Waterside Vacation Packages
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Price found within the past 48 hours. Click for updated prices.
- Hotel Nyack, a JdV by Hyatt Hotel
Aug 3 - Aug 7Hotel Nyack, a JdV by Hyatt Hotel + Flight
Nyack4 nights8.6/10 - Excellent (1,124 reviews)"Clean rooms a little high priced"Reviewed May 26, 2026Roundtrip • Montreal (YUL) - New York (EWR)YUL - EWR • Nonstop EWR - YUL • NonstopCA $892CA $736found 13 hours agoper traveller - Stamford Suites
Aug 24 - Aug 28Stamford Suites + Flight
Downtown Stamford4 nights6.4/10 - (123 reviews)"Easy and free parking but the rest doesn’t deserved what we paid for it ."Reviewed June 1, 2026Roundtrip • Toronto (YYZ) - New York (LGA)YYZ - LGA • Nonstop LGA - YYZ • NonstopCA $1,125CA $895found 1 day agoper traveller - Hyatt Regency Greenwich
Aug 22 - Aug 28Hyatt Regency Greenwich + Flight
Old Greenwich6 nights8.6/10 - Excellent (1,006 reviews)"highly recommend"Reviewed May 31, 2026Roundtrip • Montreal (YUL) - New York (EWR)YUL - EWR • Nonstop EWR - YUL • NonstopCA $1,922CA $1,595found 12 hours agoper traveller - Red Carpet Inn Norwalk
Jul 4 - Jul 9Red Carpet Inn Norwalk + Flight
Historic District5 nights6.4/10 - (1,002 reviews)"Clean big spacious comfortable room and environment."Reviewed May 29, 2026Roundtrip • Toronto (YYZ) - New York (LGA)YYZ - LGA • Nonstop LGA - YYZ • NonstopCA $906CA $757found 1 day agoper traveller - Delamar Southport
Jul 10 - Jul 12Delamar Southport + Flight
Southport2 nights9.6/10 - Exceptional (482 reviews)"Great spot! Easy to access and great breakfast."Reviewed May 10, 2026Roundtrip • Toronto (YTZ) - New York (EWR)YTZ - EWR • Nonstop EWR - YTZ • NonstopCA $1,121CA $940found 1 day agoper traveller
Where to stay in Waterside
Find the best Waterside areas and neighborhoods for the activities you enjoy most. Learn more about Waterside
Downtown Stamford
2 out of top 10 points of interest in this area
4.5/5(2 area reviews)
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.
Waterside Hotel Deals
La Quinta Inn & Suites by Wyndham Stamford / New York City
135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Jun 28 to Jun 29
CA $129
CA $148 total
Jun 28 - Jun 29
includes taxes & fees
6.8/10 (1,394 reviews)
"Great , I did stay there, I ended up staying at the hotel in Stamford. It was much better and closer to where I work thank you very much. Hopefully I don’t get charged for this. Have a good day."
Reviewed on Jun 2, 2026
DoubleTree by Hilton Stamford
1 First Stamford Pl Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $247 per night from Jun 14 to Jun 15
CA $247
CA $284 total
Jun 14 - Jun 15
includes taxes & fees
7.4/10 Good! (1,009 reviews)
"The hotel looked nice from the outside but the rooms are definitely very old. It is way too expensive of a stay for how old the rooms are. Also there should be free parking but parking costs like $26 a night which is a little unbelievable. I wouldn’t stay here again to be honest .."
Reviewed on Jun 1, 2026
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is CA $285 per night from Jun 28 to Jun 29
CA $285
CA $372 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (1,323 reviews)
"Excellent service"
Reviewed on May 31, 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.
Discover the most popular places to visit in Waterside
Springdale Shopping Center
You can browse for the perfect souvenirs at Springdale Shopping Center during your stay in Stamford. Discover the lively bars and entertainment choices in this family-friendly area.
Things to do
Introductory Helicopter Flight Lesson from Westchester
CA $964
per traveller
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.