Westchester Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Westchester

Hyatt Place Herndon Dulles Airport East

Hyatt Place Herndon Dulles Airport East

3 out of 5
13711 Sayward Blvd, Herndon, VA
Fully refundableReserve now, pay when you stay
The price is 2.767.065 ₫ per night from 7 Sept to 8 Sept
2.767.065 ₫
3.182.126 ₫ total
7 Sept - 8 Sept
includes taxes & fees
Hyatt Place Herndon Dulles Airport East
Best Western Fairfax

Best Western Fairfax

2.5 out of 5
3535 Chain Bridge Rd, Fairfax, VA
Fully refundableReserve now, pay when you stay
The price is 2.203.111 ₫ per night from 30 Aug to 31 Aug
2.203.111 ₫
2.489.516 ₫ total
30 Aug - 31 Aug
includes taxes & fees
8/10 Very Good! (1,201 reviews)
"Very clean and quiet. Pool was very clear. Breakfast was amazing. Great overall experience"

Reviewed on 23 Aug 2025

Best Western Fairfax
Hyatt Regency Dulles

Hyatt Regency Dulles

4 out of 5
2300 Dulles Corner Blvd, Herndon, VA
Fully refundable
The price is 3.137.554 ₫ per night from 13 Sept to 14 Sept
3.137.554 ₫
3.608.189 ₫ total
13 Sept - 14 Sept
includes taxes & fees
Hyatt Regency Dulles
See all 644 properties in Westchester
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.

Popular places to visit

Splash Down Water Park

Have a fun-filled day with the family at Splash Down Water Park as part of your trip to Sudley. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Splash Down Water Park

Prince William Hospital

If Prince William Hospital is what brings you to town, hopefully you'll have a chance to explore more of Manassas.

Prince William Hospital

Historic Manassas Visitor Center

Historic Manassas Visitor Center is just one of the places to see in Manassas, so why not enjoy the other things to explore during your travels? Discover the great live music and shops in this family-friendly area.

Historic Manassas Visitor Center

Frequently asked questions

How much does a Westchester holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Westchester costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Westchester?
January, February and November are the best times to look for cheap Westchester holiday packages. Opting to travel in less busy periods means you can typically find lower prices on accommodation and flights.
How many days is enough for Westchester?
With a well-planned schedule, you can easily tick off the most popular Westchester sights in a few days. But if you want to venture off the beaten track or go on day trips, consider booking your Westchester holiday for longer.
How to find the best Westchester package deals?
Finding a cheap Westchester package deal is a cinch with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a few filters and see what's available. You can personalise your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Westchester package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are generally lower.
Is it cheaper to book a Westchester holiday as a package?
An Expedia holiday package could land you great savings when compared to arranging accommodation and flights individually. Better still, you can personalise your Westchester getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a holiday package to Westchester?
Land amazing discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Westchester getaway.
How to plan a trip to Westchester?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to holiday in Westchester.
  2. Set your budget: Consider expenses such as flights, food and transportation when calculating how much to set aside for your trip to Westchester. Then, pick a property that suits your budget, whether that's a low-cost stay or a more upscale getaway.
  3. Decide how long to go for: Now that you're up to speed on Westchester, you can work out the right length of your holiday. Create a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your airfare and accommodation: After you've nailed down your travel dates and duration, lock in the right Westchester holiday package for you.