Rye Vacations from $359

Rye Playland

Rating: 8.2/10 (33 reviews)

This historic 1928 amusement park blends vintage charm with thrilling rides along the Long Island Sound. Ride the legendary Dragon Coaster and enjoy Friday night summer fireworks from the scenic boardwalk.

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Rye Beach

Rating: 9.4/10 (3 reviews)

Why not spend a lazy afternoon at Rye Beach during your trip to Rye? While in this family-friendly area, you can enjoy the restaurants.

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Jay Heritage Center

This 23-acre estate was the boyhood home of John Jay, America's first Chief Justice. Explore the Greek Revival mansion and award-winning gardens while discovering early American history through guided tours.

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Oakland Beach

Rating: 10.0/10 (1 review)

Why not spend a lazy afternoon at Oakland Beach during your trip to Rye? While in this family-friendly area, you can enjoy the restaurants.

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Find out more about Rye

Things to do in and around Rye

Rye, New York, is perfect for a family-friendly vacation with a variety of outdoor activities and entertainment options. Visitors can enjoy local theater performances, explore an amusement park, and play a round of golf. With plenty of recreation opportunities and friendly attractions, Rye is an ideal spot for a day trip or a longer getaway. Explore the area with travel guides to discover all the exciting things to do in this charming town.

Shopping

The nearest shopping destination is The Westchester Mall, just 5 miles away, offering a variety of shops and entertainment options. If you're up for a drive, Westchester's Ridge Hill is 9 miles away, featuring a family-friendly atmosphere. For a unique treat, visit Rockland Bakery, located 18 miles away.

Recreation

Experience the vibrant atmosphere at Yankee Stadium, just 16 miles away, where you can catch a thrilling game. For a cultural night out, enjoy a show at the Capitol Theatre, located 2 miles from Rye, offering a blend of romance and entertainment. Play a round of golf at Westchester Country Club, right in Rye.

Adventure

At Legoland Discovery Center Westchester, 9 miles from Rye, immerse yourself in a world of creativity and fun with interactive exhibits and rides. New Roc n Bowl, 7 miles away, offers bowling and arcade games for a thrilling family outing. Sportime USA, also 9 miles from Rye, features exciting attractions for all ages.

Nightlife

Experience a vibrant nightlife in Rye with visits to the Stonewall Inn and Dave & Buster's, both offering a lively atmosphere full of entertainment and romance. Don't miss 51-53 Christopher Street for a similar vibe, making it a perfect night out with friends or a special date.

Find the best attractions in and around Rye

Rye, New York, is perfect for family-friendly outdoor adventures and entertainment. Key attractions include Rye Beach, Rye St. Mary, Lookout Rye, and Rye Harbour. Whether you're seeking culture or family experiences, the area's urban parks and modern colleges provide a great backdrop for exploration. Don't miss out on the unique local experiences and attractions that make Rye a memorable vacation destination.

• Rye Playland: Experience the thrill of Rye Playland, a historic amusement park brimming with family-friendly rides and attractions. With its picturesque waterfront views, classic wooden roller coaster, and vibrant atmosphere, it's the perfect spot for fun and adventure in the great outdoors.
• Westchester County Center: Dive into the local culture at the Westchester County Center, located 6 miles away. This arts center hosts a variety of events, from concerts to art exhibitions, providing a rich cultural experience that reflects the vibrant community.
• Greenwich Avenue: Stroll along Greenwich Avenue, just 4 miles from Rye, where city vibes come alive. This bustling street is lined with chic boutiques, delightful cafes, and restaurants, offering a taste of urban life and local charm.

Best time to go to Rye

The best time to visit Rye can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Rye falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Rye falls in January, visitor numbers are average and weather is mostly sunny with light rain.

Tips to save on your trip to Rye

• Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
• Consider traveling to Rye during the low season (January to March) for more affordable options.
• Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
• Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Frequently Asked Questions

What are the top things to do in Rye?

Rye, United States of America, offers a mix of classic amusement park fun, relaxing beaches, and cultural venues for your Rye vacation:


Browse and book things to do in Rye on Expedia.

How can I save money on a Rye vacation package?

When you bundle, you can save up to 30%*. To save money on a Rye package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

Do you need to rent a car in Rye, or is public transport enough?

For a Rye vacation package, renting a car offers the most flexibility to explore this outdoor and nature destination outside the city. While some attractions like Rye Playland and Rye Beach are close to central Rye, many other points of interest and natural areas are more spread out. A car allows you to easily reach places like Valley Stream State Park, about 9 miles away, or Orchard Beach, about 13 miles away.


For Rye vacation packages with flights, having your own vehicle also simplifies travel from major airports like John F. Kennedy International Airport (JFK) or LaGuardia Airport (LGA). If your Rye beach vacation packages focus on a single area, local taxis or ride-share apps can cover shorter distances, but a car is generally recommended for broader exploration.

Can I change or cancel my Rye vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Rye vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Does Expedia offer Book Now, Pay Later Rye vacation packages?

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Rye vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Rye?

To find last-minute vacation packages to Rye, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Rye vacation packages?

Free cancellation on a Rye vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Rye vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Rye getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Rye vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.