Rye Vacations from $343
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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
- Stamford Suites
Jan 15 - Jan 17Stamford Suites + Flight
Downtown Stamford2 nights4.0 star property6.2/10 - (207 reviews)"Do not come to this place if you are looking for something nice. The room was dusty, smelled weird. I had it booked for 2 nights a d just stayed 1. I rather take the loose than stay there another night. The price is what got me to book this suite. Next time I’ll just pay extra for a different place. Of you are looking to enjoy yourself do not come here. They also have homeless people living there that the state pays for."Reviewed November 2, 2026Roundtrip • Raleigh (RDU) - White Plains (HPN)RDU - HPN • Nonstop HPN - RDU • Nonstop$448$343found 1 day agoper traveler - 3BR Prime Luxury NY - Free Parking
Jan 6 - Jan 93BR Prime Luxury NY - Free Parking + Flight
White Plains3 nights2.0 star property6.0/10 - (1 review)"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."Reviewed March 30, 2026Roundtrip • Los Angeles (LAX) - White Plains (HPN)LAX - HPN • 1 stop HPN - LAX • 1 stop$2,042$1,453found 1 day agoper traveler - The Stamford Hotel
Dec 16 - Dec 20The Stamford Hotel + Flight
Downtown Stamford4 nights3.5 star property8.0/10 - Very good (1,257 reviews)Roundtrip • Dallas (DFW) - White Plains (HPN)DFW - HPN • 1 stop HPN - DFW • 2 stops$1,070$814found 16 hours agoper traveler - Delamar Greenwich Harbor
Dec 24 - Dec 29Delamar Greenwich Harbor + Flight
Greenwich5 nights4.0 star property9.4/10 - Exceptional (1,000 reviews)"our room was just okay not worth the money. The walls are paper thin could hear our neighbors full conversation at 6am. When we mentioned it to the front desk they could have cared less."Reviewed November 1, 2026Roundtrip • Atlanta (ATL) - White Plains (HPN)ATL - HPN • 1 stop HPN - ATL • 1 stop$1,849$1,443found 22 hours agoper traveler - Hyatus Luxury Residences Stamford
Jan 15 - Jan 17Hyatus Luxury Residences Stamford + Flight
Downtown Stamford2 nights4.5 star property9.6/10 - Exceptional (29 reviews)"Exceptional communication. Great common area amenities. Room was good, beds were comfortable. Close to Target, Dunkin etc. First time check-in and parking needs to be simplified. E.g. picking up fobs from the front desk during check-in would make the experience even better. Overall excellent!"Reviewed October 24, 2026Roundtrip • Raleigh (RDU) - White Plains (HPN)RDU - HPN • Nonstop HPN - RDU • Nonstop$700$554found 1 day agoper traveler
Where to stay near Rye
Harrison
For travelers seeking a memorable trip, Harrison offers a delightful blend of urban charm and outdoor adventure just about 2 miles away from Rye. This welcoming city is perfect for families and weekend getaways, with easy access to attractions like the amusement park at Rye Playland, the arts showcases at the Westchester County Center, and the vibrant shopping along Greenwich Avenue. With a variety of experiences available year-round, Harrison is an ideal choice for your stay.
Port Chester
Experience the charm of Port Chester, a fantastic hub for family travelers and weekend getaway seekers who want to immerse themselves in culture and entertainment. This vibrant village offers easy access to attractions like the historic buildings along Greenwich Avenue, the fun-filled Rye Playland amusement park, and the artistic events at the Westchester County Center. Located about 2 miles away from Rye, Port Chester is a smart hotel booking choice for those looking to explore the best of the region.
Rye Brook
Make your vacation planning effortless by staying in Rye Brook, a haven for family travelers and weekend getaways due to its rich offerings of culture and entertainment. Explore the vibrant Greenwich Avenue, enjoy events at the Westchester County Center, or visit the modern Purchase College, all just a short drive away. With its close proximity to Rye, about 3 miles by car, Rye Brook is a smart choice for your stay, blending convenience with a variety of engaging experiences.
Mamaroneck
Mamaroneck stands out as a prime spot for travelers interested in family-friendly activities and outdoor adventures. Just a short drive from Rye, this charming city offers easy access to attractions like Rye Playland for thrilling amusement rides, the Westchester County Center for cultural events, and Iona College for a touch of educational charm. With its vibrant theater scene and beautiful urban parks, Mamaroneck is a smart choice for your next hotel booking, ensuring a memorable stay.
Greenwich
Travelers visiting Greenwich often choose this picturesque city, especially families and luxury seekers looking for a blend of outdoor and urban experiences. With its vibrant shopping on Greenwich Avenue, the fun-filled attractions of Rye Playland, and the cultural offerings at the Westchester County Center, there's something for everyone. Located about 4 miles by car from Rye, Greenwich makes for a seamless getaway, ensuring you enjoy a delightful stay with easy access to memorable activities.
Discover the most popular places to visit in Rye
Rye Hotel Deals
Cambria Hotel & Suites - White Plains Downtown
Cambria Hotel & Suites - White Plains Downtown"Jghl hjghk"
Hotel NoMa, Trademark Collection by Wyndham
Hotel NoMa, Trademark Collection by Wyndham
Baymont by Wyndham White Plains - Elmsford
Baymont by Wyndham White Plains - Elmsford
The Armon Stamford Hotel & Conference
The Armon Stamford Hotel & Conference"room was comfy!"
Hampton Inn & Suites Yonkers - Westchester
Hampton Inn & Suites Yonkers - Westchester
"Ok"
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.