Find hotels in Winchester, VA from ฿2,057

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24 Dec - 25 Dec
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25 Dec - 26 Dec
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26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Winchester hotels

Exterior
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (1090)
Near Appleland Sports Centre and Kernstown Battlefield, this hotel offers a 24-hour fitness centre and complimentary WiFi. Guests praise the comfortable beds, helpful staff, and daily breakfast served from 6:00 AM on weekdays.
"We have stayed here many times on our way to Massachusetts and find it perfect every time."
United States
Patsy
The price is ฿3,019
฿3,284 total
includes taxes & fees
5 Jan - 6 Jan 2026
Comfort Inn & Suites Winchester
Lobby
Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal

Super 8 by Wyndham Front Royal
2.0 star property
Front Royal
7.6 out of 10, Good, (1002)
Minutes from Shenandoah National Park, this Front Royal hotel offers complimentary WiFi and daily on-the-go breakfast. Guests appreciate the helpful staff and clean rooms. Blue Ridge Arts Council is nearby.
"The staff was friendly and attentive. The room was clean. The breakfast was good, with pancakes, toast, cereal, juice, and coffee. Good location for visiting Shenandoah National Park."
United States
Teresa
The price is ฿1,929
฿2,147 total
includes taxes & fees
29 Dec - 30 Dec
Super 8 by Wyndham Front Royal
Exterior
Twi-Lite Inn

Twi-Lite Inn

Twi-Lite Inn
2.0 star property
Front Royal
8.2 out of 10, Very good, (540)
"Great pool and quiet area to stay in"
United States
Matthew
The price is ฿1,929
฿2,147 total
includes taxes & fees
28 Dec - 29 Dec
Twi-Lite Inn
Bar (on property)
DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows

DoubleTree by Hilton Front Royal Blue Ridge Shadows
4.0 star property
Front Royal
9.0 out of 10, Wonderful, (1000)
Scenic Front Royal hotel with an 18-hole golf course just 15 minutes from Shenandoah National Park. Unwind in the indoor pool after a day outdoors, enjoy American cuisine at Houlihan's Restaurant, or relax at the bar. Free WiFi and parking add convenience.
"Friendly staff, nice clean room, hotel restaurant was delicious. "
United States
Dorothy
The price is ฿3,035
฿3,348 total
includes taxes & fees
8 Jan - 9 Jan 2026
DoubleTree by Hilton Front Royal Blue Ridge Shadows
Front of property – evening/night
Relax Inn Motel

Relax Inn Motel

Relax Inn Motel
2.0 star property
Front Royal
8.2 out of 10, Very good, (259)
Clean rooms await at this convenient Front Royal motel, just 10 minutes from Shenandoah National Park. Free WiFi and parking make exploring nearby Bing Crosby Stadium and Shenandoah River hassle-free, while the 24-hour front desk ensures assistance whenever needed.
"Clean, and nice rooms, friendly staff"
United States
James
The price is ฿2,115
฿2,354 total
includes taxes & fees
26 Dec - 27 Dec
Relax Inn Motel
Lift
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley
2.5 star property
Strasburg
8.4 out of 10, Very good, (1000)
Savour Civil War history at this Strasburg retreat with fitness centre and restaurant. Located near Hupp's Hill Civil War Park and Strasburg Museum, this hotel offers complimentary breakfast, WiFi, and parking that guests consistently praise.
"Breakfast was delicious "
United States
Robert
The price is ฿2,222
฿2,473 total
includes taxes & fees
1 Jan - 2 Jan 2026
Ramada by Wyndham Strasburg/Shenandoah Valley
Snack bar
Hampton Inn Winchester N/Conference Center, VA

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, (849)
Discover quiet comfort at this Winchester hotel featuring modern amenities including a seasonal outdoor pool and fitness centre. Enjoy complimentary breakfast, WiFi, and parking. The attentive staff and convenient location near Eastgate Plaza Shopping Centre ensure a pleasant stay.
"Super friendly reception and perfectly clean room. "
United States
Dwight
The price is ฿3,290
฿3,728 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Winchester N/Conference Center, VA
Exterior
Quality Inn Winchester

Quality Inn Winchester

Quality Inn Winchester
2.5 star property
Winchester
9.2 out of 10, Wonderful, (1000)
"Great stay"
United States
Jaron
The price is ฿2,353
฿2,560 total
includes taxes & fees
4 Jan - 5 Jan 2026
Quality Inn Winchester
Free buffet breakfast
Holiday Inn Express Winchester South-Stephens City by IHG

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, (807)
"Clean room, nice staff, simple but good breakfast, fresh ground coffee machine was really nice. "
United States
Rose
The price is ฿2,302
฿2,504 total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Express Winchester South-Stephens City by IHG
Exterior
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (800)
This business-friendly hotel sits near Apple Blossom Mall and Abram's Delight. Energise in the fitness centre or indoor pool before exploring. Guests rave about the helpful staff and complimentary breakfast, WiFi and parking.
"Quick check in, clean room, friendly staff."
United States
Darcy
The price is ฿2,882
฿3,136 total
includes taxes & fees
30 Dec - 31 Dec
Fairfield Inn & Suites by Marriott Winchester
Restaurant
Courtyard by Marriott Winchester

Courtyard by Marriott Winchester

Courtyard by Marriott Winchester
3.0 star property
Winchester
9.0 out of 10, Wonderful, (919)
"comfortable room, amenities and staff"
United States
Prashant
The price is ฿3,328
฿3,621 total
includes taxes & fees
1 Jan - 2 Jan 2026
Courtyard by Marriott Winchester
Coffee service
Motel 6 Winchester, VA

Motel 6 Winchester, VA

Motel 6 Winchester, VA
2.0 star property
Winchester
8.2 out of 10, Very good, (1004)
This peaceful Motel 6 in Winchester offers free WiFi and parking. Located near Kernstown Battlefield and Apple Blossom Mall, guests praise the helpful staff and clean rooms that ensure a restful night's sleep.
"Very good and convenient budget motel in Winchester, happy to recommend."
United States
Jane
The price is ฿2,115
฿2,396 total
includes taxes & fees
28 Dec - 29 Dec
Motel 6 Winchester, VA
Exterior
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester
3.0 star property
Winchester
9.2 out of 10, Wonderful, (2233)
Located near Apple Blossom Mall and R-C Track, this hotel offers comfortable beds praised by travellers. Enjoy complimentary breakfast, WiFi, and parking while business amenities and helpful staff ensure a pleasant stay.
"The place was clean, super friendly front desk staff, SO pet friendly with such a reasonable pet fee, and overall reasonable rate. Would 100% stay here again if I came back through this town. "
United States
Jordyn
The price is ฿3,073
฿3,344 total
includes taxes & fees
30 Dec - 31 Dec
La Quinta Inn & Suites by Wyndham Winchester
Pillow-top beds, desk, laptop workspace, blackout curtains
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.4 out of 10, Exceptional, (788)
Experience comfort at this Winchester hotel with a 24-hour fitness centre and inviting indoor pool. Near Rutherford Crossing and Frederick County Fairgrounds, guests enjoy free breakfast, WiFi, and parking with attentive staff service.
"Great staff, very clean room with a good breakfast "
United States
Jim
The price is ฿3,331
฿3,625 total
includes taxes & fees
4 Jan - 5 Jan 2026
SpringHill Suites by Marriott Winchester
Lobby
Country Inn & Suites by Radisson, Winchester, VA

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, (1001)
"Have stayed here multiple times -always good"
United States
Robert
The price is ฿2,573
฿2,800 total
includes taxes & fees
18 Jan - 19 Jan 2026
Country Inn & Suites by Radisson, Winchester, VA
In-room safe, desk, iron/ironing board, bed sheets
TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester

TownePlace Suites by Marriott Winchester
3.0 star property
Winchester
8.8 out of 10, Excellent, (482)
Splash into the refreshing outdoor pool at this Winchester retreat. Located near Winchester Gateway, the hotel offers free breakfast and parking. Rooms feature microwaves and refrigerators, while the fitness centre and coffee shop energise your stay.
"Nice place to stay. Great staff and breakfast."
United States
Stormy
The price is ฿3,331
฿3,625 total
includes taxes & fees
27 Dec - 28 Dec
TownePlace Suites by Marriott Winchester
Lobby
Hampton Inn Front Royal

Hampton Inn Front Royal

Hampton Inn Front Royal
2.5 star property
Front Royal
9.0 out of 10, Wonderful, (1000)
Just 15 minutes from Shenandoah National Park, this hotel offers 24-hour fitness facilities and an indoor pool. Guests love the helpful staff, free breakfast, WiFi, and parking, with Shenandoah River nearby.
"Room was spotless, place was quiet and our welcome at the desk was perfect"
United States
Merrill
The price is ฿3,545
฿3,946 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hampton Inn Front Royal
Exterior
Glen Gordon Manor

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (95)
Indulge in countryside elegance at this B&B just minutes from Shenandoah National Park. Enjoy complimentary breakfast before exploring nearby wineries, then return for massages and seasonal swimming. The 24-hour fitness centre and bar complete your getaway.
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
The price is ฿8,368
฿9,146 total
includes taxes & fees
20 Jan - 21 Jan 2026
Glen Gordon Manor
Snack bar
TRU By Hilton Winchester

TRU By Hilton Winchester

TRU By Hilton Winchester
2.5 star property
Winchester
9.0 out of 10, Wonderful, (772)
Minutes from Rutherford Crossing, this modern hotel features an inviting indoor pool and health club. Fuel your adventures with free breakfast before exploring nearby Star Fort Civil War Battlefield with helpful staff recommendations.
"Very nice room and common spaces. Breakfast was good and the price was very fair."
United States
Joseph
The price is ฿2,271
฿2,471 total
includes taxes & fees
5 Jan - 6 Jan 2026
TRU By Hilton Winchester
Exterior
Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley

Fairfield Inn & Suites Strasburg Shenandoah Valley
2.5 star property
Strasburg
9.0 out of 10, Wonderful, (1000)
"Great stay."
United States
Kenneth
The price is ฿3,515
฿3,912 total
includes taxes & fees
29 Dec - 30 Dec
Fairfield Inn & Suites Strasburg Shenandoah Valley
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. Learn more about Winchester
Learn more about Winchester

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 Shenandoah Valley Discovery Museum.

Stay near popular Winchester attractions

Gardens at Glen Burnie House.
Photo by Tina McClelland
Open Photo by Tina McClelland

Museum of the Shenandoah Valley

4.5/5 (47 reviews)
Discover the Shenandoah Valley's rich heritage at this cultural cornerstone. Wander through the historic Glen Burnie House and meticulously designed gardens for a refined afternoon of regional exploration.
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Jim Barnett park
Photo by Mominator Madness
Open Photo by Mominator Madness

Jim Barnett Park

4.0/5 (31 reviews)
This 170-acre oasis offers extensive trails, sports facilities, and a serene fishing lake in Winchester's heart. Enjoy family picnics at shelters with grills while surrounded by mature trees and well-maintained grounds.
See properties

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.

See all hotels in Winchester

Top Winchester Hotel Reviews

Spark by Hilton Winchester

Spark by Hilton Winchester

10/10 Excellent
"Staff support was sufficient, Peter was kind and accommodating. The room was sparse with a giant empty space and a lamp planted in the middle of it. I don't know if there's not supposed to be a sofa in there but it looked awkward. The rooms are not soundproof as I could hear the renter in the room above me rolling around on the office chair and walking around"
Cara 1-night trip
Posted 17 hours ago
Spark by Hilton Winchester
Lansdowne Resort and Spa

Lansdowne Resort and Spa

10/10 Excellent
"We’ve stayed there multiple times over the years and it seems better than ever. So well kept. We live locally so "
David 1-night trip
Posted 10 days ago
Lansdowne Resort and Spa

More cheap stays in Winchester

Baymont by Wyndham Warrenton

Baymont by Wyndham Warrenton

7379 Comfort Inn Drive Warrenton VA
The price is ฿1,917 per night from 1 Jan to 2 Jan
฿1,917
฿2,057 total
1 Jan - 2 Jan 2026
includes taxes & fees
6.4/10 (1,003 reviews)

Frequently asked questions

Where is the best place to stay in Winchester?
SpringHill Suites by Marriott Winchester is a favourite property for Expedia customers. This hotel offers free breakfast and an indoor pool. Other top choices based on reviews include The George Washington Hotel, A Wyndham Grand Hotel and Quality Inn 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?
Microtel Inn & Suites by Wyndham Winchester is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good choices for your child-friendly holiday include Holiday Inn Winchester Se-Historic Gateway by IHG 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?
Comfort Inn & Suites Winchester is a top hotel for people travelling with their pets, and offers a 24-hour fitness centre and free WiFi for its human guests. Other good choices for you and your pet include Microtel Inn & Suites by Wyndham Winchester and La Quinta 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 TownePlace Suites 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 78 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, Museum of the Shenandoah Valley and Winchester Little Theater. 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, Stonewall Jackson's Headquarters and The Kernstown Battlefield 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.