
Downtown Stamford Vacation Packages
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Top Holiday Package Deals in Downtown Stamford
Price found within the past 48 hours. Click for updated prices.



Hyatt Regency Greenwich
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to White Plains (HPN)
8.2/10 Very Good! (964 reviews)
The “Castle”, apparently a large conversion from an office complex to a hotel. The indoor atrium is remarkable but never ending renovations seem to be a thing. It appears this is a “union” staff, so the range in quality of employees is quite wide. There are a few shining stars but for the most part, service is an issue and it’s more like a Stamford hotel than a Greenwich hotel. I struggle a bit with ratings but likely this is a 3 star facility that pales in comparison to other Greenwich hotels in terms of service, food, access and management.
Many out of town guests, likely just a bit price sensitive. Likely good for a wedding, as the atrium provides an indoor setting where you won’t need to worry about inclement weather and/or tents. The quality of food is an issue. Aside from the morning coffee shop, I intentionally chose to go out instead of eating dinner there more than once.
Clearly room for improvement but overall a viable facility for families, business travels - especially larger convention type groups - or others looking for a detour from downtown Stamford.
Reviewed on Jul. 17, 2025


Super 8 by Wyndham Stamford/New York City Area
West Side
per person
Aug 27 - Sep 3
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to White Plains (HPN)
6.2/10 (1,003 reviews)
The Super8 was an awesome stay. Staff was polite and helpful with answering our questions...
Reviewed on Jul. 6, 2025
Where to stay in Downtown Stamford
Find the best Downtown Stamford areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Stamford

Cove - East Side - Shippan
4 out of top 10 points of interest in this area
While visiting Cove - East Side - Shippan, you might make a stop by sights like Cummings Park Beach and West Beach.
Downtown Stamford Hotel Deals

Amsterdam Hotel
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from Jul 23 to Jul 24
CA $120
CA $139 total
Jul 23 - Jul 24
includes taxes & fees
8.4/10 Very Good! (1,604 reviews)
Cheap and convenient with friendly staff
"Needed a reasonably priced hotel for a short trip at a convenient location. This met those objectives. The property needs an upgrade. The carpets in the hallways and inside the elevator were dirty. While the room and the bathroom were clean, they both need serious upgrades. The elevator skipped my ..."
Reviewed on Jul. 14, 2025

The Stamford Hotel
700 East Main Street, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Aug 3 to Aug 4
CA $176
CA $202 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,075 reviews)
"Great hotel"
Reviewed on Jul. 14, 2025

Stamford Suites
720 Bedford St, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Jul 20 to Jul 21
CA $211
CA $243 total
Jul 20 - Jul 21
includes taxes & fees
5.6/10 (45 reviews)
"While the physical property is well maintained, generally it could use a facelift and update. Also, the windows have not been cleaned in some Time!"
Reviewed on Jul. 13, 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.
Frequently asked questions
Discover the most popular places to visit in Downtown Stamford
Museum of Black World War II History
You can study the exhibits at Museum of Black World War II History, a museum with a storied past, during your travels to Stamford. Check out the shops and top-notch restaurants in this romantic area.
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
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.