New Windsor Holidays from AU$832

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Your New Windsor Holiday

Enjoy unforgettable adventures when you lock in a holiday package to New Windsor. Whether you're a history buff, foodie or just a traveller who loves to discover new places, there's something for everyone in this exciting city. In the mood for some sightseeing? A trip to New Windsor isn't complete without exploring Old Westminster Winery, Elk Run Vineyards and other big-ticket attractions. Your dream New Windsor holiday is clicks away. Search hotels, flights and more on Expedia for a getaway that's tailored to suit your style.

The Latest New Windsor Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The River Inn

The River Inn

4 out of 5
Northwest
Price was AU$1,107, price is now AU$832 per person
AU$832
per person
30 Sept - 3 Oct
found 14 hours ago
Return direct flight included
Denver (DEN) to Baltimore (BWI)
9.4/10 Exceptional! (2,025 reviews)
The room was very clean. There was plenty of space to walk around. The kitchen was a very small galley kitchen but it was clean and worked perfectly for a few nights stay.

Reviewed on 21 July 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

4 out of 5
Downtown Washington D.C.
Price was AU$1,229, price is now AU$915 per person
AU$915
per person
30 Sept - 3 Oct
found 14 hours ago
Return direct flight included
Denver (DEN) to Baltimore (BWI)
8.8/10 Excellent! (1,005 reviews)
Très bien , et bien situé … pas trop cher pour l’emplacement

Reviewed on 21 July 2026

The Westin DC Downtown

The Westin DC Downtown

4 out of 5
Downtown Washington D.C.
Price was AU$1,275, price is now AU$962 per person
AU$962
per person
30 Sept - 3 Oct
found 14 hours ago
Return direct flight included
Denver (DEN) to Baltimore (BWI)
8.8/10 Excellent! (1,002 reviews)

The Churchill Hotel near Embassy Row

The Churchill Hotel near Embassy Row

4 out of 5
Northwest
Price was AU$1,154, price is now AU$876 per person
AU$876
per person
30 Sept - 3 Oct
found 14 hours ago
Return direct flight included
Denver (DEN) to Baltimore (BWI)
8.8/10 Excellent! (1,006 reviews)
There was a great deal of construction outside the hotel, so a bit frustrating trying to get an uber, etc. Not super convenient to walk to places, but we did. Lots of cute restaurants and bars in the area. One of the elevators was broken the entire time we were there. I got the strong sense it has been broken for a long time. They did offer coffee near the front desk, but (and maybe this is just me), I found it super annoying there was either no garbage can or the small one they had was overflowing. This was 4 feet away from the front desk. I was also annoyed a bit that the day before our departure, I asked for a late check out. They told me I would have to check the morning of. I called first thing and they indicated they don't do that. Just say no on first contact and manage expectations. They did store our luggage for us, The room was very nice. Bed comfortable. Shower was nice. Room was large. Felt very safe. Did not eat/drink at the restaurant so can't comment.

Reviewed on 20 July 2026

Hotel Hive

Hotel Hive

3.5 out of 5
Northwest
Price was AU$1,182, price is now AU$908 per person
AU$908
per person
30 Sept - 3 Oct
found 14 hours ago
Return direct flight included
Denver (DEN) to Baltimore (BWI)
9.2/10 Wonderful! (1,514 reviews)
Great location and fabulous rooftop patio!

Reviewed on 21 July 2026

New Windsor Holiday

New Windsor Essential Information

Language
English
Currency
U.S dollars
Population
1,400
Max Temp Winter
4ºC
Max Temp Summer
27ºC

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 AU$193 per night from 19 Aug to 20 Aug
AU$193
19 Aug - 20 Aug
includes taxes & fees
9.4/10 Exceptional! (1,031 reviews)
"This was an excellent place to stay the staff was very helpful and the Hotel was clean and friendly we would definitely stay here again. The location allowed for easy access to nearby attractions."

Reviewed on 21 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 AU$162 per night from 28 July to 29 July
AU$162
28 July - 29 July
includes taxes & fees
8.2/10 Very good! (1,346 reviews)
"Air conditioner was loud and some buttons were broken. Old and dingy looking. Woman at front desk was very pleasant and helpful"

Reviewed on 20 July 2026

Hyatt Place Baltimore/Owings Mills
Turf Valley Resort

Turf Valley Resort

3.5 out of 5
2700 Turf Valley Rd Ellicott City MD
Fully refundableReserve now, pay when you stay
The price is AU$239 per night from 4 Aug to 5 Aug
AU$239
4 Aug - 5 Aug
includes taxes & fees
Turf Valley Resort
See all 344 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

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 from AU$832 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.

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