Rye Vacation Packages
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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.
Top Rye Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham White Plains - Elmsford
CA $671
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.4/10 Very good! (1,780 reviews)
Easy access from NYS 287, and Route 9A to the RR station in Croton. Comfortable beds with good temperature control in room. Very reasonable rate for proximity to the Jay Heritage Center in Rye which we visited. Excellent free breakfast and easy check out. I'll be staying with you the next time I visit Rye.
Thank you for a great stay!
Reviewed on Aug 16, 2026
Ready to book your vacation to Rye?
Rye Hotel Deals
Empire Hotel
44 W 63rd St New York NY
Fully refundableReserve now, pay when you stay
CA $215
CA $283 total
Aug 30 - Aug 31
includes taxes & fees
7.6/10 Good! (7,097 reviews)
"Pros - ideal location, comfortable bed and good water pressure in the shower. Cons - the room was very dark as the view from the window was just the wall of another building. When I first arrived, the AC wasn’t working and the bathroom light was flickering like a haunted house. Maintenance promptly ..."
Reviewed on Aug 16, 2026
Night Hotel Broadway
215 W 94th St New York NY
Fully refundableReserve now, pay when you stay
CA $154
CA $209 total
Aug 17 - Aug 18
includes taxes & fees
7.6/10 Good! (3,497 reviews)
"The room on the second floor was completely lapidated."
Reviewed on Aug 16, 2026
Radio Hotel
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
CA $165
CA $232 total
Aug 23 - Aug 24
includes taxes & fees
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.
Stay near popular Rye attractions
Marshlands Conservancy
10.0/10 (2 reviews)
Explore the great outdoors at Marshlands Conservancy, a lovely green space in Rye. You can seek out the hiking trails in this family-friendly area.
Rye Playland
8.2/10 (33 reviews)
Have a fun-filled day with the family at Rye Playland during your visit to Rye. Discover the live music in this family-friendly area, or seek out its hiking trails.
Jay Heritage Center
You can study the exhibits at Jay Heritage Center, a museum with a story of its own, during your travels to Rye. While in this family-friendly area, you can savor the top-notch restaurants.
Frequently asked questions
How much does a Rye vacation package cost?
You can snap up a vacation package to this top destination from CA $671 on Expedia. But how much your vacation to Rye costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Rye?
If you're looking to snag a cheap Rye vacation package, consider planning a trip in January, February and March. You'll generally find better prices on flights and accommodations during these months — perfect for travellers wishing to save money.
How many days is enough for Rye?
You can easily explore all the leading attractions in Rye within a few days, including the popular The Westchester Mall. If you're after a longer Rye vacation, look at what kind of activities and day tours are available close by.
Is it worth booking a vacation package to Rye?
Rye offers everything you need for an unforgettable escape. Get your Rye vacation off to a flying start by checking out top attractions like Rye Playland.
How to find the best Rye package deals?
Landing a cheap Rye package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Rye package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Rye vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights separately. Better still, you can personalize your Rye escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Rye?
If you're considering a spur-of-the-moment Rye adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Rye?
- Choose when to get away: Check your calendar and pack your bags. Your favourite season and the type of activities available will also help you decide when to vacation in Rye.
- Calculate your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your accommodations will probably be the largest expense during your trip to Rye.
- Work out your trip length: Think about how long you'd like to spend exploring Rye. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the right Rye vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
