Rye Brook Vacations from $679

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Your Rye Brook Vacation

Say goodbye to planning worries and hello to a Rye Brook vacation package. With everything organized before you take off, you can focus on discovering the best of this city, starting with Downtown Stamford, which is good for history, bars and pubs and dining. Capitol Theatre, Westchester County Center and The Westchester Mall are just some of the many attractions worth exploring during your trip to Rye Brook. Expedia has what you need to escape your routine. Tailor your vacation to Rye Brook to match your travel style, whatever that may look like.

The Latest Rye Brook vacation packages

Price found within the past 48 hours. Click for updated prices.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Price was $1,102, price is now $679 per person
$679
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (5,413 reviews)
Room cleanliness and elevators operating.

Reviewed on Feb 24, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,491, price is now $870 per person
$870
per person
Apr 7 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,790 reviews)
Friendly staff and room is very clean.

Reviewed on Feb 23, 2026

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,843, price is now $1,077 per person
$1,077
per person
Apr 4 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Extremely clean. Staff very courteous. One of the best dining areas for breakfast/dinner food service.

Reviewed on Feb 21, 2026

Topping Rose House

Topping Rose House

4.5 out of 5
Price was $1,269, price is now $751 per person
$751
per person
Mar 30 - Apr 2
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (136 reviews)
Everything and everyone was just lovely! Comfortable Welcoming Great restaurant

Reviewed on Feb 22, 2026

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $1,850, price is now $1,148 per person
$1,148
per person
May 21 - May 25
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (3,348 reviews)
Wonderful services everyone very accommodating and friendly!

Reviewed on Feb 24, 2026

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The Annual Vacation Sale

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Discover the most popular places to visit in Rye Brook

Duran Duran plays the Capitol Theatre in Port Chester, NY in support of their Paper Gods album. Here they perform "Rio" to close out the night. #duranlive

Capitol Theatre

3.5/5(42 reviews)

Enjoy a show at Capitol Theatre, a theater with a story to tell in Port Chester. Discover the entertainment choices and shops in this family-friendly area.

Capitol Theatre

Blum Center for Health

Though Blum Center for Health might be what brings you to town, perhaps you'll have a chance to explore more of Rye Brook while you are here.

Blum Center for Health

Doral Arrowwood Golf Club

Enjoy a round of golf in Rye Brook at Doral Arrowwood Golf Club. Check out the shops and top-notch restaurants in this family-friendly area.

Doral Arrowwood Golf Club

What to do in Rye Brook

Self Guided Audio Ghost Tour of Sleepy Hollow

Self Guided Audio Ghost Tour of Sleepy Hollow

$10
per adult
Self Guided Audio Ghost Tour of Sleepy Hollow
Guided Kayak Fishing Tour

Guided Kayak Fishing Tour

$564
per adult
Guided Kayak Fishing Tour
See all activities in Rye Brook

Rye Brook Hotel Deals

Ly New York Hotel

Ly New York Hotel

2.5 out of 5
15-61 127th St College Point NY
Fully refundable
$87 nightly
The price is $103 total per night from Mar 2 to Mar 3
$103 total
Mar 2 - Mar 3
Total with taxes and fees
8.8/10 Excellent! (2,034 reviews)
Spotless and had parking!

Reviewed on Feb 23, 2026

Ly New York Hotel
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $155 total per night from Mar 2 to Mar 3
$155 total
Mar 2 - Mar 3
Total with taxes and fees
8.2/10 Very Good! (1,574 reviews)
The staff was nice. My room was neat and clean. My problem with the place was the Wi-Fi. My stay was business related and I could not access my work laptop due to the firewall on my work computer not allowing me access due to safety concerns over WiFi access. This limited my ability to perform work. ...

Reviewed on Feb 21, 2026

Baymont by Wyndham White Plains - Elmsford
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
$199 nightly
The price is $228 total per night from Mar 15 to Mar 16
$228 total
Mar 15 - Mar 16
Total with taxes and fees
8.8/10 Excellent! (1,316 reviews)
Staff is great, rooms very clean I really enjoyed our stay

Reviewed on Feb 23, 2026

Sonesta White Plains Downtown
See all 1,863 properties in Rye Brook
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 Brook Vacation Packages

Rye Brook Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
9,600
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 Brook vacation package cost?
Offering great value package deals from $679 on Expedia, you'll be thrilled with how little a vacation to Rye Brook costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Rye Brook?
If you're looking to snag a cheap Rye Brook vacation package, consider visiting in February, September and October. You'll typically find better rates on hotels and airfares during these months — perfect for a budget-friendly break.
How many days is enough for Rye Brook?
You can easily see all the major sights in Rye Brook in a few days, including the must-see Clay Art Center Gallery. If you're looking for a longer Rye Brook vacation, check out what kind of excursions and activities are available in the area.
Is it worth booking a vacation package to Rye Brook?
Rye Brook has everything you need for an unforgettable trip. Get your Rye Brook vacation off to a flying start by checking out major attractions like Capitol Theatre.
How to find the best Rye Brook package deals?
Start your search for a Rye Brook package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Rye Brook package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Rye Brook escape underway.
Is it cheaper to book a Rye Brook vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking stays and flights individually. Better still, you can tailor your Rye Brook getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Rye Brook?
Land incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Rye Brook break.
How to plan a trip to Rye Brook?

  1. Pick the perfect time to travel: Your schedule, favorite season and the type of weather you enjoy can all impact your decision on when to travel to Rye Brook.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to activities and airfares. Your hotel will probably be the biggest expense during your trip to Rye Brook.
  3. Organize your Rye Brook getaway with Expedia's trip planning tool: Search for and book accommodations and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Rye Brook together.
  4. Determine how many days away: Start by compiling a list of the sights and activities you want to get to in Rye Brook. Then, estimate how long you'll need at each, including any travel time.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to pick a Rye Brook vacation package that brings all your bookings together.
  6. Book any excursions or activities: Now to the fun part — organizing everything you want to see and do. Check out some of the best things to do in Rye Brook and book your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Rye Brook vacation packages?
Your Rye Brook break is meant to be a relaxing escape from your daily routine, not a source of money-related stress. So to give you a little more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there aren't any hidden costs or late payment fees to worry about.

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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.