Explore top 2026 4 Star Hotels in Upperville

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Top Upperville 4 Star hotels

Lansdowne Resort and Spa

44050 Woodridge Pkwy Leesburg VA

Fully refundableReserve now, pay when you stay

$255 nightly

$291 total

Sep 13 - Sep 14

Total with taxes and fees

This smoke-free resort features a golf course, 3 outdoor tennis courts, and a restaurant. There's fun for all ages with a waterslide and a playground, and families ...

DoubleTree by Hilton Front Royal Blue Ridge Shadows

111 Hospitality Drive Front Royal VA

Fully refundableReserve now, pay when you stay

$122 nightly

$135 total

Sep 13 - Sep 14

Total with taxes and fees

A golf course, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center ...

Hotel Burg

208 S King Street Leesburg VA

$254 nightly

$292 total

Sep 7 - Sep 8

Total with taxes and fees

This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee ...

9.6/10 Exceptional! (117 reviews)

"Great property and the staff is fantastic.!!"

Reviewed on Aug 30, 2026

The Red Fox Inn & Tavern

2 E Washington St Middleburg VA

$436 nightly

$498 total

Sep 7 - Sep 8

Total with taxes and fees

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. ...

9.6/10 Exceptional! (453 reviews)

"The delivery of the delicious breakfast and pot of perfect coffee was my favorite!"

Reviewed on Aug 29, 2026

Hillbrook Inn

4490 Summit Point Road Charles Town WV

$161 nightly

$177 total

Sep 14 - Sep 15

Total with taxes and fees

This bed & breakfast features a gym and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will ...

Goodstone Inn & Restaurant

36205 Snake Hill Road Middleburg VA

$483 nightly

$551 total

Sep 8 - Sep 9

Total with taxes and fees

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the ...

L'Auberge Provencale Inn & Restaurant

13630 Lord Fairfax Hwy Boyce VA

$249 nightly

$275 total

Sep 7 - Sep 8

Total with taxes and fees

This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will ...

9.6/10 Exceptional! (179 reviews)

"Restaurant and bar are closed Mondays and Tuesdays. Expect barebones staffing and no food or drinks. Felt like staying at a strangers empty house."

Reviewed on Jul 15, 2026

Guest House at Mt. Independence

2254 Winchester Rd Delaplane VA

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers ...

10/10 Exceptional! (4 reviews)

"Loved everything about this property. Clean, comfortable, and interesting and eclectic decor that suited us perfectly. Quiet, spacious, and organized. Comfortable beds and pillows and great clawfoot tub. Can’t say enough about how much we enjoyed our long weekend at this property."

Reviewed on Jun 16, 2025

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2 Mi to Hollywood Casino: Charles Town Townhome!

Charles Town WV

This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. A gym is also provided.

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Hidden View Bed & Breakfast

36474 Charles Town Pike Purcellville VA

A seasonal outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like full breakfast ...

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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.

4 Star Hotels Upperville

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Upperville 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Upperville will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Upperville, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Upperville hotel reviews by fellow wanderers

The George Washington Hotel, A Wyndham Grand Hotel

5 out of 5

Posted 7 hours ago

Travelocity Verified Review

"We chose Old Town Winchester and stayed at The George Washington Hotel as our gathering spot for High school girl friends The Hotel was beautiful ,our rooms big enough plus having a sm scale table with 2 chairs ,the bathroom very roomy,beds were very comfortable and the staff very accommodating and welcoming The amenities at the hotel met our needs perfectly ! It was really nice to be in a walkable area with many shops and restaurants ,pubs .No complaints from 5 women in our group 😁"

A verified traveler stayed at The George Washington Hotel, A Wyndham Grand Hotel