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Top Upperville 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
$96 nightly
The price is $104 total per night from May 10 to May 11
$104 total
May 10 - May 11
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! (1,000 reviews)
Good for an overnight stay on our way up north.

Reviewed on Apr 20, 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
$110 nightly
The price is $119 total per night from Apr 26 to Apr 27
$119 total
Apr 26 - Apr 27
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 ...
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
$130 nightly
The price is $148 total per night from May 3 to May 4
$148 total
May 3 - May 4
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)
Yes

Reviewed on Apr 24, 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 May 3 to May 4
$116 total
May 3 - May 4
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! (965 reviews)
Property did show somewhere. Front desk manager check-in did not break a smile, but did his job. The following morning the front desk staff and café staff were terrific. The room was large.

Reviewed on Apr 22, 2026

Opens in a new windowCourtyard by Marriott Winchester
Hilton Garden Inn Dulles North

Hilton Garden Inn Dulles North

3 out of 5
22400 Flagstaff Plaza Ashburn VA
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $140 total per night from May 10 to May 11
$140 total
May 10 - May 11
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8.4/10 Very Good! (1,002 reviews)
Staff was pleasant, room a bit dated but good for the one night. Close to airport-great rate

Reviewed on Apr 20, 2026

Opens in a new windowHilton Garden Inn Dulles North
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 27 to Apr 28
$101 total
Apr 27 - Apr 28
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 ...
9.2/10 Wonderful! (842 reviews)
Breakfast was amazing! Lots of selection more than normal. Waffles two ways, eggs, 2 types of sausage... The pool was clean and towels were stocked. Room was very clean and in good repair. Staff was friendly and helpful. No issues with bringing in our service dog or having him at breakfast.

Reviewed on Apr 13, 2026

Opens in a new windowFairfield Inn & Suites by Marriott Winchester
Home2 Suites by Hilton Charles Town

Home2 Suites by Hilton Charles Town

3 out of 5
70 Jefferson Crossing Way Charles Town WV
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $164 total per night from May 3 to May 4
$164 total
May 3 - May 4
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free ...
9.6/10 Exceptional! (848 reviews)
Clean room, but feels like a hospital room. Neec to hire a decorating team.

Reviewed on Apr 20, 2026

Opens in a new windowHome2 Suites by Hilton Charles Town
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
$105 nightly
The price is $117 total per night from May 5 to May 6
$117 total
May 5 - May 6
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! (566 reviews)
Nice place to stay

Reviewed on Apr 23, 2026

Opens in a new windowThe Inn at Charles Town - Hollywood Casino
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
$94 nightly
The price is $103 total per night from May 24 to May 25
$103 total
May 24 - May 25
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! (1,002 reviews)
Staff are so nice and everything was good

Reviewed on Apr 22, 2026

Opens in a new windowCountry Inn & Suites by Radisson, Winchester, VA
Aloft Dulles Airport North

Aloft Dulles Airport North

3 out of 5
22390 Flagstaff Plz Ashburn VA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $117 total per night from May 3 to May 4
$117 total
May 3 - May 4
Total with taxes and fees
A nightclub and an indoor pool are featured at this smoke-free hotel. Families will appreciate the arcade/game room and onsite laundry facilities. Enjoy the ...
8.2/10 Very Good! (1,000 reviews)
Beth was amazing! Everyone was so kind at this hotel.

Reviewed on Apr 21, 2026

Opens in a new windowAloft Dulles Airport North
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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.

3 Star Hotels Upperville

Maybe you’ve got to travel for work, or perhaps you’re finally ready to book that much-deserved vacation—regardless, it’s time for you to get on a plane and you’re going to make the most of it. You’ve traveled enough to know how important a comfy bed and room service can be, so booking a hotel with all the amenities you need is a priority.

You can find 3 star hotels in Upperville that keep you close to all the great sightseeing and activities around the area, or even book a place that’s a bit more secluded, if that’s what you prefer. No matter what you’re looking for—whether you’re all about the location or are invested in on-site perks--Travelocity will help you find the accommodation that works best for you.

When it comes to options, you’ll have them. The Upperville 3 star hotels give you plenty of choices as far as access to the best areas, and many also offer a breakfast buffet, as well as plenty of other amenities like high-speed Wi-Fi and an on-site pool or spa.

Whatever you’re looking for on your next getaway, browse Travelocity’s big selection of hotels to ensure you get the best possible deal. Book one of the best 3 star hotels in Upperville today!

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