Find Romantic Hotels in Winchester from S$144

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Top Romantic Hotels in Winchester

Miscellaneous
Smithfield Farm B&B
3.0 star property
9.4 out of 10, Exceptional, (90)
"Beautiful property, beautiful farm and great old House. Farm store right next by was great also. However, no TV in our room and the TV downstairs wasn’t working, also no WiFi at all. I understand getting away from it all in the beautiful country, but to have no internet was disappointing. The breakfast was made and left in fridge before we arrived. It was a tasty plate of cold cuts, fruit , cheeses. A nice hot breakfast featuring eggs and meats from their farm would have been a lot more fun. ...
The price is S$324
includes taxes & fees
30 May - 31 May
Smithfield Farm B&B
Bar (on property)
The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
9.4 out of 10, Exceptional, (1004)
"Beautiful town. The hotel is beautiful. "
The price is S$192
includes taxes & fees
27 May - 28 May
The George Washington Hotel, A Wyndham Grand Hotel
Serves dinner and happy hour
Wayside Inn
3.5 star property
9.2 out of 10, Wonderful, (342)
"Everyone was super nice! Beautiful place! "
The price is S$157
includes taxes & fees
26 May - 27 May
Wayside Inn
Snack bar
Hampton Inn Winchester N/Conference Center, VA
2.5 star property
9.2 out of 10, Wonderful, (667)
"We stay here 2X/year as a pit stop on our way to vacation. Friendly staff, clean rooms, good breakfast"
The price is S$181
includes taxes & fees
16 Jun - 17 Jun
Hampton Inn Winchester N/Conference Center, VA
Exterior
La Quinta Inn & Suites by Wyndham Winchester
2.5 star property
9.0 out of 10, Wonderful, (1345)
"We enjoyed our stay at la quinta. It is clean and pet friendly."
The price is S$158
includes taxes & fees
26 May - 27 May
La Quinta Inn & Suites by Wyndham Winchester
Porch
Hampton Inn Winchester-University/Mall Area
2.5 star property
9.0 out of 10, Wonderful, (983)
"Convenient location "
The price is S$180
includes taxes & fees
23 Jun - 24 Jun
Hampton Inn Winchester-University/Mall Area
Lobby
DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
9.0 out of 10, Wonderful, (1001)
"Free cookies😊"
The price is S$180
includes taxes & fees
9 Jun - 10 Jun
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Desk, laptop workspace, blackout curtains, iron/ironing board
Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
8.6 out of 10, Excellent, (1001)
"Great Hotel"
The price is S$144
includes taxes & fees
26 May - 27 May
Country Inn & Suites by Radisson, Winchester, VA
Building design
Hotel Strasburg
3.0 star property
7.8 out of 10, Good, (731)
"The place was closed and looks like it has been for quite sometime. The outside was run down and litter all over. We drove 5 hours to get there and even had a confirmation number from hotel. Com. Very disappointed!!!!!!"
Hotel Strasburg
Front of property
Celebration Retreat
5.0 star property
Celebration Retreat
Don't see what you're looking for?
See all available properties in Winchester
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.

Winchester Romantic Hotels information

 

Romantic Hotels in Winchester

14

Highest price
S$324
Cheapest price
S$144
Number of guest reviews
7,088
Total number of hotels in Winchester
1,858

 

Frequently asked questions

Searching for romantic hotels in Winchester?
If you and your partner need a romantic holiday, we’ve got just the thing. Couples choose Winchester for its scenic landscape and top-notch restaurants. If you’re hoping to explore some cultural attractions while you’re in town, Bright Box Theater or Winchester Little Theater make for a fun date night. Whether you’d like to sip a glass of champagne or watch the sunset from your balcony, you’ll be sure to find accommodation in Winchester to make for a relaxing weekend away.
What's the best accommodation for a couple going to Winchester?
The George Washington Hotel, A Wyndham Grand Hotel is a favourite hotel for couples, and features a full-service spa and 2 restaurants. Other good choices for your romantic getaway include SpringHill Suites by Marriott Winchester and Hilton Garden Inn Winchester.
How many romantic hotels will we find in Winchester?
Expedia has 5 romantic Winchester hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Winchester?
If you’re looking forward to lots of outings with your partner, take a look at these details about year-round temperatures in Winchester: The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Winchester is 1172 mm.
What is there to do in Winchester?
There’s nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Winchester. If you’re hoping to see some of the area’s cultural attractions, you and your partner will love Winchester for its interesting historical sites and major shopping area. You might think about stopping by Shenandoah Valley Discovery Museum, Museum of the Shenandoah Valley or Jim Barnett Park while you’re seeing the sights.
What's the best way to get to Winchester and around town during my romantic getaway?
This information about transportation options in Winchester might help your romantic getaway go off without a hitch: If you’re looking to fly to Winchester, the closest major airport is in Martinsburg, WV (MRB-Eastern West Virginia Regional), located 18 mi (28.9 km) from the city centre. If you’d like to venture out around the area, you may want a rental car for your journey.

Recent Reviews in Winchester
Expedia verified reviews