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.
Glover Park Hotel Georgetown

Glover Park Hotel Georgetown

4 out of 5
Northwest
Price was $468, price is now $349 per person
$349
per person
Dec 17 - Dec 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This aparthotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a terrace, and a snack bar/deli are also offered.
Hotel Burg

Hotel Burg

4 out of 5
Leesburg's Old and Historic District
Save 100% on your flight
Price was $924, price is now $610 per person
$610
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This smoke-free hotel's 2 restaurants, 3 bars/lounges, and 24-hour gym are some of the featured amenities. WiFi in public areas is free. Valet parking, a coffee shop, and a terrace are also offered.
Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
Save 100% on your flight
Price was $655, price is now $445 per person
$445
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.
Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
Price was $897, price is now $654 per person
$654
per person
Dec 22 - Dec 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a coffee shop, and express check-out are also offered.
The River Inn

The River Inn

4 out of 5
Northwest
Price was $865, price is now $632 per person
$632
per person
Dec 22 - Dec 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Baltimore (BWI)
This aparthotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. A terrace, a free grocery shopping service, and a lobby fireplace are also on offer.

Top New Windsor hotels deals

Sunday Morning at Savannahs

Sunday Morning at Savannahs

4 out of 5
111 South Springdale Avenue, New Windsor New Windsor MD
$139 nightly
The price is $148 total per night
$148 total
Oct 12 - Oct 13
Total with taxes and fees
This bed & breakfast features free WiFi in public areas, concierge services, and free self parking. Enjoy the free full breakfast each morning. A terrace, a garden, and a communal living room are also on offer.
Breakfast included
Spa
Best Western Historic Frederick

Best Western Historic Frederick

2.5 out of 5
420 Prospect Blvd Frederick MD
Free Cancellation
Reserve now, pay when you stay
$77 nightly
The price is $86 total per night
$86 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A 24-hour business center, luggage storage, and laundry facilities are also on offer.
Pool
Breakfast included
Inn at Cemetery Hill

Inn at Cemetery Hill

2 out of 5
613 Baltimore St Gettysburg PA
$134 nightly
The price is $149 total per night
$149 total
Nov 8 - Nov 9
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. There's a picnic area and multilingual staff can provide around-the-clock assistance.
Breakfast included
Parking included
Comfort Inn Frederick - Ballenger Creek

Comfort Inn Frederick - Ballenger Creek

2.5 out of 5
7300 Executive Way Frederick MD
Free Cancellation
Reserve now, pay when you stay
$88 nightly
The price is $98 total per night
$98 total
Nov 1 - Nov 2
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. Traveling on business? Take advantage of the business center and free internet in public areas. Enjoy the gym and conveniences like a 24-hour front desk and free newspapers.
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
$98 nightly
The price is $113 total per night
$113 total
Oct 15 - Oct 16
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
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
$166 nightly
The price is $192 total per night
$192 total
Oct 18 - Oct 19
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
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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.

Stay near popular New Windsor attractions

Old Westminster Winery

6.8/10 (11 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.
See properties

Frequently asked questions

How much are vacation packages to New Windsor?
$349 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

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