₹8,876
₹9,790 total
includes taxes & fees
8 Mar - 9 Mar
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Standard Double Room, 2 Double Beds, Non Smoking | Blackout curtains, iron/ironing board, free cots/infant beds

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
4.3 km from Old Town Winchester
9.2 out of 10, Wonderful, (1,000 reviews)
"Great stay, as usual"
United States
Mary
The price is ₹7,654
₹8,327 total
includes taxes & fees
28 Mar - 29 Mar
Quality Inn Winchester
Property amenity

TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal
3.0 star property
24.4 km from Old Town Winchester
9.6 out of 10, Exceptional, (564 reviews)
"Clean room, friendly and helpful staff, good breakfast, I would stay again."
United States
Catherine
The price is ₹11,552
₹12,923 total
includes taxes & fees
8 Mar - 9 Mar
TownePlace Suites by Marriott Front Royal
Seasonal outdoor pool

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
27.8 km from Old Town Winchester
8.2 out of 10, Very good, (545 reviews)
"Clean, comfortable room. Staff was nice and I really enjoyed my stay. Motel was in a high traffic area, but still a quiet stay"
United States
Daniel
The price is ₹5,639
₹6,277 total
includes taxes & fees
27 Feb - 28 Feb
Twi-Lite Inn
In-room safe, desk, laptop workspace, blackout curtains

Candlewood Suites Winchester by IHG

Candlewood Suites Winchester by IHG
2.5 star property
3.1 km from Old Town Winchester
8.8 out of 10, Excellent, (556 reviews)
"Clean rooms, great shower water pressure, friendly staff "
United States
Lorenzo
The price is ₹7,568
₹8,234 total
includes taxes & fees
2 Mar - 3 Mar
Candlewood Suites Winchester by IHG
Front of property

Hillbrook Inn

Hillbrook Inn
4.0 star property
21.7 km from Old Town Winchester
8.6 out of 10, Excellent, (674 reviews)
"Wonderful staff, and fall cottage was lovely."
United States
Henrik
The price is ₹14,318
₹18,311 total
includes taxes & fees
2 Mar - 3 Mar
Hillbrook Inn
Porch

Relax Inn Motel

Relax Inn Motel
2.0 star property
27.6 km from Old Town Winchester
8.2 out of 10, Very good, (260 reviews)
"Clean, and nice rooms, friendly staff"
United States
James
The price is ₹5,639
₹6,277 total
includes taxes & fees
27 Feb - 28 Feb
Relax Inn Motel
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.
View all properties

Where to stay in Old Town Winchester

Find the best Old Town Winchester areas for the activities you enjoy most. Learn more about Old Town Winchester
Learn more about Old Town Winchester
A nice 3 block outdoor downtown shopping area with dining and bars also.
Photo by Fernando Begay
Open Photo by Fernando Begay

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Shenandoah Valley Discovery Museum.

Top Old Town Winchester Hotel Reviews

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

10/10 Excellent
"Clean room. Friendly staff. Convenient location. "
Matthew 1-night trip
Posted 4 days ago
Holiday Inn Winchester Se-Historic Gateway by IHG

Frequently asked questions

What is Old Town Winchester like?
Old Town Winchester is an historic neighbourhood known for its array of dining options. Are you looking for Old Town Winchester travel tips? Make sure that you visit Bright Box Theater and Shenandoah Valley Discovery Museum while you're in the neighbourhood.
Where is the best place to stay in Old Town Winchester?
Based on Expedia customer reviews, The George Washington Hotel, A Wyndham Grand Hotel is the highest ranked property in Old Town Winchester. This hotel offers a full-service spa and 2 restaurants.
How many hotels should I expect to find in the Old Town Winchester area?
With 12 Expedia hotels and other accommodation options in Old Town Winchester to choose from, this is a good starting point for exploring the greater Winchester area.
If I need to cancel my hotel reservation in Old Town Winchester, will I receive a refund?
Yes, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within 24 hours of your booking. Enter dates in and click on "Search", then use the filter option "fully refundable" to review the best deals available in Old Town Winchester.
What is there to do around this Winchester neighbourhood?
Sights like Bright Box Theater and Old Court House Civil War Museum can be part of your cultural tour of Old Town Winchester. Shenandoah Valley Discovery Museum and George Washington's Office are some other stops worth a visit in the neighbourhood. A few places to visit in the area around Old Town Winchester include Handley Regional Library, Mt Hebron Cemetery and Winchester Little Theater. When you're sightseeing in Winchester, Stonewall Jackson's Headquarters and Patsy Cline Historic House are also worth a stop.

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