Hotels in Winchester

Search over 2,033 hotels from $67

Start date: Check-in selected.
To Date
End date: Check-out

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Dec 31 - Jan 1
Tonight
Check prices in Winchester for tonight, Dec 31 - Jan 1
Jan 1 - Jan 2
Tomorrow night
Check prices in Winchester for tomorrow night, Jan 1 - Jan 2

Top Rated Winchester Hotels

Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza Winchester VA
Free Cancellation
Reserve now, pay when you stay
2.57 mi from city center
$79 nightly
The price is $86 total per night
$86 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Built in 2022, the brand new Microtel Inn & Suites by Wyndham Winchester offers an indoor pool, a gym, and free WiFi in public areas. You can take advantage of free parking if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include express check-out, laundry facilities, and a vending machine.
Pool
Breakfast included
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Free Cancellation
Reserve now, pay when you stay
1.77 mi from city center
$68 nightly
The price is $74 total per night
$74 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
Travelodge by Wyndham Winchester features free WiFi in public areas, coffee in a common area, and express check-out. A stay here includes free parking. The 24-hour front desk has multilingual staff ready to assist with sightseeing, directions, and local dining recommendations. Additional amenities include laundry facilities, an ATM, and a TV in a common area.
Pet friendly
Parking included
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

3 out of 5
1055 Millwood Pike, Route 50 East Winchester VA
Free Cancellation
Reserve now, pay when you stay
1.79 mi from city center
$99 nightly
The price is $107 total per night
$107 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
At La Quinta Inn & Suites by Wyndham Winchester, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. Additional amenities include meeting rooms, a business center, and express check-out.
Pool
Breakfast included
The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

3.5 out of 5
103 E Piccadilly St Winchester VA
Free Cancellation
Reserve now, pay when you stay
0.18 mi from city center
$127 nightly
The price is $143 total per night
$143 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
At The George Washington Hotel, A Wyndham Grand Hotel, guests enjoy a full-service spa, an indoor pool, and a 24-hour gym. Valet parking is available for USD 15 per night. Front-desk staff can answer questions 24/7, and assist with securing valuables, luggage storage, and dry cleaning/laundry. Other amenities at this spa hotel include free WiFi in public areas, conference space, and a business center.
Pool
Spa
Comfort Inn & Suites Winchester

Comfort Inn & Suites Winchester

2.5 out of 5
195 Kernstown Commons Blvd Winchester VA
Free Cancellation
Reserve now, pay when you stay
4.83 mi from city center
$97 nightly
The price is $106 total per night
$106 total
Jan 25 - Jan 26, 2026
Total with taxes and fees
Comfort Inn & Suites Winchester features a 24-hour gym, free WiFi in public areas, and a 24-hour business center. If you drive, put free parking to good use. The 24-hour front desk has staff standing by to help with luggage storage, and answer any questions about the accommodations. Additional amenities include a meeting room, a computer station, and laundry facilities.
Breakfast included
Pet friendly
TRU By Hilton Winchester

TRU By Hilton Winchester

2.5 out of 5
118 Mercedes Court Winchester VA
Free Cancellation
Reserve now, pay when you stay
2.72 mi from city center
$73 nightly
The price is $80 total per night
$80 total
Jan 26 - Jan 27, 2026
Total with taxes and fees
At TRU By Hilton Winchester, guests enjoy an indoor pool, a gym, and free WiFi in public areas. If you drive, put free parking to good use. The front desk is staffed 24/7 to help secure valuables, and answer any questions about the accommodations. This hotel also has a 24-hour business center.
Pool
Breakfast included
Quality Inn Winchester

Quality Inn Winchester

2.5 out of 5
1601 Martinsburg Pike Winchester VA
Free Cancellation
Reserve now, pay when you stay
2.69 mi from city center
$76 nightly
The price is $82 total per night
$82 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
Quality Inn Winchester features a gym, free WiFi in public areas, and meeting rooms. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help secure valuables, and answer any questions about the accommodations. Additional amenities include a seasonal outdoor pool, coffee/tea in a common area, and a computer station.
Pool
Breakfast included
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

2.5 out of 5
280 MARKET STREET Winchester VA
Free Cancellation
Reserve now, pay when you stay
3.29 mi from city center
$107 nightly
The price is $117 total per night
$117 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
At SpringHill Suites by Marriott Winchester, guests enjoy features like an indoor pool, a 24-hour gym, and free WiFi in public areas. You can put free parking to good use if you drive. The 24-hour front desk has staff standing by to help with luggage storage and securing valuables. Additional amenities include a 24-hour business center, a meeting room, and a computer station.
Pool
Breakfast included
Hampton Inn Winchester-University/Mall Area

Hampton Inn Winchester-University/Mall Area

2.5 out of 5
640 East Jubal Early Drive Winchester VA
Free Cancellation
Reserve now, pay when you stay
1.3 mi from city center
$102 nightly
The price is $115 total per night
$115 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
At Hampton Inn Winchester-University/Mall Area, guests enjoy features like an outdoor pool, a gym, and free WiFi in public areas. If you drive, take advantage of free parking. The 24-hour front desk has staff standing by to help with dry cleaning/laundry and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a 24-hour business center, a seasonal outdoor pool, and coffee/tea in a common area.
Pool
Breakfast included
Hampton Inn Winchester N/Conference Center, VA

Hampton Inn Winchester N/Conference Center, VA

2.5 out of 5
1204 Berryville Avenue Winchester VA
Free Cancellation
Reserve now, pay when you stay
1.34 mi from city center
$106 nightly
The price is $120 total per night
$120 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
At Hampton Inn Winchester N/Conference Center, VA, guests have access to a gym, free WiFi in public areas, and meeting rooms. If you drive, put free parking to good use. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, securing valuables, and luggage storage. Additional amenities include a conference center, a 24-hour business center, and a seasonal outdoor pool.
Pool
Breakfast included
Fairfield Inn & Suites by Marriott Winchester

Fairfield Inn & Suites by Marriott Winchester

2.5 out of 5
250 Front Royal Pike Winchester VA
Free Cancellation
Reserve now, pay when you stay
1.82 mi from city center
$93 nightly
The price is $101 total per night
$101 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests staying at Fairfield Inn & Suites by Marriott Winchester enjoy an indoor pool, a gym, and free WiFi in public areas. There's free parking and limo/town car service. The 24-hour front desk has staff standing by to help with securing valuables, luggage storage, and dry cleaning/laundry. Additional amenities include meeting rooms, conference space, and a 24-hour business center.
Pool
Breakfast included
Hilton Garden Inn Winchester

Hilton Garden Inn Winchester

3 out of 5
120 Wingate Drive Winchester VA
Free Cancellation
Reserve now, pay when you stay
1.26 mi from city center
$101 nightly
The price is $114 total per night
$114 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
Guests of Hilton Garden Inn Winchester have access to an indoor pool, a gym, and free WiFi in public areas. If you decide to drive, there's free parking. Multilingual staff at the front desk are standing by 24/7 to help with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a conference center, a 24-hour business center, and coffee/tea in a common area.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in Winchester
View all properties
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.

Cheap Winchester hotels options

    Motel 6 Winchester, VA

    Motel 6 Winchester, VA

    2951 Valley Avenue Winchester VA
    $59 nightly
    The price is $67 total per night from Jan 31 to Feb 1
    $67 total
    Jan 31 - Feb 1, 2026
    Total with taxes and fees
    8/10 Very Good! (1,000 reviews)
    Travelodge by Wyndham Winchester

    Travelodge by Wyndham Winchester

    160 Front Royal Pike Winchester VA
    $68 nightly
    The price is $74 total per night from Jan 1 to Jan 2
    $74 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    8.4/10 Very Good! (1,081 reviews)
    Twi-Lite Inn

    Twi-Lite Inn

    53 West 14th Street Front Royal VA
    $68 nightly
    The price is $76 total per night from Jan 1 to Jan 2
    $76 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    8/10 Very Good! (541 reviews)
    Royal Inn Motel

    Royal Inn Motel

    533 S. Royal Avenue Front Royal VA
    Clarion Inn & Conference Center

    Clarion Inn & Conference Center

    711 Millwood Avenue, 711 Winchester VA
    Relax Inn Motel

    Relax Inn Motel

    1525 North Shenandoah Avenue Front Royal VA
    $68 nightly
    The price is $76 total per night from Jan 1 to Jan 2
    $76 total
    Jan 1 - Jan 2, 2026
    Total with taxes and fees
    8.2/10 Very Good! (259 reviews)

Where is a good place to stay in Winchester?

What are some budget-friendly hotels in Winchester?

To find a good deal, consider these budget-friendly hotels in Winchester. La Quinta Inn & Suites by Wyndham Winchester is a hotel with free buffet breakfast, free WiFi, and free parking. Another option is Microtel Inn & Suites by Wyndham Winchester, a hotel offering freebies like continental breakfast, WiFi, and parking.

What are the best hotels in downtown Winchester?

These are some of our travelers' favorite hotels in downtown Winchester:

You'll love Winchester for its array of shops and popular restaurants. Sights to visit in the heart of Winchester include Bright Box Theater, Shenandoah Valley Discovery Museum and Patsy Cline Historic House.

What are some of the best hotels near Shenandoah University?

Explore the campus, which is located 5 mi from the heart of Winchester. You'll find 12 hotels within a mile of Shenandoah University, giving you plenty of choices, and here are some of the top ones:

Winchester hotels essential information

Accommodation
2,033 hotels
Lowest Price
$67
Highest Price
$143
Popular hotels
Microtel Inn & Suites by Wyndham Winchester, Travelodge by Wyndham Winchester, La Quinta Inn & Suites by Wyndham Winchester, The George Washington Hotel, A Wyndham Grand Hotel, Comfort Inn & Suites Winchester, TRU By Hilton Winchester, Quality Inn Winchester, SpringHill Suites by Marriott Winchester, Hampton Inn Winchester-University/Mall Area, Hampton Inn Winchester N/Conference Center, VA, Fairfield Inn & Suites by Marriott Winchester, Hilton Garden Inn Winchester

Recent Reviews

TRU By Hilton Winchester

TRU By Hilton Winchester

5/5 Excellent
"Cute hotel, conveniently located. Staff was very friendly. "
A verified traveler stayed at TRU By Hilton Winchester
Posted 2 days ago
TRU By Hilton Winchester

More to Explore