New Windsor Holidays from £717
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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 Georgetown Inn
Northwest
£805
per person
30 Oct - 2 Nov
found 1 day ago
Return direct flight included
Glasgow (GLA) to Baltimore (BWI)
9/10 Wonderful! (1,012 reviews)
As far as I am concerned, The Georgetown Inn is the only place in the district to stay! Centrally located on Wisconsin Avenue in historic Georgetown, it is within walking distance to numerous restaurants, plenty of shopping, and access to anywhere in the entire city. I highly recommend The Georgetown Inn to everyone who is visiting the Nation’s Capitol!
Reviewed on 28 Sept 2026
Club Quarters Hotel White House, Washington DC
Downtown Washington D.C.
£746
per person
30 Oct - 2 Nov
found 1 day ago
Return direct flight included
Glasgow (GLA) to Baltimore (BWI)
9/10 Wonderful! (2,044 reviews)
This hotels delivers consistently good value. Beds are comfortable (not soft), bathrooms are clean and water is hot, and coffee maker in room is great, plus lounge on 2nd floor. Good location also.
Suggest requesting a higher floor as neighborhood can get noisy.
Reviewed on 29 Sept 2026
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
Sunday Morning at Savannahs
111 South Springdale Avenue, New Windsor New Windsor MD
£120
8 Oct - 9 Oct
includes taxes & fees
10/10 Exceptional! (1 review)
"Perfect getaway!"
Reviewed on 27 Sept 2026
Inn at Cemetery Hill
613 Baltimore St Gettysburg PA
£117
30 Sept - 1 Oct
includes taxes & fees
Hyatt Place Baltimore/Owings Mills
4730 Painters Mill Rd Owings Mills MD
Fully refundableReserve now, pay when you stay
£85
5 Oct - 6 Oct
includes taxes & fees
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.
Frequently asked questions
How much does a New Windsor travel package cost?
Starting from an incredible £717, 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.
