New Windsor Holidays

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New Windsor Holiday

Our pick of the best New Windsor Hotel Deals

Inn at Cemetery Hill

Inn at Cemetery Hill

2 out of 5
613 Baltimore St Gettysburg PA
Fully refundableReserve now, pay when you stay
The price is NZ$257 per night from 9 Aug to 10 Aug
NZ$257
9 Aug - 10 Aug
includes taxes & fees
9.4/10 Exceptional! (1,022 reviews)
"It was a nice place to lay our heads after a long day at Gettysburg bike week for the excellent bands that were at the venue. The breakfast in the morning was excellent with eggs, sausage and waffles. One of the best coffee machines around, more hotels should have the same coffee machine. The balcony ..."

Reviewed on 12 July 2026

Inn at Cemetery Hill
Hyatt Place Baltimore/Owings Mills

Hyatt Place Baltimore/Owings Mills

3 out of 5
4730 Painters Mill Rd Owings Mills MD
Fully refundableReserve now, pay when you stay
The price is NZ$197 per night from 26 July to 27 July
NZ$197
26 July - 27 July
includes taxes & fees
8.2/10 Very good! (1,345 reviews)
"Great stay"

Reviewed on 13 July 2026

Hyatt Place Baltimore/Owings Mills
Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

3 out of 5
5579 Spectrum Dr Frederick MD
The price is NZ$178 per night from 6 Aug to 7 Aug
NZ$178
6 Aug - 7 Aug
includes taxes & fees
8.2/10 Very good! (1,350 reviews)
"Great location for someone working or touring area"

Reviewed on 13 July 2026

Country Inn & Suites by Radisson, Frederick, MD
See all 346 properties in New Windsor
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 does a New Windsor holiday package cost?
You can snap up a holiday package to this destination on Expedia. However, how much your holiday to New Windsor costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to New Windsor?
If you'd like to snag a cheap New Windsor holiday package, consider visiting in January, February and April. You'll usually find better rates on hotels and airfares during these months — ideal for travellers wishing to save money.
How many days is enough for New Windsor?
Usually, a handful of days is enough to check out the major attractions during your New Windsor holiday. However, if you'd like to have some time to chill out or go on day trips, think about extending your itinerary.
How to find the best New Windsor package deals?
Begin your search for a New Windsor package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect New Windsor package deal right away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your New Windsor adventure off to a flying start.
Is it cheaper to book a New Windsor holiday as a package?
You can enjoy significant savings on your New Windsor retreat by booking a personalised holiday package. Click on the "Package" heading, then enter your destination and travel dates to browse some great flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to New Windsor?
Enjoy fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment New Windsor trip.
How to plan a trip to New Windsor?

  1. Choose your dates: The things you want to do in New Windsor and your preferred season will help you decide when to get away.
  2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to put aside for your trip to New Windsor. Then, choose a hotel that fits your budget, whether that's a wallet-friendly stay or a high-end retreat.
  3. Decide how many days away: Start by making a list of all the activities and attractions you want to experience in New Windsor. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a New Windsor holiday package that brings all your bookings together.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.