Winchester Hotels from S$96

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Our top choices for Winchester hotels

1. Spark by Hilton Winchester

Spark by Hilton Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (1,008 reviews)
"The rooms where very comfortable and clean and the staff was very friendly and price was affordable stay"
United States
Tammy
The price is S$117
includes taxes & fees
28 Jun - 29 Jun
Spark by Hilton Winchester

2. Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,120 reviews)
"Decent accommodations, friendly staff."
United States
Juliet
The price is S$144
includes taxes & fees
21 Jun - 22 Jun
Comfort Inn & Suites Winchester

3. TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (941 reviews)
"It was great for a stay."
United States
Sheree
The price is S$108
includes taxes & fees
5 Jul - 6 Jul
TRU By Hilton Winchester

4. Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1,012 reviews)
"Clean, quiet, great breakfast! Perfect for our quick stay in Winchester."
United States
Hannah
The price is S$129
includes taxes & fees
28 Jun - 29 Jun
Quality Inn Winchester

5. Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA
2.5 star property
Winchester
9.2 out of 10, Wonderful, (899 reviews)
"The room was very clean and the front desk staffs were very nice."
United States
Angelina
The price is S$166
includes taxes & fees
24 Jun - 25 Jun
Hampton Inn Winchester N/Conference Center, VA

6. Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.2 out of 10, Very good, (1,004 reviews)
"Very friendly and courteous staff."
United States
Brice
The price is S$117
includes taxes & fees
21 Jun - 22 Jun
Ramada by Wyndham Strasburg/Shenandoah Valley

7. Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1,469 reviews)
"Excellent stay"
United States
Michael
The price is S$130
includes taxes & fees
21 Jun - 22 Jun
Microtel Inn & Suites by Wyndham Winchester

8. Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA
3.0 star property
Winchester
8.8 out of 10, Excellent, (1,004 reviews)
"Super clean hotel, no funky smells, good breakfast, comfortable bed, clean washer & Dryer, nice staff, Outback and McDonald’s walking distance We will stay here again"
United States
Teresa
The price is S$133
includes taxes & fees
6 Jul - 7 Jul
Country Inn & Suites by Radisson, Winchester, VA

9. Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (877 reviews)
"The room was clean and the breakfast was very good."
United States
Don
The price is S$129
includes taxes & fees
21 Jun - 22 Jun
Fairfield Inn & Suites by Marriott Winchester

10. Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (993 reviews)
"Clean room, pleasant staff."
United States
Kathrina
The price is S$149
includes taxes & fees
21 Jun - 22 Jun
Courtyard by Marriott Winchester

11. SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (862 reviews)
"Staff was very helpful, room was better than expected, pool was fantastic. Nice fitness center too."
United States
Chris
The price is S$159
includes taxes & fees
25 Jun - 26 Jun
SpringHill Suites by Marriott Winchester

12. The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel
3.5 star property
Old Town Winchester
9.4 out of 10, Exceptional, (1,003 reviews)
"Clean charming place to stay in the area "
United States
Elizabeth
The price is S$190
includes taxes & fees
24 Jun - 25 Jun
The George Washington Hotel, A Wyndham Grand Hotel

13. Super 8 by Wyndham Front Royal Near Shenandoah National Park

Super 8 by Wyndham Front Royal Near Shenandoah National Park
2.0 star property
Front Royal
7.6 out of 10, Good, (1,007 reviews)
"room was clean and staff was friendly"
United States
Carol
The price is S$104
includes taxes & fees
16 Jun - 17 Jun
Super 8 by Wyndham Front Royal Near Shenandoah National Park

14. Holiday Inn Express Winchester South-Stephens City by IHG

Holiday Inn Express Winchester South-Stephens City by IHG
2.5 star property
Stephens City
8.2 out of 10, Very good, (859 reviews)
" Breakfast was delicious!"
Canada
Betty
The price is S$140
includes taxes & fees
12 Jul - 13 Jul
Holiday Inn Express Winchester South-Stephens City by IHG

15. Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1,009 reviews)
"Clean , close to National park"
United States
Robert
The price is S$186
includes taxes & fees
28 Jun - 29 Jun
Hampton Inn Front Royal

16. Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG
3.0 star property
Winchester
9.2 out of 10, Wonderful, (1,009 reviews)
"Good for an overnight stay on our way up north."
United States
Cherilyn
The price is S$145
includes taxes & fees
21 Jun - 22 Jun
Holiday Inn Winchester Se-Historic Gateway by IHG

17. Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.4 out of 10, Very good, (279 reviews)
"The owners/managers are delightful. The room was very nice with excellent bedding. I look forward to staying there again "
United States
Sarah
The price is S$93
includes taxes & fees
6 Jul - 7 Jul
Relax Inn Motel

18. Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester
2.5 star property
Winchester
8.6 out of 10, Excellent, (1,064 reviews)
"Nice place to sleep, clean rooms and big parking space."
United States
Socrates
The price is S$99
includes taxes & fees
18 Jun - 19 Jun
Travelodge by Wyndham Winchester

19. Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
3.0 star property
Strasburg
9.0 out of 10, Wonderful, (1,004 reviews)
"It was a nice hotel for an over night stay. The room took a while to cool down but the overall stay was great."
United States
Joni
The price is S$161
includes taxes & fees
21 Jun - 22 Jun
Fairfield Inn & Suites Strasburg Shenandoah Valley

20. Quality Inn Stephens City - Winchester South

Quality Inn Stephens City - Winchester South
2.5 star property
Stephens City
8.0 out of 10, Very good, (670 reviews)
"The gentleman who checked us in was so polite and courteous. He was very friendly during check in which made the stay."
United States
John
The price is S$123
includes taxes & fees
7 Jul - 8 Jul
Quality Inn Stephens City - Winchester South
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.
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Where to stay in Winchester

Find the best Winchester areas for the activities you enjoy most.

Old Town Winchester

Old Town Winchester is popular for its abundant dining options, and if you're looking for more to see and do, you might think about a trip to Bright Box Theater or Shenandoah Valley Discovery Museum.

Winchester Historic District

While visiting Winchester Historic District, you might make a stop by sights like Bright Box Theater and Winchester Little Theater.

Stay near popular Winchester attractions

Winchester and related destinations

Stroll through the charming pedestrian mall in the historic district, where shops and excellent restaurants await. Delve into local culture at the Museum of the Shenandoah Valley or catch a show at the Bright Box Theatre.

Top Winchester Hotel Reviews

More cheap stays in Winchester

Frequently asked questions

Where is the best place to stay in Winchester?
Based on our traveller data, TRU By Hilton Winchester is one of the top choices for your stay. This hotel offers free breakfast and an indoor pool. Other good choices for your trip include Spark by Hilton Winchester and Travelodge by Wyndham Winchester. See all available top hotels, or vacation rentals in Winchester.
If I need to cancel my hotel reservation in Winchester, will I receive a refund?
Yes! The majority of hotel room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Winchester.
What's the best budget-friendly accommodation in Winchester?
Based on reviews, Microtel Inn & Suites by Wyndham Winchester is a popular hotel for our travellers who want a more economical choice, and features free breakfast and free Wi-Fi. Other options to stay on the cheap include La Quinta Inn & Suites by Wyndham Winchester and Travelodge by Wyndham Winchester. View all budget hotels in Winchester.
What's the best family accommodation in Winchester?
Holiday Inn Winchester Se-Historic Gateway by IHG is a hotel with an indoor pool and a restaurant, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Microtel Inn & Suites by Wyndham Winchester and Quality Inn Winchester. Also, attractions such as Shenandoah Valley Discovery Museum and Rocking S Ranch are fun for children of all ages. Find more child-friendly accommodations in Winchester.
What's the best LGBTQ-friendly place to stay in Winchester?
La Quinta Inn & Suites by Wyndham Winchester is a top LGBTQ-friendly hotel that features free breakfast and free Wi-Fi. Holiday Inn Winchester Se-Historic Gateway by IHG and Microtel Inn & Suites by Wyndham Winchester are two other good options for your holiday. See all available hotels listed as LGBTQ-friendly in Winchester.
What's the best dog-friendly accommodation option in Winchester?
Spark by Hilton Winchester is a top hotel for people travelling with their pets, and offers a fitness centre and flat-screen TVs for its human guests. Other good choices for you and your pet include TRU By Hilton Winchester and Microtel Inn & Suites by Wyndham Winchester. See more pet-friendly hotel accommodations in Winchester.
What are some hotels with pools in Winchester?
Microtel Inn & Suites by Wyndham Winchester is a top hotel with an indoor pool, free breakfast and free WiFi. Other choices that offer an on-site pool include La Quinta Inn & Suites by Wyndham Winchester and Courtyard by Marriott Winchester. View all hotels with pools in Winchester.
What is the best spa hotel in Winchester?
The George Washington Hotel, A Wyndham Grand Hotel is a top spa hotel featuring a 24-hour fitness centre, a bar and an indoor pool. Spend an afternoon at the spa where you'll find massage treatments. In-room massages are also available. See all spa hotels in Winchester.
How is it to stay in Winchester?
Families will find child-friendly activities in Winchester, and visitors give high marks for the shopping and top-notch restaurants. Scenic and urban, this city attracts tourists with its theatres and entertainment. In Winchester, there are 76 hotels and other accommodation options to choose from. Find out more about Winchester.
What is there to see in Winchester?
Cultural venues include Bright Box Theater, Winchester Little Theater and Museum of the Shenandoah Valley. Families come for attractions such as Shenandoah Valley Discovery Museum, Rocking S Ranch and Nalls Farm Market. Notable for its historic sites, landmarks like Patsy Cline Historic House, George Washington's Office and Stonewall Jackson's Headquarters are not to be missed. Take a look at what more there is to see and do in Expedia's Winchester guide.
What's the weather like 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.

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