Deals on vacations and trips to New Windsor

Save when you book New Windsor package deals

Choose two or more items and save on your trip:

New Windsor flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum

Hotel Arboretum

2 out of 5
Northeast
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 4 onsite conference rooms. A gym is on site, and self parking and a 24-hour front desk are also offered.
Canopy by Hilton Baltimore Harbor Point

Canopy by Hilton Baltimore Harbor Point

4 out of 5
Fells Point
Save 100% on your flight
per person
Aug 25 - Aug 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and laundry service. Self parking, a terrace, and a snack bar/deli are also offered.
Global Luxury Suites at Capitol Hill

Global Luxury Suites at Capitol Hill

4 out of 5
Northeast
Save 100% on your flight
per person
Sep 2 - Sep 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This aparthotel features a seasonal outdoor pool and a rooftop terrace. WiFi in public areas is free. Self parking is offered and multilingual staff can provide around-the-clock assistance.
Omni Shoreham Hotel

Omni Shoreham Hotel

4 out of 5
Northwest
Save 100% on your flight
per person
Sep 1 - Sep 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Families will appreciate the children's pool and picnic area. Enjoy the outdoor pool and perks like free WiFi.
Hilton Garden Inn Alexandria Old Town National Harbor

Hilton Garden Inn Alexandria Old Town National Harbor

3 out of 5
Old Town Alexandria
Save 100% on your flight
per person
Aug 14 - Aug 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (DCA)
A restaurant and a 24-hour gym are featured at this hotel. Enjoy the a rooftop terrace and perks like free WiFi. Valet parking, a grocery/convenience store, and a lobby fireplace are also offered.

Top New Windsor hotels deals

Hyatt Place Baltimore/Owings Mills

Hyatt Place Baltimore/Owings Mills

3 out of 5
4730 Painters Mill Rd, Owings Mills, MD
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like on-the-go breakfast and free self parking.
Pool
Breakfast included
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr, Frederick, MD
Free Cancellation
Get rates
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Breakfast included
Pet friendly
Holiday Inn Express and Suites Gettysburg by IHG

Holiday Inn Express and Suites Gettysburg by IHG

2.5 out of 5
1871 Gettysburg Village Drive, Gettysburg, PA
Free Cancellation
Get rates
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Turf Valley Resort

Turf Valley Resort

3.5 out of 5
2700 Turf Valley Rd, Ellicott City, MD
Get rates
A golf course, a full-service spa, and 3 outdoor tennis courts are all featured at this smoke-free hotel. There's fun for all ages with a waterslide and a playground. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Pool
Spa
Eisenhower Hotel & Conference Center

Eisenhower Hotel & Conference Center

3 out of 5
2634 Emmitsburg Road, Gettysburg, PA
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct, Frederick, MD
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
Don't see what you're looking for?
See all available properties in New Windsor
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.

Popular places to visit

Old Westminster Winery

4/5(2 reviews)

You can enjoy a tasting or tour at Old Westminster Winery during your travels to New Windsor. While in this family-friendly area, you can enjoy the restaurants.

Old Westminster Winery

Frequently asked questions

How much are vacation packages to New Windsor?
$235 is all you need to spend for an exhilarating vacation in New Windsor. Bundle your flights and hotel into a Travelocity vacation package and see your savings add up. With these kinds of prices, it’s never been easier to travel!
How long should my New Windsor vacation be?
Most travelers secure a hotel for 2 nights in New Windsor. But that doesn’t mean you have to do that. How long you stick around depends on how much you want to do on your vacation. If you want to see every nook and cranny of this wonderful location, consider booking another few nights (or even longer!).
Where can I get the best vacation package deals for New Windsor?
Travelocity has countless ways to score a sensational New Windsor package deal. Choose from as many as 400 airlines and 1,000,000 properties worldwide and craft a travel itinerary that fits your style. With this amount of choice, it’s easy to plan your next great escape.
Why should I book my New Windsor vacation package via Travelocity?
Because we believe in creating special vacation experiences. From flights and hotels to car rentals and activities, we put everything at your fingertips. Our customer support is available 24/7 to make sure your needs are taken care of. We also have a Price Match Guarantee, so you can secure your trip knowing you’ve landed the best deal around. If you find a lower price, we’ll match it!
Can I save money on my New Windsor car rental if I book it with hotels and flights?
Combining your hotel, flight and car into a New Windsor vacation package is a surefire way to score the best deal. Plus, having your own set of wheels gives you the freedom to make your way to all those big-name sights you can’t wait to explore. Located 45 mi from New Windsor, White House is one attraction that should be on your must-do list. Load up the car and make a day trip of it.
Which airport is best for New Windsor?
Many fly into Ronald Reagan Washington National Airport (DCA), 50 mi south of downtown New Windsor. Others prefer Washington Dulles Intl. Airport (IAD) (45 mi away from central New Windsor) or Baltimore Washington Intl. Thurgood Marshall Airport (BWI) (35 mi away from central New Windsor).
What is there to do in New Windsor?
Old Westminster Winery should be toward the top of your to-do list. After you’ve checked off this renowned attraction, wander through the streets of New Windsor and learn what really makes this fantastic place tick.

Photos of local treasures

Browse New Windsor vacation photos for more inspiration