Rye Vacations from $421

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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.
Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
Northwest Yonkers
Save 100% on your flight
Price was $570, price is now $421 per person
$421
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
6.8/10 (383 reviews)
Could be a little cleaner

Reviewed on Oct 8, 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $7,000, price is now $4,534 per person
$4,534
per person
Dec 28 - Jan 4
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
2/10 (1 review)
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $4,238, price is now $2,950 per person
$2,950
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
7.2/10 Good! (5 reviews)
This was an excellent House My birthday weekend was amazing I totally would book again

Reviewed on Mar 17, 2024

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
Price was $3,182, price is now $2,240 per person
$2,240
per person
Dec 11 - Dec 16
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to White Plains (HPN)
3/10 (4 reviews)
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was $1,171, price is now $849 per person
$849
per person
Dec 28 - Jan 4
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1,178 reviews)
They had free cookies.

Reviewed on Oct 8, 2025

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Discover the most popular places to visit in Rye

Rye Playland

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 romantic 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
$226 nightly
The price is $263 total per night from Oct 19 to Oct 20
$263 total
Oct 19 - Oct 20
Total with taxes and fees
7.6/10 Good! (5,943 reviews)
"Need better lighting in hallways. Very dim. Morning coffee available in lobby would be nice."

Reviewed on Oct 6, 2025

Empire Hotel
Park Lane New York

Park Lane New York

5 out of 5
36 Central Park S, New York, NY
Fully refundableReserve now, pay when you stay
$473 nightly
The price is $546 total per night from Oct 19 to Oct 20
$546 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (1,628 reviews)
"Well established hotel, the best bed in the city. I stayed in a room with a king bed and is very spacious. Completely I recommend it."

Reviewed on Oct 8, 2025

Park Lane New York
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
$180 nightly
The price is $210 total per night from Oct 26 to Oct 27
$210 total
Oct 26 - Oct 27
Total with taxes and fees
7/10 Good! (2,442 reviews)
"Easy and quick checkin. Very easy to get to, right off the Subway. Area is very walkable and lots of eating choices. Some areas of the hotel are a bit run down but it's not terrible. Would recommend and will probably stay again."

Reviewed on Oct 5, 2025

Night Hotel Broadway
See all 4,111 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.

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 $421 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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