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.
Red Carpet Inn
Cove - East Side - Shippan
$715
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Stay at this hotel in Stamford. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Chelsea Piers and Cove Island Park are located nearby.
Hotel Nyack, a JdV by Hyatt Hotel
$810
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Nyack. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Edward Hopper House Art Center and Buttermilk Falls Park are located nearby.
I love staying at this hotel. The rooms are large with amazing decor. The bathroom is spacious. Controlling the temperature of the room is easy. The staff is super friendly. It's easy to get anywhere from this location. Downtown Nyack has tons of restaurant options and the hotel restaurant is also great.
I love the late checkout at noon so I'm never rushed to get out.
I highly recommend this hotel.
Reviewed on Oct 21, 2026
Super 8 by Wyndham Stamford/New York City Area
West Side
$737
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions E. Gaynor Brennan Golf Course and Mill River Park are located nearby.
Not very nice! Not clean!
Reviewed on Oct 22, 2026
Amsterdam Hotel
Downtown Stamford
$805
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stamford Town Center and Stamford Public Library - Ferguson Library are located nearby.
La Quinta Inn & Suites by Wyndham Stamford / New York City
Waterside
$722
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
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 attractions E. Gaynor Brennan Golf Course and Mill River Park are located nearby.
They were currently under renovation so I can make a comment as such.One thing I’m sure of is the staff are very attentive and courteous!.
Reviewed on Oct 22, 2026
Hilltop Inn & Suites
Northwest Yonkers
$869
per person
Dec 26 - Jan 2
found 8 hours ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester's Ridge Hill and Legoland Discovery Center Westchester are located nearby.
The room was very clean but stark; no comfortable chair, no artwork, one desk and one luggage rack. Small TV. Mini fridge with microwave oven on top but no countertop for food prep. Breakfast included yogurts, small plain bagels, bread, mini muffins, cereal and apples. We would have liked bananas, oranges and some danish. Coffee was good.
Reviewed on Oct 22, 2026
Top Hotel Deals
La Quinta Inn & Suites by Wyndham Stamford / New York City
135 Harvard Avenue Stamford CT
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
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 ...
Baymont by Wyndham White Plains - Elmsford
540 Saw Mill River Rd Elmsford NY
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and ...
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
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 ...
Inn at Jericho
101 Jericho Turnpike Westbury NY
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. ...
Royal Regency Hotel
165 Tuckahoe Rd Yonkers NY
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 ...
Sleepy Hollow Hotel, a Dolce by Wyndham
455 S Broadway Tarrytown NY
Book a stay at this family-friendly hotel in Tarrytown. Enjoy free parking, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful ...
Westchester Marriott
670 White Plains Rd Tarrytown NY
Book a stay at this spa hotel in Tarrytown. Enjoy free parking, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
Hilltop Inn & Suites
125 Tuckahoe Rd Yonkers NY
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Westchester's Ridge Hill and Legoland ...
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and ...
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
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 ...
East Norwich Inn
6321 Northern Blvd. East Norwich NY
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 ...
J House Greenwich
1114 E. Putnam Ave Riverside CT
Book a stay at this spa hotel in Riverside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Hampton Inn White Plains/Tarrytown
200 West Main Street Elmsford NY
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 ...
The Stamford Hotel
700 East Main Street Stamford CT
Book a stay at this business-friendly hotel in Stamford. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
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.
Fri, Nov 13 - Tue, Nov 17
MCO
Orlando Intl.
HPN
Westchester County
$179
Roundtrip
found 6 days ago
Sat, Dec 5 - Tue, Dec 8
MIA
Miami Intl.
LGA
LaGuardia
$199
Roundtrip
found 1 day ago
Thu, Nov 12 - Mon, Nov 16
MIA
Miami Intl.
JFK
John F. Kennedy Intl.
$239
Roundtrip
found 4 days ago
Sun, Dec 6 - Fri, Dec 11
LAX
Los Angeles Intl.
JFK
John F. Kennedy Intl.
$357
Roundtrip
found 1 hour ago
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