Rye Brook Vacations from $1,650
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
$2,076
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (JFK)
9/10 Wonderful! (3,389 reviews)
Very clean room..large breakfast buffet which was very good with a lot of choices the attached bar was very nice and it wasn't very expensive which was very surprising since hotel is in Midtown Manhattan.
Things you should know before you go..there is no overnight parking in the lot that is closets to the hotel so we had to move our car from one $75 dollar lot to another lot 4 blocks because they allowed 24hr stays.
Reviewed on Oct 19, 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
Highbridge Hotel
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
$120 nightly
$141 total
Oct 29 - Oct 30
Total with taxes and fees
Executive Inn - Fort Lee
2339 Route 4 Fort Lee NJ
Fully refundableReserve now, pay when you stay
$124 nightly
$142 total
Oct 20 - Oct 21
Total with taxes and fees
8/10 Very Good! (1,549 reviews)
"The place is soooooo outdated!"
Reviewed on Oct 19, 2026
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
$138 nightly
$157 total
Nov 1 - Nov 2
Total with taxes and 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.
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 |
More vacations you might like
Frequently asked questions
How much does a Rye Brook vacation package cost?
Offering great value package deals from $1,650 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.
Explore a world of travel with Expedia
- 5 Star Hotels in Rye Brook
- Apartments in White Plains
- Marriott Hotels & Resorts Hotels in Port Chester
- Hotels in Port Chester
- Adults Only in Purchase
- Hotels near Westchester County
- Hotels in Rye Brook
- Kitchen in White Plains
- Hilton Hotels in Port Chester
- Bedandbreakfast in Port Chester
- Motels in Port Chester
- Aparthotels in White Plains
- Hotels in Rye
- Hotels in White Plains
- Hotels in Purchase
- 4 Star Hotels in Port Chester
- Flights from Fort Lauderdale (FLL) to West Harrison (HPN)
- Flights to Rye
- Flights from Orlando (MCO) to West Harrison (HPN)
- JetBlue Airways Fort Lauderdale (FLL) to West Harrison (HPN) flights
- Flights to Purchase
- Delta Air Lines Atlanta (ATL) to West Harrison (HPN) flights
- Flights to Rye Brook
- Flights to White Plains
- Flights to Westchester County
- Flights to Port Chester
- Purchase Vacations
- Where to stay in Astoria
- Visit Nyack
- Where to stay in Ardsley
- Visit Sleepy Hollow
- New York All Inclusive Vacation Packages
- Bronx Vacations
- Sleepy Hollow Vacations
- City Island All Inclusive Vacation Packages
- Where to stay in Flushing
- Rye Playland
- Visit Tarrytown
- Visit Purchase
- Valhalla Vacations
- Visit New Rochelle
- Visit Port Chester
- Where to stay in Jamaica
- City Island All Inclusive Vacation Packages
- Centre Island All Inclusive Vacation Packages
- Where to stay in Brooklyn
- New York All Inclusive Vacation Packages
- Visit Rye
- New York Vacations
- Visit Chappaqua
- New York All Inclusive Vacation Packages
- Yonkers Vacations
- Downstate New York All Inclusive Vacation Packages
- Hardscrabble Wilderness Area
- Where to stay in Yonkers
- New York All Inclusive Vacation Packages
- Visit Armonk
- Manhattan Vacations
- South Bronx All Inclusive Vacation Packages
- The Westchester Mall
- Where to stay in Bronx
- Sands Point Preserve
- Visit Scarsdale
- Visit White Plains
- Where to stay in Woodbury
- Great Neck Vacations
- White Plains Vacations
- South Bronx All Inclusive Vacation Packages
- Where to stay in Corona
- Where to stay in New York
- Oyster Bay Vacations
- SUV Car Rentals in Westchester County
- Car rentals in White Plains
- Greenmotion Rental Cars in Purchase
- Car rental Airport (HPN)
- Car rentals in Rye
- Enterprise Rental Cars in Port Chester
- Minivan Car Rentals in Westchester County
- ZezGo Rental Cars in Purchase
- Car rentals in Scarsdale
- Car rentals in Port Chester
- Car rentals in Rye Brook
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
