Rye Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Your Rye Vacation

Reserve a Rye vacation package and get ready to experience all this city has to offer. Consider staying in the neighborhood of Downtown Stamford, which is great for history, bars and pubs and dining. Like to explore your new surroundings? Capitol Theatre, The Westchester Mall and Rye Playland are among the most popular places to visit during a trip to Rye. Whatever your travel plans or budget, organizing a tailored Rye vacation is a walk in the park with Expedia.

Top Rye Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Price was CA $1,150, price is now CA $880 per person
CA $880
per person
Nov 14 - Nov 18
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very Good! (1,004 reviews)
What a Gem. The room spacious and clean ( tub definitely needs elbow grease but that’s why shower shoes are a thing). Overall, The entire team was amazing. It’s a resort like feeling North of Manhattan. THE FOOD OMG where to begin nothing let me down over the four nights!!!! Dominique, Nicole, and Teddy-and the locals who frequent are the reasons we will come back - NOMA SOCIAL just continue to play a variety of music becasue although I love my latin music it was overkill and DJ’s must represent rhe NYC culture to entirely with a good mix and not a centered focus on one genre- BUT STILL A FAVORITE PLACE!!

Reviewed on Aug. 20, 2025

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Price was CA $3,634, price is now CA $2,752 per person
CA $2,752
per person
Nov 14 - Nov 18
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
3/10 (4 reviews)
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was CA $1,283, price is now CA $988 per person
CA $988
per person
Sep 27 - Oct 2
found 4 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to White Plains (HPN)
8/10 Very Good! (1,092 reviews)
Everything was fine. The only issue is the toilet is very low. A little difficult for someone with knee issues.

Reviewed on Aug. 20, 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Price was CA $4,102, price is now CA $3,168 per person
CA $3,168
per person
Nov 14 - Nov 18
found 7 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
2/10 (1 review)
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
Price was CA $1,951, price is now CA $1,534 per person
CA $1,534
per person
Oct 2 - Oct 7
found 5 hours ago
Roundtrip flight included
Calgary (YYC) to White Plains (HPN)
8.6/10 Excellent! (1,096 reviews)
Excellent welcoming front desk staff!

Reviewed on Aug. 18, 2025

Ready to book your vacation to Rye?

 

Choose your dates

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 CA $283 per night from Aug 25 to Aug 26
CA $283
CA $361 total
Aug 25 - Aug 26
includes taxes & fees
7.6/10 Good! (5,806 reviews)
"The pool is for kids only"

Reviewed on Aug. 17, 2025

Empire 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
The price is CA $162 per night from Aug 24 to Aug 25
CA $162
CA $219 total
Aug 24 - Aug 25
includes taxes & fees
7/10 Good! (2,305 reviews)
"Fantastic, affordable spot. Met lots of cool folks from around the world staying here. Within steps to the Subway 1, 2, 3 lines. Check in and check out easy as 1, 2, 3 as well."

Reviewed on Aug. 18, 2025

Night Hotel Broadway
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 CA $775 per night from Aug 24 to Aug 25
CA $775
CA $897 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Location is best im America. EVERYTHING is right there. Staff is extremely attentive and excellent workers. They found all kind of perks and things to offer us. Truly above and beyond. The property is older; needs renovations to bring it to 22 st century with period details. Our compliments to all ..."

Reviewed on Aug. 16, 2025

Loews Regency New York Hotel
See all 4,084 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Rye vacation package cost?
You can snap up a vacation package to this top destination from CA $880 on Expedia. But how much your vacation to Rye costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Rye?
If you're looking to snag a cheap Rye vacation package, consider planning a trip in January, February and March. You'll generally find better prices on flights and accommodations during these months — perfect for travellers wishing to save money.
How many days is enough for Rye?
You can easily explore all the leading attractions in Rye within a few days, including the popular The Westchester Mall. If you're after a longer Rye vacation, look at what kind of activities and day tours are available close by.
Is it worth booking a vacation package to Rye?
Rye offers everything you need for an unforgettable escape. Get your Rye vacation off to a flying start by checking out top attractions like Rye Playland.
How to find the best Rye package deals?
Landing a cheap Rye package deal is a breeze with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget, apply some filters and see what's available. You can fine-tune your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most pocket-friendly Rye 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 usually lower.
Is it cheaper to book a Rye vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking accommodations and flights separately. Better still, you can personalize your Rye escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Rye?
If you're considering a spur-of-the-moment Rye adventure, check out 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 ahead.
How to plan a trip to Rye?

  1. Choose when to get away: Check your calendar and pack your bags. Your favourite season and the type of activities available will also help you decide when to vacation in Rye.
  2. Calculate your budget: Ensure you have enough money to cover everything from transportation and food to experiences and flights. Your accommodations will probably be the largest expense during your trip to Rye.
  3. Work out your trip length: Think about how long you'd like to spend exploring Rye. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, lock in the right Rye vacation package for you.

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