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Featured Winchester Romantic Hotels

See all 301 Hotels in Winchester
Hot Tub Heaven Vacation Cabins

Hot Tub Heaven Vacation Cabins

Various Addresses, Front Royal
Smithfield Farm Bed and Breakfast

Smithfield Farm Bed and Breakfast

568 Smithfield Lane, Berryville
3.5 out of 5.0
5.0 out of 5 (9 reviews)
A fantastic weekendSmithfield is beautiful. Secluded, peaceful and removed from bustle which is exactly what we wanted.
  Jul 5, 2017

$250

$250
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St, Winchester
4.0 out of 5.0
4.6 out of 5 (747 reviews)
Grand old hotelThis is a delightful older hotel. Must nicer than these modern boxes they call hotels these days. We will definitely stay here again.
  Jan 3, 2018

$98

$98
Wayside Inn

Wayside Inn

7783 Main St, Middletown
3.5 out of 5.0
4.7 out of 5 (97 reviews)
Excellent experience!Excellent visit! Beautiful historic lodging and fantastic customer service!
  Nov 15, 2017

$105

$105
Hotel Strasburg

Hotel Strasburg

213 S. Holliday Street, Strasburg
3.5 out of 5.0
3.9 out of 5 (547 reviews)
Nice old hotel w great history & lots of antiquesRecommendation depends on what you looking for. Nice but not for everyone. Beside history and great antiques, tv only did one program on every channel, no wash clothes and jets on tub were out of service.
  Dec 30, 2017

$79

$79
La Quinta Inn & Suites Winchester

La Quinta Inn & Suites Winchester

1055 Millwood Pike, Route 50 East, Winchester
3.5 out of 5.0
4.2 out of 5 (1,013 reviews)
I can dig itSwanky room, comfy bed, very clean. Nice amenities and facilities.
  Jan 8, 2018

$85

$85
L Auberge Provencale Bed and Breakfast

L Auberge Provencale Bed and Breakfast

13630 Lord Fairfax Highway, White Post
4.0 out of 5.0
4.7 out of 5 (16 reviews)
awesome stay!My husband and I celebrated our anniversary here and it was amazing. The staff was great from beginning to end. We enjoyed all the delicious food fro dinner and breakfast. We have decided to make this one of our spots when we need to get away from the kids, city and the everyday hustle.
  Jul 18, 2016
Country Inn & Suites By Carlson, Winchester, VA

Country Inn & Suites By Carlson, Winchester, VA

141 Kernstown Commons Blvd, Winchester
3.5 out of 5.0
4.5 out of 5 (1,070 reviews)
Taking daughter home..We have stayed here previously and liked it. It is always comfortable.
  Jan 4, 2018

$84

$84
Hampton Inn - Winchester N/Convention Center

Hampton Inn - Winchester N/Convention Center

1204 Berryville Avenue, Winchester
3.0 out of 5.0
4.4 out of 5 (178 reviews)
Overnight stay on our way to Gatlinburg, TNHotel - very clean. Staff extremely helpful and friendly.
  Oct 16, 2017

$98

$98
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

640 East Jubal Early Drive, Winchester
2.5 out of 5.0
4.5 out of 5 (680 reviews)
Great Hotel in a great townWe have been staying at this Hampton Inn for many years and it has always remained a pleasure. The staff is great, the rooms are clean and all the amenities are fine. We recommend this Hampton Inn to the highest degree.
  Nov 27, 2017

$101

$101
Holiday Inn & Suites Front Royal Blue Ridge Shadows

Holiday Inn & Suites Front Royal Blue Ridge Shadows

111 Hospitality Drive, Front Royal
3.5 out of 5.0
4.5 out of 5 (432 reviews)
Nice stayWe stayed at the Holiday Inn on New Years Eve. It was very quiet and the room was comfortable, however, the heating unit is VERY noisy and kept us awake most of the night.
  Jan 3, 2018

$101

$101
Map

Recently booked Romantic Hotels in Winchester

Holiday Inn Express Winchester South-Stephens City
2.5 out of 5.0
Last booking: 1 hour ago
La Quinta Inn & Suites Winchester
3.5 out of 5.0
Last booking: 1 hour ago
The George Washington Hotel, A Wyndham Grand Hotel
4.0 out of 5.0
Last booking: 2 hours ago
Super 8 Front Royal
2.5 out of 5.0
Last booking: 2 hours ago
Wingate by Wyndham Winchester
3.0 out of 5.0
Last booking: 3 hours ago
Country Inn & Suites By Carlson, Winchester, VA
3.5 out of 5.0
Last booking: 3 hours ago
Hampton Inn - Winchester N/Convention Center
3.0 out of 5.0
Last booking: 3 hours ago
Motel 6 Winchester, VA
2.0 out of 5.0
Last booking: 16 hours ago
Red Roof Inn Winchester, VA
2.5 out of 5.0
Last booking: 18 hours ago

Romantic Winchester Hotels Information

Put on some sultry music, spark some candles, and get the flower petals ready: You're on the road to romance. Whether you have a special holiday upcoming or just want a break from the busy agenda of everyday life, we have romantic places to stay in Winchester that will make you say "ooh la la". Regardless of why you can hardly wait for this holiday, we make it simple to .

A Romantic Spot in Winchester Is Just the Beginning

What matters to you when it comes to tales of romance? Winchester hotels with health clubs or in-room service for a relaxing couples massage may be a breeze to book. The restaurants in the area will most likely be delighted to provide for candlelit feasts where you can gaze deeply into your special someone's eyes. No need to retire to your lodging just yet, keep the fun going at a local bar.

You can check out the scene close by, so you will learn what you can look forward to.

  • Just when you need them, Winchester romantic hotels are here for you two valentines.
  • We can assist you in identifying exactly what you are seeking at Winchester romantic hotels.
  • You may never want to leave.
  • Everything you are looking for is close at hand thanks to the hotel's staff.
  • A journey around the estates beneath the moonlight is a dreamy end to a superb getaway.

It's a Great Opportunity to Be Dazzled by Our Values and Hotel Selection

Yes, you will soon realize why vacationers return again and again. We're sure you'll make the same assessment once you visit this awesome town. And you will have plenty of savings left over thanks to bargains from Expedia. Give us a shot, and you'll soon be falling in love.