Rye Vacation Packages
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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.
Luxury 3BR Family Home Game Room Parking
Bryn Mawr
Price was CA $4,181, price is now CA $3,470 per person
CA $3,470
per person
Jul 30 - Aug 4
found 16 hours ago
Roundtrip flight included
Toronto (YTZ) to White Plains (HPN)
6.8/10 (3 reviews)
Beautiful layout. Property had everything that was needed for an awesome stay.
Reviewed on Feb 27, 2026
Stamford Marriott Hotel & Spa
Downtown Stamford
Price was CA $1,348, price is now CA $1,138 per person
CA $1,138
per person
Aug 6 - Aug 10
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to White Plains (HPN)
8/10 Very good! (1,009 reviews)
Convenient location for me in downtown Stamford. Checking in was simple, and my room was ready for me when I arrived. The parking garage can become very full at times, making it difficult to park. There is additional parking across the street, but that’s not convenient (or safe) when coming back to the hotel very late. The room was clean, and the shower was exceptional with a waterfall shower head. The lobby, hallways and common areas could use some sprucing up. The bed was not comfortable, but for one night, it was fine. Recommended for a short stay.
Reviewed on Jun 19, 2026
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
Price was CA $5,241, price is now CA $4,487 per person
CA $4,487
per person
Aug 25 - Aug 29
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to White Plains (HPN)
5.6/10 (8 reviews)
This was an excellent
House
My birthday weekend was amazing
I totally would book again
Reviewed on Mar 17, 2024
Rye Hotel Deals
Empire Hotel
44 W 63rd St New York NY
Fully refundableReserve now, pay when you stay
The price is CA $228 per night from Jul 1 to Jul 2
CA $228
CA $299 total
Jul 1 - Jul 2
includes taxes & fees
7.6/10 Good! (6,900 reviews)
"The ac in my room broke on"
Reviewed on Jun 24, 2026
Park Lane New York
36 Central Park S New York NY
Fully refundableReserve now, pay when you stay
The price is CA $482 per night from Jun 29 to Jun 30
CA $482
CA $639 total
Jun 29 - Jun 30
includes taxes & fees
8.4/10 Very good! (1,795 reviews)
"No thanks. Pretty dated."
Reviewed on Jun 24, 2026
Loews Regency New York Hotel
540 Park Avenue New York NY
Fully refundableReserve now, pay when you stay
The price is CA $851 per night from Jun 28 to Jun 29
CA $851
CA $985 total
Jun 28 - Jun 29
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"The bartender Sunny in the bar. Can't keep up with the crowd and forgets a lot."
Reviewed on Jun 23, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
