Search Deals on
Old Town Winchester Vacation Packages

Old Town Winchester Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $1,013, price is now $605 per person
$605
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Union Station Shopping Center and Capital One Arena are located nearby.
Residence Inn by Marriott Alexandria Old Town South at Carlyle

Residence Inn by Marriott Alexandria Old Town South at Carlyle

3 out of 5
Eisenhower East
Save 100% on your flight
Price was $1,145, price is now $664 per person
$664
per person
Jun 12 - Jun 20
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Alexandria. Enjoy free breakfast, a 24-hour fitness center, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions MGM National Harbor Casino and Nationals Park are located nearby.
The Royal Sonesta Washington DC Dupont Circle

The Royal Sonesta Washington DC Dupont Circle

4.5 out of 5
Northwest
Save 100% on your flight
Price was $1,379, price is now $836 per person
$836
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Capital One Arena are located nearby.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was $1,021, price is now $660 per person
$660
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions White House and Capital One Arena are located nearby.
Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,109, price is now $724 per person
$724
per person
Jun 1 - Jun 7
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions White House and Capital One Arena are located nearby.
Hilton Arlington National Landing

Hilton Arlington National Landing

4 out of 5
Crystal City
Save 100% on your flight
Price was $1,478, price is now $981 per person
$981
per person
Jun 9 - Jun 16
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Stay at this hotel in Arlington. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Nationals Park and National Mall are located nearby.
Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
Save 100% on your flight
Price was $963, price is now $640 per person
$640
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this luxury hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions White House and Capital One Arena are located nearby.
The Melrose Georgetown Hotel

The Melrose Georgetown Hotel

4 out of 5
Northwest
Save 100% on your flight
Price was $934, price is now $631 per person
$631
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions White House and Capital One Arena are located nearby.

3-4 Night Vacations in Old Town Winchester

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

Holiday Inn Columbia East-Jessup by IHG

3 out of 5
Save 100% on your flight
Price was $395, price is now $268 per person
$268
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was $1,021, price is now $660 per person
$660
per person
Jun 19 - Jun 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Baltimore (BWI)
The Westin Baltimore Washington Airport - BWI

The Westin Baltimore Washington Airport - BWI

4 out of 5
Save 100% on your flight
Price was $471, price is now $337 per person
$337
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Lord Baltimore Hotel

Lord Baltimore Hotel

3.5 out of 5
Downtown Baltimore
Save 100% on your flight
Price was $519, price is now $372 per person
$372
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)

5-7 Night Vacations in Old Town Winchester

Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $1,013, price is now $605 per person
$605
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
The Royal Sonesta Washington DC Dupont Circle

The Royal Sonesta Washington DC Dupont Circle

4.5 out of 5
Northwest
Save 100% on your flight
Price was $1,379, price is now $836 per person
$836
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,650, price is now $1,060 per person
$1,060
per person
Jun 21 - Jun 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,109, price is now $724 per person
$724
per person
Jun 1 - Jun 7
found 10 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)

Cheap Hotel Deals in Old Town Winchester

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
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowThe George Washington Hotel, A Wyndham Grand Hotel
Spark by Hilton Winchester

Spark by Hilton Winchester

3 out of 5
150 Wingate Dr Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the helpful staff and ...
Opens in a new windowSpark by Hilton Winchester
Holiday Inn Winchester Se-Historic Gateway by IHG

Holiday Inn Winchester Se-Historic Gateway by IHG

3 out of 5
333 Front Royal Pike Winchester VA
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the ...
Opens in a new windowHoliday Inn Winchester Se-Historic Gateway by IHG
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 ...
Opens in a new windowMicrotel Inn & Suites by Wyndham Winchester
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
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 ...
Opens in a new windowLa Quinta Inn & Suites by Wyndham Winchester
Travelodge by Wyndham Winchester

Travelodge by Wyndham Winchester

2.5 out of 5
160 Front Royal Pike Winchester VA
Stay at this motel in Winchester. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Opens in a new windowTravelodge by Wyndham Winchester
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr 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 ...
Opens in a new windowRamada by Wyndham Strasburg/Shenandoah Valley
Hampton Inn Front Royal

Hampton Inn Front Royal

2.5 out of 5
9800 Winchester Rd Front Royal VA
Book a stay at this business-friendly hotel in Front Royal. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Opens in a new windowHampton Inn Front Royal
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.

Frontier Airlines
Sat, Jun 6 - Tue, Jun 9
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$56 Roundtrip, found 1 hour ago
$56
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Jun 6 from Hartsfield-Jackson Atlanta Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Jun 9, priced at $56 found 1 hour ago
Frontier Airlines
Tue, Jun 30 - Wed, Jul 1
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$58 Roundtrip, found 11 hours ago
$58
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Jun 30 from Hartsfield-Jackson Atlanta Intl. to Washington Dulles Intl., returning Wed, Jul 1, priced at $58 found 11 hours ago
Frontier Airlines
Tue, Jun 16 - Tue, Jun 30
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$68 Roundtrip, found 4 hours ago
$68
Roundtrip
found 4 hours ago
Select Frontier Airlines flight, departing Tue, Jun 16 from Charlotte-Douglas Intl. to Baltimore Washington Intl. Thurgood Marshall, returning Tue, Jun 30, priced at $68 found 4 hours ago
Frontier Airlines
Thu, May 28 - Fri, May 29
FLL
Fort Lauderdale - Hollywood Intl.
IAD
Washington Dulles Intl.
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 28 from Fort Lauderdale - Hollywood Intl. to Washington Dulles Intl., returning Fri, May 29, priced at $68 found 1 day ago