Explore top 2026 4 Star Hotels in Winchester

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Top Winchester 4 Star hotels

Lansdowne Resort and Spa

44050 Woodridge Pkwy Leesburg VA

$235 nightly

$268 total

Nov 1 - Nov 2

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

$116 nightly

$128 total

Nov 1 - Nov 2

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 ...

9/10 Wonderful! (1,000 reviews)

"Wry helpful reception. Clean hotel , beautiful golf course With a nice restaurant. Great place"

Reviewed on Oct 5, 2026

Hotel Burg

208 S King Street Leesburg VA

Fully refundableReserve now, pay when you stay

$307 nightly

$353 total

Oct 31 - Nov 1

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 ...

The Red Fox Inn & Tavern

2 E Washington St Middleburg VA

$436 nightly

$498 total

Oct 12 - Oct 13

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! (456 reviews)

"1"

Reviewed on Sep 21, 2026

Hillbrook Inn

4490 Summit Point Road Charles Town WV

$174 nightly

$192 total

Oct 13 - Oct 14

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 ...

White Moose Inn

291 Main St Washington VA

$286 nightly

$309 total

Oct 18 - Oct 19

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! (182 reviews)

"all of the above"

Reviewed on Sep 22, 2026

Goodstone Inn & Restaurant

36205 Snake Hill Road Middleburg VA

$358 nightly

$408 total

Nov 4 - Nov 5

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

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 ...

Get rates

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 ...

8.2/10 Very Good! (418 reviews)

"We had an absolutely wonderful time at Mayneview B&B. Gail was knowledgeable of the area and provided recommendations that did not disappoint. The food was always a surprise and always delicious! I would Highly recommend staying here if you're going to Luray."

Reviewed on Sep 8, 2026

Get rates

South Court Inn

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! (11 reviews)

"This was the most amazing place we ever stayed where we were treated as family members The house the setting and most of all the hospitality was unforgettable"

Reviewed on Sep 11, 2026

Get rates

Don't see what you're looking for?

See all available properties in Winchester

View all properties

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 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.

Recent Winchester hotel reviews by fellow wanderers

TRU By Hilton Winchester

5 out of 5

Posted 19 hours ago

Travelocity Verified Review

"The mattress was excellent. I woke up refreshed without a back ache which I came in with due to the long car ride. My room was quiet, and clean. My only complaint is wondering why there is such a strong smell of air deodorizer throughout the hotel. It hits you as you walk in the lobby. The smell lingered on my clothes and inside my suitcases through the next day. I prefer fresh air, not artificial air freshener scents. I don’t believe they are healthy."

A verified traveler stayed at TRU By Hilton Winchester