Rye Vacations from $259

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Your Rye Vacation

Reserve a Rye vacation package and get ready to experience all this city has to offer. Consider staying in the neighborhood of Downtown Stamford, which is great for history, bars and pubs and dining. Like to explore your new surroundings? Capitol Theatre, The Westchester Mall and Rye Playland are among the most popular places to visit during a trip to Rye. Whatever your travel plans or budget, organizing a tailored Rye vacation is a walk in the park with Expedia.

The Latest Rye vacation packages

Price found within the past 48 hours. Click for updated prices.
Hampton Inn White Plains/Tarrytown
Stamford Suites
Hampton Inn & Suites Yonkers
Quality Inn Poughkeepsie
Red Carpet Inn
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Discover the most popular places to visit in Rye

Rye Hotel Deals

Loews Regency New York Hotel

Loews Regency New York Hotel

5 out of 5
540 Park Avenue New York NY
Fully refundableReserve now, pay when you stay
$499 nightly
The price is $578 total per night from Feb 26 to Feb 27
$578 total
Feb 26 - Feb 27
Total with taxes and fees
Loews Regency New York Hotel
The Lombardy Hotel

The Lombardy Hotel

4 out of 5
111 E 56th St New York NY
Fully refundableReserve now, pay when you stay
$286 nightly
The price is $332 total per night from Mar 19 to Mar 20
$332 total
Mar 19 - Mar 20
Total with taxes and fees
9/10 Wonderful! (1,371 reviews)
Clean room, comfortable beds and very helpful front desk. Recommended several great eateries within walking distance. Had to check out early… bomb cyclone coming!

Reviewed on Feb 22, 2026

The Lombardy Hotel
Empire Hotel

Empire Hotel

4 out of 5
44 W 63rd St New York NY
Fully refundableReserve now, pay when you stay
$164 nightly
The price is $191 total per night from Mar 22 to Mar 23
$191 total
Mar 22 - Mar 23
Total with taxes and fees
7.6/10 Good! (6,723 reviews)
The room was perfect and the staff was polite, friendly, and helpful. We are sure to return to this wonderful hotel.

Reviewed on Feb 22, 2026

Empire Hotel
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.

Find the Best Rye Vacation Packages

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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January32.0°F (0.0°C)Light RainMostly SunnyAverageSlightly Low
February33.3°F (0.7°C)Light RainMostly SunnyAverageSlightly Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageSlightly Low
April49.8°F (9.9°C)Light RainMostly SunnySlightly HighAverage
May59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
June68.7°F (20.4°C)Light RainMostly SunnySlightly HighAverage
July75.7°F (24.3°C)Light RainMostly SunnySlightly HighAverage
August74.7°F (23.7°C)Light RainMostly SunnyAverageAverage
September68.2°F (20.1°C)Light RainMostly SunnyAverageSlightly High
October57.9°F (14.4°C)Light RainMostly SunnySlightly LowSlightly High
November46.4°F (8.0°C)Light RainMostly SunnySlightly LowAverage
December38.5°F (3.6°C)Light RainMostly SunnySlightly LowSlightly High

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.

Rye Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
16,000
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Rye Playland, Capitol Theatre and Legoland Discovery Center Westchester

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Frequently asked questions

How much does a Rye vacation package cost?
You can snap up a vacation package to this popular destination from $259 on Expedia. But how much your vacation to Rye costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Rye?
You can usually find lower prices and greater availability in December, January and February. Browse our cheap Rye vacation packages and you could get some excellent off-season deals.
How many days is enough for Rye?
You can easily visit all the main attractions in Rye within a few days, including the must-see Jay Heritage Center. If you're looking for an extended Rye vacation, look at which kind of activities and day trips are available nearby.
Is it worth booking a vacation package to Rye?
Rye is a good vacation destination with attractions like Rye Playland among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Rye vacation promises a good time for everyone.
How to find the best Rye package deals?
Start your search for a Rye package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Rye package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Rye adventure off to a flying start.
Is it cheaper to book a Rye vacation as a package?
You can enjoy significant savings on your next Rye retreat by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Rye?
Enjoy incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Rye trip.
Does Expedia offer Book Now, Pay Later Rye vacation packages?
If you're anything like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Rye break over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.