Rye Vacations from $405

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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.
La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

3 out of 5
per person
Sep 8 - Sep 12
found 8 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to White Plains (HPN)
8.4/10 Very Good! (1,001 reviews)
Amazing customer service very friendly staff and super clean and great variety of breakfast option and everything clean and fresh

Reviewed on Jul 7, 2025

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Aug 28 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
3.4/10 (3 reviews)
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
8.4/10 Very Good! (1,001 reviews)
A very quiet space, very kind staff.

Reviewed on Jul 8, 2025

The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
Save 100% on your flight
per person
Oct 3 - Oct 5
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to White Plains (HPN)
9.2/10 Wonderful! (182 reviews)
Beautiful and very clean

Reviewed on Jul 7, 2025

Tarrytown House Estate on the Hudson

Tarrytown House Estate on the Hudson

3.5 out of 5
per person
Oct 3 - Oct 5
found 14 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1,002 reviews)
Beautiful property in a beautiful town.

Reviewed on Jul 7, 2025

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Discover the most popular places to visit in Rye

Rye Playland

4/5(15 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.

Rye Playland

Westchester Country Club

Enjoy a round of golf in Rye at Westchester Country Club. Check out the shops and top-notch restaurants in this family-friendly area.

Westchester Country Club

Marshlands Conservancy

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.

Marshlands Conservancy

Rye Hotel Deals

Empire Hotel
Empire Hotel
4 out of 5
44 W 63rd St, New York, NY
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $193 total per night from Jul 27 to Jul 28
$193 total
Jul 27 - Jul 28
Total includes taxes and fees
7.6/10 Good! (5,615 reviews)
"Great location! This hotel could use some room upgrades! Rooftop Bar amazing! The rooms are decent but pillows were not comfortable and the bed a bit too firm and low for my liking. I enjoyed my stay and would recommend."

Reviewed on Jul 6, 2025

Empire Hotel
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
$559 nightly
The price is $647 total per night from Jul 11 to Jul 12
$647 total
Jul 11 - Jul 12
Total includes taxes and fees
8.8/10 Excellent! (999 reviews)
"We love Loews Regency NYC. The staff is exceptional and the rooms are very comfortable."

Reviewed on Jun 29, 2025

Loews Regency New York Hotel
Night Hotel Broadway
Night Hotel Broadway
2.5 out of 5
215 W 94th St, New York, NY
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $148 total per night from Jul 20 to Jul 21
$148 total
Jul 20 - Jul 21
Total includes taxes and fees
7/10 Good! (2,167 reviews)
"Si the location of this hotel was good for us as it was close to where we needed to be. However, the area outside and around the hotel is a little shady so you just have to be aware. But there are always people around and we never felt threatened. We just knew we had to be aware of our surroundings. ..."

Reviewed on Jul 7, 2025

Night Hotel Broadway
See all 4,187 properties in Rye
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

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 $405 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.