Explore top 2025 4 Star Hotels in Winchester

Name: Guest House at Mt. Independence
Rating: 10

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Top Winchester 4 Star hotels

Lansdowne Resort and Spa

44050 Woodridge Pkwy, Leesburg, VA

Fully refundableReserve now, pay when you stay

$282 nightly

$321 total

Oct 19 - Oct 20

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 ...

8.6/10 Excellent! (1,008 reviews)

"The breakfast was buffet style and delicious. The spa was also very clean, but somewhat small and very crowded."

Reviewed on Sep 27, 2025

DoubleTree by Hilton Front Royal Blue Ridge Shadows

111 Hospitality Drive, Front Royal, VA

Fully refundableReserve now, pay when you stay

$121 nightly

$133 total

Oct 26 - Oct 27

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 ...

8.8/10 Excellent! (1,010 reviews)

Blue Ridge Mountains stop off

"This is a convenient place to stop off if you've been visiting the Blue Ridge Mountains and Shenandoah National Park. It's out of town slightly, so you would have to drive if you were looking for somewhere else to eat. The restaurant was an unremarkable diner with average food - definitely not a ..."

Reviewed on Sep 24, 2025

Hotel Burg

208 S King Street, Leesburg, VA

Fully refundableReserve now, pay when you stay

$359 nightly

$413 total

Oct 5 - Oct 6

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! (26 reviews)

"Every detail of this place was so carefully curated. The design, the food, and the staff were all exceptional. The beds were so comfortable and the service was straight forward and accommodating. We thoroughly enjoyed our stay and would come back again and again!"

Reviewed on Oct 1, 2025

The Red Fox Inn & Tavern

2 E Washington St, Middleburg, VA

$324 nightly

$370 total

Nov 2 - Nov 3

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! (391 reviews)

"Excellent Inn, charming!"

Reviewed on Sep 10, 2025

White Moose Inn

291 Main St, Washington, VA

$431 nightly

$465 total

Oct 29 - Oct 30

Total with taxes and fees

This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, ...

9.8/10 Exceptional! (144 reviews)

"Great stay! Staff went out of our way to ensure we were taken care of!"

Reviewed on Aug 11, 2025

L'Auberge Provencale Inn & Restaurant

13630 Lord Fairfax Hwy, Boyce, VA

$281 nightly

$310 total

Oct 19 - Oct 20

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 ...

9.4/10 Exceptional! (172 reviews)

"Wonderful staff and service!"

Reviewed on Aug 28, 2025

Hillbrook Inn

4490 Summit Point Road, Charles Town, WV

$216 nightly

$239 total

Oct 6 - Oct 7

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 ...

9.4/10 Exceptional! (121 reviews)

"Great"

Reviewed on Jun 19, 2025

Goodstone Inn & Restaurant

36205 Snake Hill Road, Middleburg, VA

$400 nightly

$456 total

Oct 7 - Oct 8

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a hot tub. Enjoy the seasonal outdoor pool and free perks like cooked-to-order breakfast and ...

9.4/10 Exceptional! (47 reviews)

"A beautiful Oasis in a crazy world!!"

Reviewed on Jul 22, 2025

Mayneview B&B

439 Mechanic St, Luray, VA

A restaurant and a hot tub are featured at this bed & breakfast. There's no skimping on freebies - guests receive free full breakfast, free WiFi, and free self ...

9/10 Wonderful! (133 reviews)

"The B&B itself is lovely—clean, cozy, and full of charm, may be dated and not super luxurious, but what made our stay unforgettable was the incredible hospitality of the manager, Gregory. He’s not just a great host—he’s an excellent human being. Warm, attentive, and genuinely kind, he treated us ..."

Reviewed on Jun 4, 2025

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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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4 Star Hotels Winchester

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 Winchester 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 Winchester 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 Winchester, 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.