Waterside Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Waterside Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Tarrytown House Estate
Price was $1,151, price is now $819 per person
$819
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
Luxury NY Home with Free Parking
Save 100% on your flight
Price was $4,659, price is now $3,104 per person
$3,104
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Book a stay at this family-friendly vacation home in White Plains. Enjoy free parking, dry cleaning or laundry services, and laundry facilities. Popular attractions Westchester County Center and Silver Lake Park are located nearby.
3BR Prime Luxury NY - Free Parking
Save 100% on your flight
Price was $3,773, price is now $2,550 per person
$2,550
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Stay at this apartment in White Plains. Enjoy free WiFi and free parking. Popular attractions Westchester County Center and Jacob Purdy House are located nearby.
Luxury 3BR Family Home Game Room Parking
Bryn Mawr
Save 100% on your flight
Price was $1,603, price is now $1,100 per person
$1,100
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Stay at this apartment in Yonkers. Enjoy free WiFi and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
Luxury NYC Home Game Room Free Parking
Save 100% on your flight
Price was $2,319, price is now $1,624 per person
$1,624
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Stay at this villa in White Plains. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Westchester County Center and Silver Lake Park are located nearby.
Hyatt Regency Greenwich
Price was $1,382, price is now $983 per person
$983
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions E. Gaynor Brennan Golf Course and Mianus Park are located nearby.
Top Hotel Deals
La Quinta Inn & Suites by Wyndham Stamford / New York City
135 Harvard Avenue Stamford CT
1.12 km from Waterside
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
DoubleTree by Hilton Stamford
1 First Stamford Pl Stamford CT
0.92 km from Waterside
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour health club. Our guests praise the helpful staff ...
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
25.64 km from Waterside
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful ...
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
22.45 km from Waterside
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7 Norwalk CT
16.26 km from Waterside
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Inn at Jericho
101 Jericho Turnpike Westbury NY
28.55 km from Waterside
Stay at this motel in Westbury. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
East Norwich Inn
6321 Northern Blvd. East Norwich NY
21.58 km from Waterside
Book a stay at this business-friendly hotel in East Norwich. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the ...
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
1.7 km from Waterside
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff ...
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
27.66 km from Waterside
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant ...
Hampton Inn White Plains/Tarrytown
200 West Main Street Elmsford NY
23.16 km from Waterside
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Ramada by Wyndham Bronx
1000 Baychester Ave Bronx NY
29.16 km from Waterside
Book a stay at this business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Ardsley Acres Hotel Westchester
560 Saw Mill River Rd Ardsley NY
25.33 km from Waterside
Book a stay at this business-friendly hotel in Ardsley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Hampton Inn & Suites Yonkers
160 Corporate Blvd Yonkers NY
28.18 km from Waterside
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Jul 9 - Tue, Jul 21
MCO
Orlando Intl.
LGA
LaGuardia
$168 Roundtrip, found 1 day ago
$168
Roundtrip
found 1 day ago
Thu, Aug 13 - Tue, Aug 18
MCO
Orlando Intl.
HPN
Westchester County
$171 Roundtrip, found 4 days ago
$171
Roundtrip
found 4 days ago
Tue, Sep 15 - Sat, Sep 26
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Tue, Sep 1 - Sat, Sep 5
FLL
Fort Lauderdale - Hollywood Intl.
LGA
LaGuardia
$177 Roundtrip, found 5 days ago
$177
Roundtrip
found 5 days ago
Wed, Sep 2 - Sun, Sep 6
MIA
Miami Intl.
JFK
John F. Kennedy Intl.
$202 Roundtrip, found 2 days ago
$202
Roundtrip
found 2 days ago