Rye Brook Vacation Packages
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- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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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.
Top Rye Brook Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Manhattan Times Square
Manhattan
CA $1,706
per person
Dec 4 - Dec 7
found 23 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (3,950 reviews)
Rooms were clean, staff was helpful, at checkout they hold your luggage which was very nice and the location was excellent
Reviewed on Sep 23, 2026
Ready to book your vacation to Rye Brook?
Rye Brook Hotel Deals
Radio Hotel
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
CA $268
CA $351 total
Sep 27 - Sep 28
includes taxes & fees
DoubleTree by Hilton Fort Lee - George Washington Bridge
2117 Route 4 Eastbound Fort Lee NJ
Fully refundableReserve now, pay when you stay
CA $195
CA $223 total
Sep 29 - Sep 30
includes taxes & fees
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $218
CA $301 total
Sep 27 - Sep 28
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 Brook attractions
Capitol Theatre
7.4/10 (117 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 - 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
Enjoy a stop at Clay Art Center Gallery, an entertaining place to visit in Port Chester. Amble around this family-friendly area's waterfront or experience its live music.
What to do in Rye Brook
Introductory Helicopter Flight Lesson from Westchester
CA $975
per traveller
Frequently asked questions
How much does a Rye Brook vacation package cost?
Offering excellent value package deals from CA $1,706 on Expedia, you'll be surprised at how little a vacation to Rye Brook costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Rye Brook?
If you'd like to book a cheap Rye Brook vacation package, consider visiting in January, February and August. You'll usually find lower prices on airfares and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Rye Brook?
To fully enjoy a Rye Brook vacation, we suggest staying for 2 days. Divide your time between visiting The Westchester Mall, Westchester Country Club and other major sights, as well as exploring neighbourhoods like Harrison and Fairview. If you've got some spare time, add a tour or day trip to your Rye Brook vacation itinerary.
Is it worth booking a vacation package to Rye Brook?
Rye Brook is a good vacation destination with attractions like Capitol Theatre among the many things to keep you entertained. Whether you're heading away with the family or getting away with friends, a Rye Brook vacation promises fun for everyone.
How to find the best Rye Brook package deals?
Bagging a cheap Rye Brook package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most affordable Rye Brook 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 generally lower.
Is it cheaper to book a Rye Brook vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Rye Brook vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Rye Brook?
If you're considering a spur-of-the-moment Rye Brook adventure, browse 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 well in advance.
How to plan a trip to Rye Brook?
- Choose when to travel: Check your diary and get packing. Your preferred season and the type of activities on offer will also help you decide when to visit Rye Brook.
- Budget wisely: As well as the cost of your accommodations, you should factor in other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Rye Brook.
- Work out your trip length: Think about how much time you'd like to spend exploring Rye Brook. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Rye Brook vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
