Rye Holidays from AU$2,649

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Your Rye Holiday

Say goodbye to planning worries and hello to a Rye holiday package. With the finer details organised before you go, you can focus on discovering every inch of this city, starting with Downtown Stamford, which is great for history, bars and pubs and dining. Every trip to Rye needs a well-thought-out itinerary. Fill yours with major attractions such as Capitol Theatre, Rye Playland and The Westchester Mall. Don't put off visiting this destination any longer. Your perfect Rye holiday is a few quick clicks away with Expedia.

The Latest Rye Holiday Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

4 out of 5
Downtown Poughkeepsie
per person
20 Sept - 23 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to White Plains (HPN)
8.4/10 Very Good! (1,004 reviews)
My room was absolutely beautiful

Reviewed on 3 Jul. 2025

Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
per person
20 Sept - 23 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to White Plains (HPN)
5.6/10 (39 reviews)
Very old not well maintained property

Reviewed on 30 Jun. 2025

Westchester Marriott

Westchester Marriott

4.5 out of 5
per person
20 Sept - 23 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to White Plains (HPN)
8.8/10 Excellent! (307 reviews)
The room was very nice and the staff was very friendly. Looking forward to staying again.

Reviewed on 6 Jul. 2025

Norwalk Inn & Conference Center

Norwalk Inn & Conference Center

4 out of 5
per person
20 Sept - 23 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to White Plains (HPN)
8.6/10 Excellent! (1,233 reviews)
Great staff! OLD, Small TV without “smart” function in Rooms, Bar at the hotel closed for a wedding , which is an inconvenience for the guests.

Reviewed on 30 Jun. 2025

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
per person
20 Sept - 23 Sept
found 1 day ago
Return direct flight included
Sydney (SYD) to White Plains (HPN)
8.2/10 Very Good! (951 reviews)
It was spacious and relaxing. Will be back.

Reviewed on 5 Jul. 2025

Rye Holiday

Rye Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
16,000
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Capitol Theatre, Rye Playland and Legoland Discovery Centre Westchester

Our pick of the best Rye Hotel Deals

Empire Hotel
Empire Hotel
4 out of 5
44 W 63rd St, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$291 per night from 27 July to 28 July
AU$291
27 July - 28 July
includes taxes & fees
7.6/10 Good! (5,594 reviews)
"The only thing that i didnt like is the staff doing the cleaning. She opening my door before 12pm (check out time). It was 1040a then 11a. Not sure if she is aware check out is at 12noon. Thank you God I had the inside lock on."

Reviewed on 3 Jul. 2025

Empire Hotel
Loews Regency New York Hotel
Loews Regency New York Hotel
5 out of 5
540 Park Avenue, New York, NY
Fully refundableReserve now, pay when you stay
The price is AU$987 per night from 7 July to 8 July
AU$987
7 July - 8 July
includes taxes & fees
8.8/10 Excellent! (999 reviews)
"We love Loews Regency NYC. The staff is exceptional and the rooms are very comfortable."

Reviewed on 29 Jun. 2025

Loews Regency New York Hotel
Night Hotel Broadway
Night Hotel Broadway
2.5 out of 5
215 W 94th St, New York, NY
Fully refundableReserve now, pay when you stay
7/10 Good! (2,159 reviews)
"Clean and comfortable, close to no.1 train."

Reviewed on 3 Jul. 2025

Get rates
Night Hotel Broadway
See all 4,186 properties in Rye
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Rye holiday package cost?
You can snap up a holiday package to this popular destination from AU$2,649 on Expedia. But how much your holiday to Rye costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Rye?
You can generally find reduced prices and greater availability in January, February and March. Check out our cheap Rye holiday packages and you could score some great off-season deals.
How many days is enough for Rye?
When planning your Rye holiday, a handful of days will be enough to tour all the highlights. Make sure to check out Westchester Country Club --- it's one of the major sights in this destination. If you're looking for more adventure, think about basing yourself here and venturing off on some trips from Rye.
Is it worth booking a holiday package to Rye?
Rye offers everything you need for a wonderful getaway. Get your Rye holiday off to a flying start by exploring top attractions like Rye Playland.
How to find the best Rye package deals?
Start your search for a Rye package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the perfect Rye package deal right away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Rye adventure off to a flying start.
Is it cheaper to book a Rye holiday as a package?
You can enjoy significant savings on your next Rye retreat by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to browse the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Rye?
Enjoy incredible bargains by booking your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Rye trip.
How to plan a trip to Rye?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Rye.
  2. Set a budget: Factor in costs such as food, flights and transportation when working out how much to save for your trip to Rye. Then, select a hotel that works with your budget, whether that's a wallet-friendly stay or a lavish retreat.
  3. Decide how long to go for: Now that you know more about Rye, you can figure out the perfect length of your break. Pull together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Rye holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.