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Winchester Historic District Vacation Packages

Winchester Historic District Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Columbia East-Jessup, an IHG Hotel

Holiday Inn Columbia East-Jessup, an IHG Hotel

3 out of 5
Save 100% on your flight
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Stay at this 3-star business-friendly hotel in Jessup. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Arundel Mills Mall and Maryland Live Casino are located nearby.
Hotel Revival Baltimore

Hotel Revival Baltimore

4 out of 5
Midtown
Save 100% on your flight
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Baltimore. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Baltimore Inner Harbor Marina and Baltimore Cruise Terminal are located nearby.
The Graham Georgetown

The Graham Georgetown

4 out of 5
Northwest
Save 100% on your flight
per person
Dec 30 - Jan 5
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
Book a stay at this boutique aparthotel in Washington. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions White House and Washington Monument are located nearby.
Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
Save 100% on your flight
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Baltimore. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Baltimore Inner Harbor Marina and Baltimore Cruise Terminal are located nearby.
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Save 100% on your flight
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Towson. Enjoy breakfast (surcharge), a free area shuttle, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Towson Town Center and Hampton National Historic Site are located nearby.
Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Save 100% on your flight
per person
Dec 30 - Jan 5
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
Stay at this 4-star hotel in Washington. Enjoy free WiFi, an outdoor pool, and 2 restaurants. Popular attractions Capital One Arena and Union Station Shopping Center are located nearby.
4206 Washington Blvd Condos

4206 Washington Blvd Condos

4 out of 5
Ballston
Save 100% on your flight
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Washington (DCA)
Stay at this 4-star business-friendly condo in Arlington. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Arlington National Cemetery and Washington Monument are located nearby.
DoubleTree by Hilton Washington DC North/Gaithersburg

DoubleTree by Hilton Washington DC North/Gaithersburg

4 out of 5
Save 100% on your flight
per person
Dec 30 - Jan 5
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
Book a stay at this business-friendly hotel in Gaithersburg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lake Forest Mall and Montgomery County Agricultural Fairgrounds are located nearby.

3-4 Night Vacations in Winchester Historic District

Price found within the past 48 hours. Click for updated prices.
Hamilton Hotel Washington DC

Hamilton Hotel Washington DC

4 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
4206 Washington Blvd Condos

4206 Washington Blvd Condos

4 out of 5
Ballston
Save 100% on your flight
per person
Jan 18 - Jan 22
found 1 day ago
Roundtrip non-stop flight included
West Palm Beach (PBI) to Washington (DCA)
Holiday Inn Washington Capitol - Natl Mall, an IHG Hotel

Holiday Inn Washington Capitol - Natl Mall, an IHG Hotel

3 out of 5
Southwest
Save 100% on your flight
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)

5-7 Night Vacations in Winchester Historic District

Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites Baltimore Inner Harbor

Hampton Inn & Suites Baltimore Inner Harbor

2.5 out of 5
Downtown Baltimore
Save 100% on your flight
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Hotel Revival Baltimore

Hotel Revival Baltimore

4 out of 5
Midtown
Save 100% on your flight
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
The Graham Georgetown

The Graham Georgetown

4 out of 5
Northwest
Save 100% on your flight
per person
Dec 30 - Jan 5
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
Sheraton Baltimore North Hotel

Sheraton Baltimore North Hotel

3.5 out of 5
Save 100% on your flight
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)

Cheap Hotel Deals in Winchester Historic District

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
Stay at this 3.5-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the bar and the helpful staff in our ...
The George Washington Hotel, A Wyndham Grand Hotel
La Quinta Inn & Suites by Wyndham Winchester

La Quinta Inn & Suites by Wyndham Winchester

2.5 out of 5
1055 Millwood Pike, Route 50 East, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham Winchester
Microtel Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 out of 5
150 Faraday Plaza, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Microtel Inn & Suites by Wyndham Winchester
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Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
195 Kernstown Commons Blvd, Winchester, VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Comfort Inn & Suites
Red Roof Inn Winchester, VA

Red Roof Inn Winchester, VA

2 out of 5
991 Millwood Pike, Winchester, VA
Stay at this hotel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions ...
Red Roof Inn Winchester, VA
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr, GPS: 35 Brandy court, Strasburg, VA
Book a stay at this business-friendly hotel in Strasburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Ramada by Wyndham Strasburg/Shenandoah Valley
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike, Winchester, VA
Book a stay at this business-friendly motel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Travelodge by Wyndham Winchester
Country Inn & Suites by Radisson, Winchester, VA

Country Inn & Suites by Radisson, Winchester, VA

3 out of 5
141 Kernstown Commons Blvd, Winchester, VA
Stay at this 3-star business-friendly hotel in Winchester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Country Inn & Suites by Radisson, Winchester, VA
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Wed, Dec 11 - Tue, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$58 Roundtrip, found 1 day ago
$58
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Dec 11 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Dec 17, priced at $58 found 1 day ago
Spirit Airlines
Thu, Jan 9 - Sat, Jan 11
BOS
Logan Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$58 Roundtrip, found 4 days ago
$58
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Thu, Jan 9 from Logan Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sat, Jan 11, priced at $58 found 4 days ago
Frontier Airlines
Wed, Dec 4 - Sun, Dec 8
MCO
Orlando Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$66 Roundtrip, found 5 days ago
$66
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Dec 4 from Orlando Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Sun, Dec 8, priced at $66 found 5 days ago
Frontier Airlines
Tue, Dec 10 - Tue, Dec 17
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$68 Roundtrip, found 4 days ago
$68
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Tue, Dec 10 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Tue, Dec 17, priced at $68 found 4 days ago

Find cheap hotels in Winchester Historic District

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Winchester Historic District hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winchester Historic District.

Choosing the right hotel in Virginia has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winchester Historic District’s 347 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $66. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get up to 60% Winchester Historic District hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winchester Historic District. No matter your reason for visiting Winchester Historic District, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winchester Historic District hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can save up to 60% off your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winchester Historic District for as low as $66.

How many hotels are there in Winchester Historic District?

With over 347 hotels in Winchester Historic District, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $66.

How to find cheap car rentals in Winchester Historic District?

Finding a cheap car rental deal in Winchester is as easy as scoring cheap hotels in Winchester Historic District. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can even save up to 60% off a car rental deal if you book a Hotwire Hot Rate at the last minute.

Is it safe to travel to Winchester Historic District now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Winchester Historic District right now?” When it’s time to book your getaway, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.