Rye Brook Vacations from $326

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, 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 Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was $554, price is now $326 per person
$326
per person
Jan 4 - Jan 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (4,080 reviews)

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Price was $3,955, price is now $1,938 per person
$1,938
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to New Haven (HVN)
No reviews

Bay Ridge ApartHotel

Bay Ridge ApartHotel

2 out of 5
Price was $1,302, price is now $721 per person
$721
per person
Dec 28 - Jan 1
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
7/10 Good! (66 reviews)
Friendly staff

Reviewed on Oct 17, 2026

Lotte New York Palace

Lotte New York Palace

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $923, price is now $530 per person
$530
per person
Jan 15 - Jan 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,314 reviews)

Night Hotel Broadway

Night Hotel Broadway

3 out of 5
Manhattan
Price was $961, price is now $552 per person
$552
per person
Dec 31 - Jan 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.6/10 Good! (3,805 reviews)
Clean and room big enough. No microwave and refrigerator

Reviewed on Oct 28, 2026

Don't see what you're looking for?
See all available trips from Columbus to Rye Brook
View all trips

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.
See properties

What to do in Rye Brook

Sleepy Hollow Ghost Tour

Sleepy Hollow Ghost Tour (Self-Guided Audio Driving/Walking Tour)

$10
per adult
Sleepy Hollow Ghost Tour (Self-Guided Audio Driving/Walking Tour)
See all activities in Rye Brook

Rye Brook Hotel Deals

Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
$120 nightly
The price is $141 total per night from Nov 2 to Nov 3
$141 total
Nov 2 - Nov 3
Total with taxes and fees
Highbridge Hotel
Radio Hotel

Radio Hotel

4 out of 5
2420 Amsterdam Ave New York NY
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $184 total per night from Nov 2 to Nov 3
$184 total
Nov 2 - Nov 3
Total with taxes and fees
8.4/10 Very Good! (2,350 reviews)
"Our stay was great. Staff were really friendly! Location was perfect. Amenities were perfect. Cocktails were amazing!"

Reviewed on Oct 27, 2026

Radio Hotel
Executive Inn - Fort Lee

Executive Inn - Fort Lee

3.5 out of 5
2339 Route 4 Fort Lee NJ
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $142 total per night from Oct 29 to Oct 30
$142 total
Oct 29 - Oct 30
Total with taxes and fees
Executive Inn - Fort Lee
See all 1,843 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Rye Brook vacation package cost?
Offering great value package deals from $326 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.

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.