New Windsor Vacation Packages

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Your New Windsor Vacation

Food, history, entertainment and more … There's so much to discover with a New Windsor vacation package. And with the ability to customize your city getaway, it's guaranteed to be one you won't forget. Make sure to spend some time sightseeing during your trip to New Windsor. Old Westminster Winery and Elk Run Vineyards are some favorite places to check out. Whoever you're escaping with and whatever your bank balance, your dream New Windsor vacation is just a few clicks away with Expedia.

Top New Windsor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Nell - Union Market

Hotel Nell - Union Market

3 out of 5
Northeast
per person
Apr. 26 - Apr. 28
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Washington (DCA)
8/10 Very Good! (446 reviews)
Just wish the parking was better . Guest should be offered a discount on parking. But over all great spot. Close to everything.

Reviewed on Feb. 17, 2025

Arlo Washington DC

Arlo Washington DC

4 out of 5
Northwest
Save 100% on your flight
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Washington (DCA)
9.2/10 Wonderful! (89 reviews)
This was a very nice hotel. You could tell it was new. All of the staff was very friendly. The reason I rated it 4/5 stars is the bed was pretty firm, and it only had a comforter, no top sheet. The walls are also pretty thin. We heard our neighbors come in their room around midnight and could hear what they were saying clearly.

Reviewed on Feb. 22, 2025

Hampton Inn & Suites Washington DC-Navy Yard

Hampton Inn & Suites Washington DC-Navy Yard

3 out of 5
Southeast
Save 100% on your flight
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Washington (DCA)
8.6/10 Excellent! (1,012 reviews)
It was so pretty and clean. The surroundings and the facilities were great.

Reviewed on Feb. 19, 2025

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
Save 100% on your flight
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Washington (DCA)
9.4/10 Exceptional! (1,406 reviews)
Warm, friendly staff and nicely appointed rooms make the Lyle a go-to in DC.

Reviewed on Feb. 22, 2025

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

4 out of 5
Northwest
Save 100% on your flight
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Washington (DCA)
9.4/10 Exceptional! (1,003 reviews)
Amazing service and comfort. Clean, comfortable room with great amenities like nespresso coffee! Would be delighted to stay here again!

Reviewed on Feb. 16, 2025

Ready to book your vacation to New Windsor?

 

Choose your dates

New Windsor Hotel Deals

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 CA $124 per night from Mar. 2 to Mar. 3
CA $124
CA $143 total
includes taxes & fees
Mar 2 - Mar 3
8.2/10 Very Good! (1,015 reviews)
"Ms Cheryl customer service is top of the line…"

Reviewed on Feb. 22, 2025

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
Fully refundable
The price is CA $103 per night from Mar. 2 to Mar. 3
CA $103
CA $114 total
includes taxes & fees
Mar 2 - Mar 3
8.4/10 Very Good! (1,004 reviews)
"Everything was excellent from the staff to accommodations and ease of check out"

Reviewed on Feb. 19, 2025

Country Inn & Suites by Radisson, Frederick, MD
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 CA $106 per night from Feb. 24 to Feb. 25
CA $106
CA $118 total
includes taxes & fees
Feb 24 - Feb 25
9.2/10 Wonderful! (1,000 reviews)
"Most everything outstanding. Heat wasn’t great and noise from room above us was terrible but everything else was fantastic"

Reviewed on Feb. 16, 2025

Inn at Cemetery Hill
See all 288 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a New Windsor vacation package cost?
You can snap up a vacation package to this destination from CA $458 on Expedia. However, how much your vacation 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 vacation package, consider visiting in January, February and April. You’ll usually find better rates on hotels and airfares during these months — ideal for travelers 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 vacation. 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 vacation as a package?
You can enjoy significant savings on your New Windsor retreat by booking a personalized vacation 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 vacation 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 vacation 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.