Find and compare 3 Star hotels in Old Town Winchester

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Mar 30 - Mar 31
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Mar 31 - Apr 1
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Apr 3 - Apr 5
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Apr 10 - Apr 12

Top Old Town Winchester 3 Star hotels

Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Fully refundable
$91 nightly
The price is $99 total per night from Apr 5 to Apr 6
$99 total
Apr 5 - Apr 6
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
9/10 Wonderful! (1,005 reviews)
The staff was extremely unpleasant to me.

Reviewed on Mar 30, 2026

Opens in a new windowHoliday Inn Winchester Se-Historic Gateway by IHG
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $117 total per night from Mar 31 to Apr 1
$117 total
Mar 31 - Apr 1
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
9.2/10 Wonderful! (2,280 reviews)
We had a quick stop for a few hour rest. We

Reviewed on Mar 29, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Winchester
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $138 total per night from Apr 5 to Apr 6
$138 total
Apr 5 - Apr 6
Total with taxes and fees
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, ...
9.4/10 Exceptional! (1,003 reviews)
Great location. Classy old property

Reviewed on Mar 29, 2026

Opens in a new windowThe George Washington Hotel, A Wyndham Grand Hotel
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

3 out of 5
300 Marriott Drive Winchester VA
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $116 total per night from Apr 5 to Apr 6
$116 total
Apr 5 - Apr 6
Total with taxes and fees
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
9/10 Wonderful! (950 reviews)
Easy parking, spacious clean rooms, staff friendly and courteous.

Reviewed on Mar 30, 2026

Opens in a new windowCourtyard by Marriott Winchester
The Inn at Charles Town - Hollywood Casino

The Inn at Charles Town - Hollywood Casino

3 out of 5
100 Hollywood Dr Charles Town WV
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $144 total per night from Apr 6 to Apr 7
$144 total
Apr 6 - Apr 7
Total with taxes and fees
A casino, 4 restaurants, and a gym are all featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
8.6/10 Excellent! (551 reviews)
Best place to stay if there for casino or a show.

Reviewed on Mar 29, 2026

Opens in a new windowThe Inn at Charles Town - Hollywood Casino
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

3 out of 5
250 Front Royal Pike Winchester VA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $101 total per night from Apr 1 to Apr 2
$101 total
Apr 1 - Apr 2
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
9/10 Wonderful! (830 reviews)
Right off 81 with several restaurants nearby. Spacious rooms

Reviewed on Mar 23, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Winchester
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd Winchester VA
Fully refundable
$91 nightly
The price is $99 total per night from Apr 19 to Apr 20
$99 total
Apr 19 - Apr 20
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
8.8/10 Excellent! (1,001 reviews)
Hotel was very nice. I have been there many times. The only negative thing is they only had skim milk.

Reviewed on Mar 30, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Winchester, VA
TownePlace Suites by Marriott Front Royal

TownePlace Suites by Marriott Front Royal

3 out of 5
5 Caroline Drive Front Royal VA
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $137 total per night from Apr 5 to Apr 6
$137 total
Apr 5 - Apr 6
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
9.6/10 Exceptional! (568 reviews)
Was charged for stay even though my flight was cancelled and prevented me from being there.

Reviewed on Mar 15, 2026

Opens in a new windowTownePlace Suites by Marriott Front Royal
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $100 total per night from Apr 5 to Apr 6
$100 total
Apr 5 - Apr 6
Total with taxes and fees
The hotel doesn't skimp on freebies - guests receive free continental breakfast and free self parking. Traveling for business? Take advantage of the business ...
9/10 Wonderful! (1,001 reviews)
NA

Reviewed on Mar 25, 2026

Opens in a new windowSpark by Hilton Winchester
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

3 out of 5
33760 Old Valley Pike Strasburg VA
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $113 total per night from Apr 12 to Apr 13
$113 total
Apr 12 - Apr 13
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
9/10 Wonderful! (1,001 reviews)
Amazing staff!!!

Reviewed on Mar 26, 2026

Opens in a new windowFairfield Inn & Suites Strasburg Shenandoah Valley
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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.

Recent Old Town Winchester hotel reviews by fellow wanderers

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

5 out of 5
Posted 4 hours ago
Travelocity Verified Review
"Staff was very friendly, clean room and great breakfast!"
A verified traveler stayed at Comfort Inn & Suites Winchester
Comfort Inn & Suites Winchester

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