Explore top 2025 4 Star Hotels in Winchester

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Top Winchester 4 Star hotels

Lansdowne Resort and Spa

Lansdowne Resort and Spa

4 out of 5
44050 Woodridge Pkwy Leesburg VA
Fully refundableReserve now, pay when you stay
$222 nightly
The price is $253 total per night from Nov 30 to Dec 1
$253 total
Nov 30 - Dec 1
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 ...
8.8/10 Excellent! (1,002 reviews)
Appreciated the upgrade! Thank you

Reviewed on Oct 26, 2025

Opens in a new windowLansdowne Resort and Spa
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

4 out of 5
111 Hospitality Drive, Front Royal, VA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $120 total per night from Nov 23 to Nov 24
$120 total
Nov 23 - Nov 24
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! (1,000 reviews)
Staff was friendly and kind. It was nice to get a cookie and bottle of water when you check in. Bed were overly firm and uncomfortable, while pillows were overly soft and not supportive. Location was great for Shenandoah National Park and lot's of good places to eat nearby.

Reviewed on Nov 9, 2025

Opens in a new windowDoubleTree by Hilton Front Royal Blue Ridge Shadows
Hotel Burg

Hotel Burg

4 out of 5
208 S King Street Leesburg VA
$277 nightly
The price is $319 total per night from Dec 15 to Dec 16
$319 total
Dec 15 - Dec 16
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! (32 reviews)
It was a fantastic stay unfortunately only for a night. Great bar and restaurant on site. Rooms were great and very comfortable

Reviewed on Oct 25, 2025

Opens in a new windowHotel Burg
The Red Fox Inn & Tavern

The Red Fox Inn & Tavern

4 out of 5
2 E Washington St Middleburg VA
$324 nightly
The price is $370 total per night from Nov 18 to Nov 19
$370 total
Nov 18 - Nov 19
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! (399 reviews)
My husband was disappointed with the bartender--we were the only two people there. He didn't make any effort to converse or show interest in us; was talking with a female staff member that kept coming in the area. We are from Wisconsin; are used to friendlier bartenders, I guess

Reviewed on Nov 3, 2025

Opens in a new windowThe Red Fox Inn & Tavern
Goodstone Inn & Restaurant

Goodstone Inn & Restaurant

4 out of 5
36205 Snake Hill Road, Middleburg, VA
$457 nightly
The price is $521 total per night from Nov 18 to Nov 19
$521 total
Nov 18 - Nov 19
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

Opens in a new windowGoodstone Inn & Restaurant
White Moose Inn

White Moose Inn

4 out of 5
291 Main St Washington VA
$349 nightly
The price is $376 total per night from Dec 10 to Dec 11
$376 total
Dec 10 - Dec 11
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! (146 reviews)
lovely Bed and Breakfast. Friendly attentive staff. Super comfortable beds. Pretty decor. Complimentary breakfast and happy hour. Very clean. Good location for various activities.

Reviewed on Oct 19, 2025

Opens in a new windowWhite Moose Inn
Hillbrook Inn

Hillbrook Inn

4 out of 5
4490 Summit Point Road Charles Town WV
$197 nightly
The price is $218 total per night from Dec 16 to Dec 17
$218 total
Dec 16 - Dec 17
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! (122 reviews)
Beautiful area and the inn was incredible. Staff were very helpful making dining recommendations and the breakfast the next morning was fabulous.

Reviewed on Oct 12, 2025

Opens in a new windowHillbrook Inn
L'Auberge Provencale Inn & Restaurant

L'Auberge Provencale Inn & Restaurant

4 out of 5
13630 Lord Fairfax Hwy, Boyce, VA
$281 nightly
The price is $310 total per night from Nov 23 to Nov 24
$310 total
Nov 23 - Nov 24
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

Opens in a new windowL'Auberge Provencale Inn & Restaurant
Mayneview B&B

Mayneview B&B

4 out of 5
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! (134 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

Opens in a new windowMayneview B&B
South Court Inn

South Court Inn

4 out of 5
160 S Court St, Luray, VA
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free full breakfast each morning. A garden, a lobby fireplace, and a ...
10/10 Exceptional! (9 reviews)
Actually the best bed and breakfast we have stayed at. The house and grounds are so lovely and thoughtfully done. The rooms were so CLEAN, comfortable, the bed was so comfy, and i really appreciate how upgraded the bathrooms were. Breakfast was nothing shy of amazing. I would recommemd this stay ...

Reviewed on Nov 11, 2025

Opens in a new windowSouth Court Inn
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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.

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