Rye Brook Vacations from $835
Book a Hotel + Flight or Car together to unlock savings
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.
Hotel Riu Plaza New York Times Square
Manhattan
$1,232
per person
Nov 10 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,334 reviews)
Great location, friendly and helpful staff. Breakfast and restaurant were lovely. Nothing negative to say, would stay again in a heartbeat.
Reviewed on Sep 6, 2026
Stay near popular Rye Brook attractions
Capitol Theatre
7.4/10 (117 reviews)
This historic venue captivates with exceptional acoustics and intimate performances from renowned artists. Arrive early to enjoy the theater's vintage architecture and pre-show ambiance in the stylish lounge areas.
Capitol Theatre - Garcia’s
After visiting Capitol Theatre - Garcia’s, make a plan to see the other sights and activities in Port Chester. Experience the area's live music and entertainment venues.
Port Chester-Rye Brook Public Library
Enjoy an outing to Port Chester-Rye Brook Public Library during your stay in Port Chester. Amble around the area's waterfront or experience its live music.
Clay Art Center Gallery
This renowned ceramic arts hub showcases exhibitions from emerging and established artists since 1957. Explore the gallery, join a Wednesday morning tour, and find unique handcrafted pieces in their retail shop.
What to do in Rye Brook
Sleepy Hollow Ghost Tour (Self-Guided Audio Driving/Walking Tour)
$5
per adult
Rye Brook Hotel Deals
Radio Hotel
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
$222 nightly
$258 total
Sep 27 - Sep 28
Total with taxes and fees
8.6/10 Excellent! (2,461 reviews)
"Great property! Always clean"
Reviewed on Sep 6, 2026
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
$201 nightly
$230 total
Sep 8 - Sep 9
Total with taxes and fees
8.2/10 Very Good! (1,290 reviews)
"If you are planning an event, such as a wedding, this place might be the one. As for staying as an average guest I would suggest booking a different hotel. It is more like a complex filled with a hodgepodge of building. The layout is very confusing. They have many different areas to park your car, ..."
Reviewed on Sep 6, 2026
Hampton Inn White Plains/Tarrytown
200 West Main Street Elmsford NY
Fully refundableReserve now, pay when you stay
$113 nightly
$129 total
Sep 13 - Sep 14
Total with taxes and fees
8/10 Very Good! (1,641 reviews)
"Excellent breakfast, friendly staff, nice rooms"
Reviewed on Sep 6, 2026
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 $835 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?
- 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.
- 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.
- 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.
- 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.
- 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.
- 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.