Rye Brook Vacation Packages

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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.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was CA $1,660, price is now CA $1,098 per person
CA $1,098
per person
Aug 19 - Aug 22
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
Beautiful, spacious and comfortable room that is in excellent condition. Same with the bathroom. Front desk are knowledgeable, professional, friendly and can anticipate our needs before we even ask for it. Same with the bell staff and the security. Free coffee in the morning. Free water all day (in a giant bucket in the evenings and at the bell station during the day). No pool. Fitness center is available but not the best. ROOM 3501 is AMAZING. The corner room understandable has windows on the north and east side of the buildings. We very much enjoyed the sunrise, morning, afternoon and evening views from our room. Couch pulls out into a bed. Vibe is definitely nice. Location is VERY convenient: It's across the street from Central Park and about 2 blocks from a subway station.

Reviewed on Jul 3, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $2,889, price is now CA $1,634 per person
CA $1,634
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (685 reviews)
Great location, great view

Reviewed on Jul 5, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was CA $3,887, price is now CA $2,430 per person
CA $2,430
per person
Sep 4 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,006 reviews)
Fabulous experience. Front desk staff was extremely helpful, friendly, and efficient. Especially while checking-in. Would come back again! Rooms are thoughtfully designed and have amazing views!

Reviewed on Jul 5, 2026

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $1,942, price is now CA $1,254 per person
CA $1,254
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (3,130 reviews)
Good times!

Reviewed on Jul 8, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was CA $4,515, price is now CA $3,033 per person
CA $3,033
per person
Aug 21 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on Jun 30, 2026

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Rye Brook Hotel Deals

Four Points by Sheraton Flushing

Four Points by Sheraton Flushing

3 out of 5
33-68 Farrington St Flushing NY
The price is CA $212 per night from Jul 13 to Jul 14
CA $212
CA $248 total
Jul 13 - Jul 14
includes taxes & fees
9.2/10 Wonderful! (3,395 reviews)
"卫生间电源短路！ 前台居然让客人用客房电源！ 知道电吹风是需要防漏电保护插座的常识吗？ 未解决任何问题直到我二天住宿结束！ 所以我只能给出三星.希望改进！ 也未及时清洁客房卫生！ 虽然你们节省了人工！ 但这是不对的！"

Reviewed on Jul 8, 2026

Four Points by Sheraton Flushing
Crowne Plaza Englewood by IHG

Crowne Plaza Englewood by IHG

3.5 out of 5
401 S Van Brunt St Englewood NJ
Fully refundable
The price is CA $206 per night from Aug 3 to Aug 4
CA $206
CA $236 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very good! (1,386 reviews)
"Hotel staff were very helpful and made my stay pleasant and comfortable."

Reviewed on Jul 7, 2026

Crowne Plaza Englewood by IHG
Highbridge Hotel

Highbridge Hotel

2 out of 5
1263 Edward L Grant Highway Bronx NY
Fully refundableReserve now, pay when you stay
The price is CA $89 per night from Jul 30 to Jul 31
CA $89
CA $108 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (4,295 reviews)
"Free coffee and bagels"

Reviewed on Jul 7, 2026

Highbridge Hotel
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.
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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.
See properties

What to do in Rye Brook

LEGOLAND® Discovery Center Westchester Tickets

LEGOLAND® Discovery Center Westchester Tickets

CA $42
per adult
88% of travellers recommend
LEGOLAND® Discovery Center Westchester Tickets
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

CA $976
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Rye Brook

Frequently asked questions

How much does a Rye Brook vacation package cost?
Offering excellent value package deals from CA $1,098 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.

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.