New Windsor Holidays from £741

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Your New Windsor Holiday

Food, history, entertainment and more … There's so much to discover with a New Windsor holiday package. And with the ability to customise 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 favourite places to check out. Whoever you're escaping with and whatever your bank balance, your dream New Windsor holiday is just a few clicks away with Expedia.

The Latest New Windsor Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Glover Park - Georgetown

Glover Park - Georgetown

4 out of 5
Northwest
per person
3 Sept - 9 Sept
found 9 hours ago
Return flight included
Glasgow (GLA) to Washington (DCA)
8.8/10 Excellent! (2,464 reviews)
Clean, excellent quality, friendly stuff. Restaurant is of an excellent quality, although maybe a little more expensive that I would expect. Good location for the purpose of my visit. Relatively far from the subway stations though; however buses are coming near.

Reviewed on 19 Jun 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
4 Sept - 11 Sept
found 9 hours ago
Return direct flight included
London (LGW) to Washington (DCA)
10/10 Exceptional! (2 reviews)
My husband and I stayed here for our anniversary and it did not disappoint. We will definitely be coming back. The staff, the hotel, the restaurants- all absolutely amazing.

Reviewed on 22 Jun 2025

Lyle Washington D.C.

Lyle Washington D.C.

4.5 out of 5
Northwest
per person
3 Sept - 9 Sept
found 9 hours ago
Return flight included
Glasgow (GLA) to Washington (DCA)
9.4/10 Exceptional! (1,477 reviews)
Clean and convenient

Reviewed on 24 Jun 2025

Riggs Washington DC

Riggs Washington DC

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
4 Sept - 11 Sept
found 9 hours ago
Return direct flight included
London (LGW) to Washington (DCA)
9.4/10 Exceptional! (1,444 reviews)
Perfect hotel and area.

Reviewed on 22 Jun 2025

Willard InterContinental Washington by IHG

Willard InterContinental Washington by IHG

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
4 Sept - 11 Sept
found 9 hours ago
Return direct flight included
London (LGW) to Washington (DCA)
9.4/10 Exceptional! (1,001 reviews)
Staff were responsive to request we made to ensure our kiddos were comfortable during our stay. Dinner from the hotel was great. Will definitely stay again!

Reviewed on 18 Jun 2025

Kellogg Conference Hotel at Gallaudet University

Kellogg Conference Hotel at Gallaudet University

3 out of 5
Northeast
per person
3 Sept - 9 Sept
found 9 hours ago
Return flight included
Glasgow (GLA) to Washington (DCA)
8.2/10 Very Good! (1,000 reviews)
The good thing is it is on Gallaudet's property.

Reviewed on 23 Jun 2025

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

Hyatt Place Baltimore/Owings Mills
Hyatt Place Baltimore/Owings Mills
3 out of 5
4730 Painters Mill Rd, Owings Mills, MD
Stay at this 3-star business-friendly hotel in Owings Mills. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,011 reviews)
"The room was clean."

Reviewed on 24 Jun 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
Stay at this 3-star business-friendly hotel in Frederick. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,025 reviews)
"Management great & helpful. Lukewarm water for bath/shower."

Reviewed on 23 Jun 2025

Country Inn & Suites by Radisson, Frederick, MD
Holiday Inn Express and Suites Gettysburg by IHG
Holiday Inn Express and Suites Gettysburg by IHG
2.5 out of 5
1871 Gettysburg Village Drive, Gettysburg, PA
Stay at this golf hotel in Gettysburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in their reviews. ...
9.2/10 Wonderful! (1,005 reviews)
"The room was clean and front desk was helpful. Would stay here again"

Reviewed on 23 Jun 2025

Holiday Inn Express and Suites Gettysburg by IHG
See all 298 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a New Windsor travel package cost?
Starting from an incredible £741, you can tailor your New Windsor package the way you want. Simply combine hotels, flights and rental cars and be rewarded with discounts.
If I'm not able to travel, can I cancel my New Windsor travel package?
Don't stress if you're rethinking your New Windsor travel package --- it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We totally get that life can throw the occasional spanner in the works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to New Windsor?
Bundle, bundle, bundle. Flights, hotels and rental cars --- combine whatever you need into a New Windsor travel package to save a ton of cash. Score even more bargains when you add extras such as activities or tours to your booking. But that's not the only impressive part. You have the freedom to tailor your holiday your own way. We offer more than 550 air carriers and 1,000,000 hotels across the world, so that everyone has a chance to travel and fulfil those holiday fantasies.
Does Expedia offer Book Now, Pay Later New Windsor holidays?
Expedia has partnered with online lender Klarna to make your next break a bit easier on the wallet. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more cash to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find one that works with your budget. Browse these flexible payment options:

  • Pay monthly holidays: Klarna has convenient monthly payment plans that fit all budgets, so you can have that well-earned holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your trip in multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is easier with this payment plan. Simply put down a small deposit on your holiday and then start working on your travel plans.

What are the top hotels in New Windsor?
If it's your first time in New Windsor, book a room at Days Inn by Wyndham Westminster or Boston Inn. Both offer comfortable beds and are top options with many savvy travellers.
How far in advance should I book my New Windsor holiday?
Search Expedia to compare international airfares as soon as you know your travel dates. You can generally purchase a ticket up to a year before departure. If it's too early for your preferred air carrier, or you've left things to the last minute, fear not. Cheap fares to New Windsor sometimes emerge within weeks of departure.
What does an Expedia New Windsor travel package include?
From hotels and airfares to rental cars, Expedia can help you create a New Windsor package that works for you. Heading away for a week or two? Consider a flight, rental car and hotel bundle. If you're taking a short break, a flight and hotel deal may be more your style. Experiences can also be added once you've made your booking. Our travel packages make it simple to save and plan.
What should I know before booking a New Windsor travel package?
Our prices are already low. However, you'll enjoy even more bargains if you book your hotels, flights and car rentals together. With an Expedia package, you'll always get transparent pricing and a huge range of choice.
Can I choose my airline with a New Windsor Expedia travel package?
Yes, the choice is all yours. We offer more than 550 airlines throughout the world, so you can customize your New Windsor adventure according to your style and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.