Search Deals onWinchester Vacation Packages
Winchester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Lord Baltimore Hotel
Save 100% on your flight
Price was $479, price is now $330 per person
$330
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this historic 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 Oriole Park at Camden Yards and National Aquarium in Baltimore are located nearby.
Hotel Burg
Save 100% on your flight
Price was $1,772, price is now $1,084 per person
$1,084
per person
Sep 9 - Sep 14
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
Stay at this hotel in Leesburg. Enjoy free WiFi, 2 restaurants, and 3 bars/lounges. Popular attractions Gleedsville Art Gallery and Earth and Fire Gallery are located nearby.
Staff went out of their way to help in any way they could.
Reviewed on Jul 19, 2026
Phoenix Park Hotel
Save 100% on your flight
Price was $611, price is now $420 per person
$420
per person
Sep 3 - Sep 7
found 9 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this historic hotel in Washington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Capital One Arena and Smithsonian Institution are located nearby.
The hotel is very well located, the building well kept, the staff cordial and the room was ample.
Reviewed on Jul 27, 2026
The Churchill Hotel near Embassy Row
Save 100% on your flight
Price was $745, price is now $518 per person
$518
per person
Sep 27 - Sep 30
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 a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Smithsonian's National Zoo and White House are located nearby.
Rachael's Inner Harbor Boutique Inn
Save 100% on your flight
Price was $874, price is now $645 per person
$645
per person
Sep 27 - Oct 2
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Stay at this B&B in Baltimore. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Oriole Park at Camden Yards and M&T Bank Stadium are located nearby.
Super easy access, immaculate rooms and public areas
Reviewed on Jul 20, 2026
citizenM Washington DC Capitol
Save 100% on your flight
Price was $791, price is now $586 per person
$586
per person
Oct 15 - Oct 20
found 15 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
Book a stay at this business-friendly hotel in Washington. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions National Mall and Smithsonian Institution are located nearby.
Staff was so friendly!
Reviewed on Jul 27, 2026
Sandaway Suites & Beach
Price was $692, price is now $514 per person
$514
per person
Oct 9 - Oct 11
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
Book a stay at this beach hotel in Oxford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. Popular attractions Oxford Museum and Royston Island are located nearby.
This is an extraordinary place to come and experience tranquility at its best! The view evokes peace of mind. The owners are very much hands on- making sure their guests feel pampered and filled with joy!
They have a unique quality that no other owners, to my knowledge have exhibited. And that is such an amazing spirit of generosity. You’re given bagfuls of treats and a lovely local piece of artwork. Then you’re given a basketful of treats and gourmet coffee for breakfast.
This is by far one of our worldwide best travel experiences. Thank you so much! ❤️❤️
Reviewed on Jul 24, 2026
Club Wyndham National Harbor
Save 100% on your flight
Price was $1,503, price is now $1,124 per person
$1,124
per person
Oct 9 - Oct 15
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Baltimore (BWI)
Book a stay at this family-friendly hotel in Oxon Hill. Enjoy free WiFi, an outdoor pool, and 2 hot tubs. Our guests praise the helpful staff in our reviews. Popular attractions MGM National Harbor Casino and Nationals Park are located nearby.
Clean room, staff was great, family friendly everything was wonderful
Reviewed on Jul 26, 2026
Winchester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winchester Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Sep 24 - Mon, Sep 28
CLT
Charlotte-Douglas Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$48 Roundtrip, found 4 hours ago
$48
Roundtrip
found 4 hours ago
Sat, Sep 26 - Sat, Oct 3
ATL
Hartsfield-Jackson Atlanta Intl.
IAD
Washington Dulles Intl.
$80 Roundtrip, found 8 hours ago
$80
Roundtrip
found 8 hours ago
Tue, Aug 25 - Wed, Sep 9
FLL
Fort Lauderdale - Hollywood Intl.
IAD
Washington Dulles Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Sat, Nov 7 - Sat, Nov 7
ATL
Hartsfield-Jackson Atlanta Intl.
BWI
Baltimore Washington Intl. Thurgood Marshall
$100 Roundtrip, found 3 hours ago
$100
Roundtrip
found 3 hours ago
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