Westchester County Vacations & Trips from $446

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Your Westchester County Vacation

Leave the planning up to us with a Westchester County vacation package. With everything organized before you leave, the only thing you'll need to do is relax and enjoy this destination's countless delights. A trip to Westchester County wouldn't be complete without experiencing some of its best cities, starting with Yonkers. Two of the top attractions here include Yankee Stadium and Bronx Zoo. Peekskill is another favorite with Westchester County travelers. Visitors to this exciting city love Van Cortlandt Manor and Michie Stadium. Start packing your suitcase, because your Westchester County vacation is just clicks away with Expedia.

Top destinations in Westchester County

One of my new favorite places off the Metro-North train. River views, lots of feathered visitors, and this possibly haunted house. #OnTheRoad
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Yonkers

Yonkers

The Latest Westchester County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
per person
Sep 30 - Oct 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
One of the nicest stays we've stayed And we stay at least in 20-25 hotels a year

Reviewed on Jul 18, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (532 reviews)
Overpriced and overhyped. Looks like a motel, view is nice but not worth almost 600$

Reviewed on Jul 28, 2025

Dream Downtown, by Hyatt

Dream Downtown, by Hyatt

4.5 out of 5
Manhattan
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.8/10 Good! (1,475 reviews)
Everything was good 👌

Reviewed on Jul 28, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
I had a wonderful experience. The staff was exceptionally welcoming and helpful throughout my stay, making the visit even more enjoyable. The views were absolutely stunning and added a special touch to the overall atmosphere. I would highly recommend this place to anyone looking for a memorable and relaxing stay. Great and memorable way to celebrate my wife and I wedding anniversary!

Reviewed on Jul 28, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
per person
Oct 12 - Oct 19
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,098 reviews)
Attentive personnel, location at its best, clean, rooms a little bit small but enough. Good food.

Reviewed on Jul 28, 2025

Best Places to Vacation in Westchester County

1. Book your ideal Yonkers with a vacation package

Yonkers, located in New York, offers a diverse range of experiences for a family-friendly vacation. The city boasts a vibrant shopping scene, with plenty of options for dining and cafes. The friendly locals and beautiful river and gardens create a welcoming atmosphere. Outdoor enthusiasts will enjoy hiking opportunities, while business and entertainment options cater to all interests. Whether you're looking for destination activities or simply want to explore the local area, Yonkers has something for everyone to enjoy.

  • The peak season is from March to May
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Yonkers

2. Discover White Plains with our vacation deals

White Plains, located in New York, offers a diverse range of activities for a family vacation. From shopping and dining to wildlife and historical sites, there is something for everyone. The city has a vibrant atmosphere with plenty of entertainment options, including live music and cafes. Whether you're interested in business or hiking, White Plains has it all. Popular activities for travelers include destination activities and various things to do. With its geographic affinities, White Plains is the perfect destination for a memorable family vacation.

  • Travelers tend to stay 2 days in White Plains

3. Plan your dream getaway to Tarrytown

Tarrytown, located in New York, offers a unique atmosphere and experience for a family vacation. With its charming cafes, friendly people, and historical sites, it is a perfect destination for those seeking a relaxing and educational getaway. Explore the local river and enjoy scenic views, or indulge in the diverse dining options available. Tarrytown also offers shopping opportunities and various tours to learn more about the area's rich history. Don't miss the chance to visit the famous castle and engage in family-friendly activities. Whether you're looking for adventure or relaxation, Tarrytown has something to offer for everyone.

  • The peak season is from July to September
  • The off-peak season is from November to January
  • Travelers tend to stay 2 days in Tarrytown

4. Find your perfect New Rochelle vacation

New Rochelle, located in New York, offers a diverse range of experiences for families on vacation. With its beautiful islands, delicious dining options, and family-friendly atmosphere, there is something for everyone to enjoy. Shopping enthusiasts will appreciate the variety of stores available, while wildlife and flower lovers can explore the natural beauty of the area. For those interested in hunting and birdwatching, New Rochelle provides ample opportunities. The friendly people add to the welcoming atmosphere of the city, making it a great destination for a family vacation. There are plenty of activities and things to do to keep everyone entertained throughout their stay.

  • The peak season is from February to April
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in New Rochelle

6. Enjoy Elmsford with a travel package

Elmsford, located in New York, offers a great atmosphere for a family vacation. With its beautiful wildlife and scenic landscapes, it's perfect for outdoor enthusiasts. The town also boasts a variety of dining options, from cozy cafes to family-friendly restaurants. If you're in the mood for shopping, Elmsford has plenty of stores to explore. The locals are known for their friendliness and welcoming nature, making your stay even more enjoyable. Plus, Elmsford is budget-friendly, allowing you to have a memorable vacation without breaking the bank. Whether you're taking a leisurely walk or grabbing a cup of coffee, Elmsford has something for everyone.

  • The peak season is from March to May
  • The off-peak season is from November to January
  • Travelers tend to stay 2 days in Elmsford

5. Create memories in Peekskill with a vacation package

Peekskill, located in New York, offers a diverse range of outdoor vacation experiences. Whether you're looking to explore the nearby mountains and go hiking, enjoy family-friendly activities, or relax by the river, Peekskill has something for everyone. The local atmosphere is friendly and welcoming, with plenty of dining options to satisfy your taste buds. You can also embark on excursions to explore the surrounding areas. Whether you're here for business or pleasure, Peekskill provides a perfect blend of adventure and relaxation. Don't miss the chance to experience the vibrant atmosphere and friendly people of this charming town.

  • The peak season is from July to September
  • The off-peak season is from November to January
  • Travelers tend to stay 2 days in Peekskill

Find the Best Westchester County Vacation Packages

Best months to visit Westchester County

Looking for the best time to visit Westchester County? Our table will help you. Westchester County boasts a year-round average temperature of 48.1°F, reaching a peak of 70.9°F in July, its warmest month, and dropping to an average low of 22.3°F in January, the coolest month. The annual rainfall averages 104.9mm, with October experiencing the heaviest showers, while January is the driest month.

Monthcalendar iconTemperature (Fahrenheit)temperature iconRainfallrain iconCloud coveragecloud icon
January22.3Light RainMostly Cloudy
February24.1Light RainMostly Cloudy
March29.8Light RainMostly Cloudy
April45.0Light RainMostly Cloudy
May60.1Light RainMostly Sunny
June68.7Light RainMostly Sunny
July70.9Light RainMostly Sunny
August67.5Light RainMostly Sunny
September61.9Light RainMostly Sunny
October59.9Light RainMostly Sunny
November36.3Light RainMostly Cloudy
December31.3Light RainMostly Cloudy

How to save money on a vacation to Westchester County

  • Combine your flights with hotels or car rentals to save money, especially in Westchester County.
  • Take advantage of Expedia's OneKey program to collect points and save money on your travel to Westchester County.
  • Utilize the helpful search filters on Expedia to find the perfect accommodation within your price range.
  • Consider traveling during the off-peak season in Westchester County (November-January) for more affordable options.
  • Use the search filter for price limits on Expedia to find package deals that suit your budget.
  • Discover the best vacation experience for you by using the travel experience filter on Expedia, whether it's a family, romantic, or adventurous getaway to Westchester County.

Westchester County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Top Sights
Franklin D. Roosevelt State Park, Glen Island Park and Untermyer Gardens Conservancy

Westchester County Hotel Deals

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $169 total per night from Aug 24 to Aug 25
$169 total
Aug 24 - Aug 25
Total includes taxes and fees
8.2/10 Very Good! (1,388 reviews)
"Clean good breakfast"

Reviewed on Jul 27, 2025

Baymont by Wyndham White Plains - Elmsford
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
200 West Main Street, Elmsford, NY
Fully refundableReserve now, pay when you stay
$137 nightly
The price is $157 total per night from Aug 10 to Aug 11
$157 total
Aug 10 - Aug 11
Total includes taxes and fees
7.8/10 Good! (1,088 reviews)
"Hvg"

Reviewed on Jul 27, 2025

Hampton Inn White Plains/Tarrytown
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
165 Tuckahoe Rd, Yonkers, NY
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $128 total per night from Aug 17 to Aug 18
$128 total
Aug 17 - Aug 18
Total includes taxes and fees
8.2/10 Very Good! (2,190 reviews)
"I really enjoyed myself at this hotel. It was clean and well managed. The breakfast was delicious and fresh. It had a nice variety of foods to choose from."

Reviewed on Jul 28, 2025

Royal Regency Hotel
See all 467 properties in Westchester County
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.
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Frequently asked questions

How much does a Westchester County vacation package cost?
Perhaps less than you might think — from as low as $446, as a matter of fact! By bundling hotels, flights and car rentals into a customized package, your Westchester County escape is just clicks away.
How do I get a cheap travel package to Westchester County?
Bundle your bookings with Expedia to save big bucks on your next getaway. With more than 550 partner airlines and 1,000,000 hotel options globally, your Westchester County vacation package can be tailored exactly to suit your travel style. With all those extra dollars, why not add some exciting experiences and tours? It's an easy way to unlock even more savings. Your dream getaway to Westchester County is closer than you thought!
Where should I stay in Westchester County?
Yankee Stadium is one of the things that attracts travelers to Westchester County, so it makes perfect sense that many get a hotel in Maryknoll.
What are the top hotels in Westchester County?
Royal Regency Hotel and Courtyard by Marriott Yonkers Westchester County know how to make their guests feel at home in Yonkers. If you also plan to get to White Plains, look up Hampton Inn & Suites Yonkers and Hampton Inn White Plains/Tarrytown. Both are top picks with travelers.
How far in advance should I book my Westchester County vacation?
Reserving your tickets early with Expedia means one less thing to worry about. Most carriers display prices up to a year in advance. This is generally the cheapest time to book. If circumstances have left you booking late, incredible deals to Westchester County sometimes occur just weeks before departure.
What does an Expedia Westchester County travel package include?
That's up to you. You can pick from a range of Westchester County packages, such as a rental car, flight and hotel. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your dream Westchester County escape looks like, you're sure to save!
What should I know before booking a Westchester County travel package?
Discover deals that match your budget with an Expedia package. Flights, hotels, rental cars — we're a one-stop shop for all of them. You'll save loads just by combining your bookings. Whether you're going on a ski adventure or sunning yourself on a warm beach, your ideal vacation is only a few clicks away.
Can I choose my airline with a Westchester County Expedia vacation package?
Yes, the choice is yours. Expedia has access to more than 550 partner airlines across the globe, so you can tailor your Westchester County vacation according to your budget and travel needs.
Does Expedia offer Book Now, Pay Later Westchester County vacation packages?
With a vacation package, you can customize both your getaway and a payment arrangement. Expedia can help reduce financial stress to do with your journey with a Book Now, Pay Later booking, thanks to us joining forces with online lender Affirm. That way, all you have to concentrate on is preparing to jet off into the sunset.
If I'm not able to travel, can I cancel my Westchester County vacation package?
If your vacation plans in Westchester County have changed, it's comforting to know that it's possible to amend or cancel your booking. If your booking was made less than 24 hours ago, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. For more details, check our Customer Service Portal.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.