Waterside Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Holiday Package Deals in Waterside
Price found within the past 48 hours. Click for updated prices.
Hampton Inn White Plains/Tarrytown
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8/10 Very Good! (1,057 reviews)
Well the breakfast was good , we rent 4 rooms with family one room the toilet is broken my room did have weird smell
Reviewed on Jul. 28, 2025
Residence Inn Stamford Downtown
Downtown Stamford
per person
Aug 28 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
9.4/10 Exceptional! (344 reviews)
Note that this property shares some resources with the adjacent Marriott courtyard (pool, coffee shop, valet parking) but has its own included breakfast.
Reviewed on Jul. 9, 2025
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 $114 per night from Aug 12 to Aug 13
CA $114
CA $132 total
Aug 12 - Aug 13
includes taxes & fees
6.4/10 (655 reviews)
"The service was wonderful, I enjoyed the breakfast and the convenience of the diner."
Reviewed on Jul. 27, 2025
Hilton Stamford Hotel & Executive Meeting Center
1 First Stamford Pl, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is CA $215 per night from Aug 3 to Aug 4
CA $215
CA $247 total
Aug 3 - Aug 4
includes taxes & fees
7.4/10 Good! (1,005 reviews)
"Clean, comfortable and super quiet! Staff was very friendly and helpful"
Reviewed on Jul. 15, 2025
EVEN Hotel Norwalk by IHG
426 Main Ave, Route 7, Norwalk, CT
Fully refundable
The price is CA $166 per night from Aug 3 to Aug 4
CA $166
CA $191 total
Aug 3 - Aug 4
includes taxes & fees
8.2/10 Very Good! (1,024 reviews)
"I like the room and the extra 30 was worth it"
Reviewed on Jul. 27, 2025
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
Couple's Private NYC Helicopter Tour from Westchester
CA $1,300
per traveller
Introductory Helicopter Flight Lesson from Westchester
CA $917
per traveller
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.