West Side Vacation Packages
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Top Holiday Package Deals in West Side
Price found within the past 48 hours. Click for updated prices.
Modern Comfort in the Heart of NYC
Southeast Yonkers
CA $804
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
3.6/10 (4 reviews)
It took calling the booking website customer service to get in contact with the host. I end up getting a different property that the one I reserved but the new on was more bedrooms, at the end I work out but it took some long coy with the host.
Reviewed on Jun 29, 2026
Modern Luxury Home w GameRoom & Parking
Southeast Yonkers
CA $3,066
per person
Oct 22 - Oct 25
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
4.6/10 (11 reviews)
Though the privous occupants refused to vacate the property in time but the landlord was suupportive went out of their way and provided a refund option and an alternative...we took the alternative which happen to be better than the originally booked property ...
Will use this management and property owner in our upcoming short terms rentals.....
Reviewed on Sep 13, 2026
Delamar Greenwich Harbor
CA $1,663
per person
Nov 30 - Dec 4
found 2 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9.4/10 Exceptional! (1,002 reviews)
The property was strikingly beautiful, well maintained, very efficient and pleasant staff and the restaurant L’scala was well run and excellent presentation and food quality
Reviewed on Sep 14, 2026
Delamar Westport
CA $2,179
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
9.6/10 Exceptional! (129 reviews)
The staff at the Delamar is always friendly and helpful. I do wish there was someplace to get ice - as I hate to inconvenience the staff to go to the kitchen to get me ice. Otherwise - always a nice stay.
Reviewed on Sep 14, 2026
Where to stay in West Side
Find the best West Side areas and neighborhoods for the activities you enjoy most. Learn more about West Side
Downtown Stamford
2 out of top 10 points of interest in this area
Central business district with major retail establishments, a shopping mall, and a university campus. Explore the historic district's architecture, enjoy bars and restaurants near Columbus Park, and easily access the Metro-North train station.
Cove - East Side - Shippan
3 out of top 10 points of interest in this area
While visiting Cove - East Side - Shippan, you might make a stop by sights like West Beach and Chelsea Piers.
South End
While South End might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Stamford Town Center and Stamford Center for the Arts.
Waterside
While there might not be top attractions in Waterside, you can explore the larger area and discover places like Stamford Town Center and Stamford Center for the Arts.
North Stamford
1 out of top 10 points of interest in this area
Discover the serene atmosphere of North Stamford, featuring the Stamford Museum and Nature Center, Bartlett Arboretum, and historic Old Long Ridge Village. Easily accessible via Metro-North Railroad and CTTransit buses.
West Side Hotel Deals
Super 8 by Wyndham Stamford/New York City Area
32 Grenhart Rd Stamford CT
Fully refundableReserve now, pay when you stay
CA $124
CA $143 total
Sep 27 - Sep 28
includes taxes & fees
6.6/10 (1,004 reviews)
"We stayed at the Super 8 by Wyndham Stamford/New York City Area for six days while my husband was in the area for medical care. The location was very convenient, with the hospitals we needed less than 30 minutes away. The room was basic but functional, which was expected for a budget property. Unfortunately, ..."
Reviewed on Sep 14, 2026
Hampton Inn & Suites Stamford
26 Mill River Street Stamford CT
Fully refundableReserve now, pay when you stay
CA $298
CA $343 total
Oct 11 - Oct 12
includes taxes & fees
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $207
CA $288 total
Oct 1 - Oct 2
includes taxes & fees
8.2/10 Very good! (1,302 reviews)
"Everyone was very nice. The outside was beautiful and slightly misleading. The interior was dated, difficult to navigate and disappointing considering the price. Free WiFi was nice though. We got stuck in a first floor room but had to take two flights of stairs and an elevator to get there. Room ..."
Reviewed on Sep 14, 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.
Stay near popular West Side attractions
Lione Park
Lione Park is just one of the places to see in Stamford, so why not enjoy the other things to explore during your travels?
Hatch Field
After visiting Hatch Field, make a plan to see the other sights and activities in Stamford.
Things to do
Introductory Helicopter Flight Lesson from Westchester
CA $975
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.