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Just Like Heaven Carriage House
Get Rates
4.42 mi from city center
4.8/5Exceptional! (15 reviews)
Anniversary

"My husband and I had a wonderful relaxing stay. Ramana was a fantastic hostess. The assortment of organic teas was an extra benefit!! The view from the front porch....just what we needed to relate and relax!"…"

Reviewed on Oct 3, 2020

Just Like Heaven Carriage House
ANS Inn has Clean, Spacious Rooms Located on 5 Acres With Little Traffic
Lovely Loft Studios Apartments
The price is $60 per night from Nov 30 to Dec 1
5.01 mi from city center
4/5Very Good! (5 reviews)
Convenient spot!

"Super nice people and great service!"…"

Reviewed on Sep 11, 2020

Lovely Loft Studios Apartments
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TownePlace Suites by Marriott Winchester
2.5 out of 5
170 Getty Ln, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $83 per night from Dec 21 to Dec 22
5.72 mi from city center
4.3/5Excellent! (284 reviews)

"Room was smaller than expected - only desk for eating, no space between open sofa bed and king bed."…"

Reviewed on Jun 30, 2020

TownePlace Suites by Marriott Winchester
Courtyard by Marriott Winchester
3 out of 5
300 Marriott Drive, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $71 per night from Dec 4 to Dec 5
2.19 mi from city center
4.4/5Excellent! (525 reviews)

"Clean and convenient location. Staff was very professional and helpful."…"

Reviewed on Nov 6, 2020

Courtyard by Marriott Winchester
Wingate by Wyndham Winchester
2.5 out of 5
150 Wingate Dr, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $89 per night from Dec 23 to Dec 24
4.76 mi from city center
4.4/5Excellent! (986 reviews)

"This is a clean and comfortable hotel. We would stay again."…"

Reviewed on Nov 23, 2020

Wingate by Wyndham Winchester
Motel 6 Winchester, VA
2 out of 5
2951 Valley Avenue, Winchester, VA
Free Cancellation
The price is $50 per night from Dec 6 to Dec 7
4.98 mi from city center
4/5Very Good! (846 reviews)

"Beds could be a little more comfortable but it’s nice overall"…"

Reviewed on Oct 12, 2020

Motel 6 Winchester, VA
Travelodge by Wyndham Winchester
2 out of 5
160 Front Royal Pike, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $51 per night from Dec 6 to Dec 7
5.43 mi from city center
3.6/5Good! (979 reviews)

"Great stay and value for a night! Rooms were clean and beds were comfortable."…"

Reviewed on Nov 24, 2020

Travelodge by Wyndham Winchester
Days Inn by Wyndham Winchester
2 out of 5
1593 Martinsburg Pike, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $48 per night from Dec 6 to Dec 7
4.99 mi from city center
3.4/5Good! (163 reviews)

"It was fine. Be happy. Good service Thats all your getting from me"…"

Reviewed on Aug 19, 2020

Days Inn by Wyndham Winchester
Country Inn & Suites by Radisson, Winchester, VA
3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $84 per night from Nov 30 to Dec 1
6.54 mi from city center
4.6/5Wonderful! (1,197 reviews)

"Place comfortable, pleasant, convenient, with uniformly wonderful courtesy from all staff despite it being Thanksgiving. Toilet plugged up both days in spite of ordinary normal light use, but staff handled it promptly both times. Regardless, I’ll stay here again when I’m overnight in the area."…"

Reviewed on Nov 27, 2020

Country Inn & Suites by Radisson, Winchester, VA
Super 8 by Wyndham Winchester VA
2 out of 5
1077 Millwood Pike, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $53 per night from Nov 30 to Dec 1
5.61 mi from city center
3.2/5 (344 reviews)
enough for the price

"There was 3 sheriff's cars and 6 cops inside, didn't smell the greatest, but for the price and a quick stay it was good, definitely needs some work"…"

Reviewed on Jun 27, 2020

Super 8 by Wyndham Winchester VA
Clarion Inn & Conference Center
2.5 out of 5
711 Millwood Ave, Winchester, VA
Get Rates
5.09 mi from city center
3.9/5Good! (956 reviews)

"Great location and staff... spacious and clean will definitely be back"…"

Reviewed on Nov 9, 2020

Clarion Inn & Conference Center
ANS Inn & Suites
2 out of 5
2649 Valley Ave, Winchester, VA
The price is $45 per night from Dec 26 to Dec 27
4.59 mi from city center
3.8/5Good! (44 reviews)

"Decent hotel. Clean and was near everything else."…"

Reviewed on Jul 20, 2020

ANS Inn & Suites
Hilton Garden Inn Winchester
3 out of 5
120 Wingate Drive, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $124 per night from Nov 30 to Dec 1
4.84 mi from city center
4.4/5Excellent! (302 reviews)

"We were able to get a ground floor room in an area that put us in minimal contact with other people. Under the current health circumstances that was quite comforting. The room had been sealed with a tag between the door and frame after having been sanitized. The room did seem to be very clean to ..."…"

Reviewed on Jul 27, 2020

Hilton Garden Inn Winchester
Quality Inn
2.5 out of 5
1601 Martinsburg Pike, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $67 per night from Dec 6 to Dec 7
5 mi from city center
4.3/5Excellent! (552 reviews)

"Very clean, quiet, and orderly. Great staff, everything was great."…"

Reviewed on Oct 12, 2020

Quality Inn
Hampton Inn Winchester N/Conference Center, VA
2.5 out of 5
1204 Berryville Avenue, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $114 per night from Nov 30 to Dec 1
5.28 mi from city center
4.4/5Excellent! (358 reviews)

"The faculty was very clean. The bed was comfortable. The staff was very nice!"…"

Reviewed on Aug 2, 2020

Hampton Inn Winchester N/Conference Center, VA
APM Inn & Suites
2 out of 5
1347 Berryville Ave, Winchester, VA
The price is $50 per night from Dec 1 to Dec 2
5.37 mi from city center
3.5/5Good! (41 reviews)

"Room was clean and cozy. Staff and people were super nice. Close to restaurants and stores. Easy in and Easy out."…"

Reviewed on Sep 9, 2020

APM Inn & Suites
Hampton Inn Winchester-University/Mall Area
2.5 out of 5
640 East Jubal Early Drive, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $114 per night from Nov 30 to Dec 1
4.92 mi from city center
4.5/5Wonderful! (807 reviews)

"We have stayed here several times as our daughter attends Shenandoah University which is just across the street, so we love the convenience. While we appreciated the posted signs requiring face coverings, it was not enforced, leading to a few uncomfortable moments in elevators with uncovered ..."…"

Reviewed on Oct 12, 2020

Hampton Inn Winchester-University/Mall Area
Red Roof Inn Winchester, VA
2 out of 5
991 Millwood Pike, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $60 per night from Nov 30 to Dec 1
5.51 mi from city center
3.5/5Good! (990 reviews)

"Very friendly lady upfront debt help me and my boyfriend get through how to use our cash app"…"

Reviewed on Oct 21, 2020

Red Roof Inn Winchester, VA
Sleep Inn & Suites
2.5 out of 5
140 Costello Dr, Winchester, VA
Free CancellationReserve now, pay when you stay
The price is $63 per night from Dec 13 to Dec 14
5.5 mi from city center
4.2/5Excellent! (573 reviews)

"Overall, the stay was very nice. The hotel staff were especially friendly."…"

Reviewed on Sep 8, 2020

Sleep Inn & Suites
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Visiting Winchester

Families will find kid-friendly activities in Winchester, and visitors give high marks for the shopping and top-notch restaurants. Scenic and vibrant, this city attracts tourists with its theaters and entertainment choices.

  • There are 76 hotels and other accommodations in Winchester
  • The closest major airport is in Martinsburg, WV (MRB-Eastern West Virginia Regional), 18 mi (28.9 km) from the city center
  • The next closest is in Washington, DC (IAD-Washington Dulles Intl.), 41.7 mi (67.1 km) away

Sightseeing and Staying in Winchester

Well-known for its theaters, the city's cultural venues include Shenandoah Valley Discovery Museum, Winchester Little Theater, and Museum of the Shenandoah Valley. Families come for attractions such as Dinosaur Land, Wilson's Wild Animal Park, and Rocking S Ranch. The city is notable for its historic sites and landmarks like Patsy Cline Historic House, Holy Cross Abbey, and George Washington's Office.

In Winchester, there are 76 hotels and other lodging accommodations so you'll have a variety of choices for your holiday retreat. These are highly ranked ones based on Expedia user reviews:

  • Wayside Inn - This 3.5-star inn features free breakfast, a restaurant, and free WiFi. It's a favorite with Expedia travelers for its helpful staff and clean, comfortable rooms.
  • Country Inn & Suites by Radisson, Winchester, VA - Our customers like the pool and quiet location at this hotel. This 3-star hotel features free breakfast, an indoor pool, and free WiFi.
  • Fairfield Inn & Suites Strasburg Shenandoah Valley - With a stay at this 2.5-star hotel, guests can enjoy access to free breakfast and an indoor pool, along with in-room LCD TVs. Expedia customers like its breakfast and comfortable, quiet rooms.

One of the top places to see in the surrounding area is Harpers Ferry National Historical Park, 25.2 mi/40.6 km from the heart of the city.

Dressing for Winchester

  • Between January and March, daytime temperatures average 58°F, while nighttime temperatures stay around 23°F
  • From April to June, the average is 85°F during the day and 37°F at night
  • July through September sees average temperatures of 86°F during the day and 49°F at night
  • In October-December, you can expect 71°F as the daytime average and 24°F as the nighttime average
  • Average annual rainfall for Winchester is 38.33 inches
  • July and June are usually the hottest months averaging 84°F, while January and February are usually the coldest with an average temperature of 25°F

Frequently asked questions

Where is the best place to stay in Winchester?
L’Auberge Provencale is a favorite property for Expedia customers. This 4-star hotel offers free breakfast and a restaurant. Other top choices based on reviews include TownePlace Suites by Marriott Front Royal and SpringHill Suites by Marriott Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! The majority of hotel reservations are refundable if you cancel before the hotel’s cancellation deadline, which is usually within 24-48 hours of the scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Put your dates in and click on “Search”, then use the “free cancellation” filter to get the best deals in Winchester.
Where can I learn more about changing or cancelling my trip to Winchester?
To find more details about updating your trip to Winchester or cancelling it, click here.
What's the best budget-friendly hotel in Winchester?
Based on reviews, Motel 6 Winchester, VA is a popular 2-star property for our travelers looking for an economical choice, and features free WiFi and free parking. Other options to stay on the cheap include Travelodge by Wyndham Winchester and Twi-Lite Motel.
What's the best place to stay when traveling with kids to Winchester?
Country Inn & Suites by Radisson, Winchester, VA is a top 3-star hotel on Expedia for families, and features an indoor pool and free breakfast. Other good options for your kid-friendly vacation include Fairfield Inn & Suites Strasburg Shenandoah Valley and Quality Inn. Attractions like Shenandoah Valley Discovery Museum and Wilson’s Wild Animal Park are also fun for kids of all ages.
What's the best hotel for couples in Winchester?
Smithfield Farm B&B is a favorite 3-star B&B for couples, and features free breakfast and free parking. Other good choices for a stay with your sweetheart include Celebration Retreat and The George Washington Hotel, A Wyndham Grand Hotel.
What's the best pet-friendly place to stay in Winchester?
Wingate by Wyndham Winchester is a top hotel for people traveling with their pets, and offers an indoor pool and free WiFi for its human guests. Other good options for you and your pet’s trip include Country Inn & Suites by Radisson, Winchester, VA and Clarion Inn & Conference Center.
Where is the best place to stay with easy access to Shenandoah University?
Adjacent to Shenandoah University, Clarion Inn & Conference Center is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and free parking. Other good options within a short distance include La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester.
What about the best place to stay near Bluemont Vineyard?
One of the top choices for your stay is The Manor at Airmont, located 2.5 mi (4 km) from Bluemont Vineyard, and this 4-star B&B offers free breakfast and free WiFi. Hillandale Farmhouse Circa 1774 - 6 Bedrooms, Sleeps 14, Newly Renovated and Country Cottage on 1700s Horse Farm/wedding Venue are two other good choices within the area.
What's the best boutique-style hotel in Winchester?
The George Washington Hotel, A Wyndham Grand Hotel is a favorite 3.5-star hotel with our travelers looking for a stylish accommodation, featuring 90 guestrooms, 2 restaurants, and a bar. If you’d prefer to stay at a boutique hotel, you can also take a look at La Quinta Inn & Suites by Wyndham Winchester.
What's the best accommodation for a golf trip to Winchester?
Holiday Inn & Suites Front Royal Blue Ridge Shadows is a top 3-star hotel that has a golf course and features a restaurant. Other good options to stay near a golf course include Fairfield Inn & Suites Winchester and Ramada by Wyndham Strasburg. Visit Rock Harbor Golf Course or Blue Ridge Shadows Golf Club to perfect your golf swing.
What are some hotels with pools in Winchester?
Country Inn & Suites by Radisson, Winchester, VA is a popular 3-star hotel featuring an indoor pool, free buffet breakfast, and free WiFi. Other choices that feature an onsite pool include The George Washington Hotel, A Wyndham Grand Hotel and Wingate by Wyndham Winchester.

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