Deals on vacations and trips to New Windsor

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New Windsor flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Save 100% on your flight
Price was $873, price is now $582 per person
$582
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and limo/town car service are also offered.
Placemakr Buzzard Point

Placemakr Buzzard Point

2.5 out of 5
Southwest
Save 100% on your flight
Price was $1,198, price is now $849 per person
$849
per person
Mar 24 - Mar 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
A 24-hour gym, self parking, and laundry facilities are featured at this aparthotel. WiFi in public areas is free. A communal living room and luggage storage are also provided.
Rosewood Washington, D.C.

Rosewood Washington, D.C.

5 out of 5
Northwest
Save 100% on your flight
Price was $2,048, price is now $1,452 per person
$1,452
per person
Apr 10 - Apr 13
found 8 hours ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
The aparthotel's outdoor pool, indoor pool, and 2 bars/lounges are among the featured amenities. Families will appreciate complimentary bicycles and in-room childcare. Enjoy the 24-hour gym and perks like free WiFi.
The Normandy Hotel

The Normandy Hotel

3 out of 5
Northwest
Save 100% on your flight
Price was $1,009, price is now $723 per person
$723
per person
Apr 9 - Apr 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Washington (DCA)
This hotel doesn't skimp on freebies - guests receive free continental breakfast and free WiFi. Traveling on business? Take advantage of the 24-hour business center and valet parking. A terrace, a lobby fireplace, and a library are also on offer.

Top New Windsor hotels deals

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
$78 nightly
The price is $87 total per night
$87 total
Feb 28 - Mar 1
Total with taxes and fees
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
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
$84 nightly
The price is $97 total per night
$97 total
Feb 22 - Feb 23
Total with taxes and fees
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 full breakfast and free self parking.
Pool
Breakfast included
Inn at Cemetery Hill

Inn at Cemetery Hill

2 out of 5
613 Baltimore St Gettysburg PA
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $127 total per night
$127 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A business center, a picnic area, and laundry facilities are also on offer.
Breakfast included
Parking included
Marriott Owings Mills Metro Centre

Marriott Owings Mills Metro Centre

4 out of 5
10101 Grand Central Avenue Owings Mills MD
Free Cancellation
Reserve now, pay when you stay
$157 nightly
The price is $181 total per night
$181 total
Mar 1 - Mar 2
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy free perks like free self parking and an area shuttle.
Pet friendly
Parking included
SpringHill Suites by Marriott Frederick

SpringHill Suites by Marriott Frederick

2.5 out of 5
111 Byte Drive Frederick MD
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $109 total per night
$109 total
Feb 22 - Feb 23
Total with taxes and fees
This hotel features an indoor pool and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies 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
$114 nightly
The price is $126 total per night
$126 total
Mar 1 - Mar 2
Total with taxes and fees
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
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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?
$582 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