New Windsor Holidays from £777

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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.

Top New Windsor Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The St. Gregory Hotel

The St. Gregory Hotel

4 out of 5
Downtown Washington D.C.
per person
27 Sept - 4 Oct
found 1 day ago
Return direct flight included
London (LGW) to Washington (DCA)
8.6/10 Excellent! (1,005 reviews)
Good location, friendly staff, great breakfast, clean and quiet rooms, best sleep in a week

Reviewed on 12 Aug 2025

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
27 Sept - 4 Oct
found 1 day ago
Return direct flight included
London (LGW) to Washington (DCA)
9/10 Wonderful! (1,010 reviews)
it’s a good location

Reviewed on 12 Aug 2025

SIXTY DC

SIXTY DC

2 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
27 Sept - 4 Oct
found 1 day ago
Return direct flight included
London (LGW) to Washington (DCA)
9.8/10 Exceptional! (28 reviews)
The staff there were great, and we loved the room.

Reviewed on 11 Aug 2025

Club Quarters Hotel in Washington DC

Club Quarters Hotel in Washington DC

3 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
27 Sept - 4 Oct
found 1 day ago
Return direct flight included
London (LGW) to Washington (DCA)
8.8/10 Excellent! (1,624 reviews)
Second floor of the hotel was super noisy, could hear doors slamming, traffic, people shouting and water running in other rooms.

Reviewed on 10 Aug 2025

Kimpton Banneker Hotel by IHG

Kimpton Banneker Hotel by IHG

4.5 out of 5
Downtown Washington D.C.
Save 100% on your flight
per person
27 Sept - 4 Oct
found 1 day ago
Return direct flight included
London (LGW) to Washington (DCA)
8.8/10 Excellent! (478 reviews)
Need more ice machines and have them be more accessible

Reviewed on 9 Aug 2025

New Windsor Essential Information

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

Top hotels in New Windsor

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 £86 per night from 7 Sept to 8 Sept
£86
7 Sept - 8 Sept
includes taxes & fees
8.2/10 Very Good! (1,082 reviews)
"The only thing I didn’t like was the breakfast in the TV TV is way too update it"

Reviewed on 11 Aug 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 £70 per night from 19 Aug to 20 Aug
£70
19 Aug - 20 Aug
includes taxes & fees
8.2/10 Very Good! (1,080 reviews)
"We had a great deal of confusion at check-in. We had reserved 2 rooms each with 2 queens; one for one night, the other for two. Went to room 1– one bed. Down to lobby to correct. Got key for another room— already occupied! Finally got key for the proper room . In am confusion about who had checked ..."

Reviewed on 12 Aug 2025

Country Inn & Suites by Radisson, Frederick, MD
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

3 out of 5
7226 Corporate Ct, Frederick, MD
Fully refundableReserve now, pay when you stay
The price is £83 per night from 17 Aug to 18 Aug
£83
17 Aug - 18 Aug
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"Great place to stay but really $3 for a bottle of water in the room if you are not a Hilton member?!"

Reviewed on 9 Aug 2025

Hilton Garden Inn Frederick
See all 314 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 £777, 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.