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.
Hotel Nyack, a JdV by Hyatt Hotel

Hotel Nyack, a JdV by Hyatt Hotel

4 out of 5
Price was CA $674, price is now CA $587 per person
CA $587
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.6/10 Excellent! (1,149 reviews)
The hotel itself is beautiful, and the rooms were clean, comfortable, and well maintained. Most of the staff we encountered were friendly and professional, especially the restaurant team and other front desk personnel. Unfortunately, our stay was overshadowed by one female front desk employee who made us feel unwelcome from the moment we arrived early with our infant son. While the property has a lot to offer, guest service starts at the front desk, and this interaction significantly impacted our overall impression. Because of this experience, I do not believe we would return.

Reviewed on Jun 21, 2026

The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2.5 out of 5
Ridgeway-Bullshead
Price was CA $831, price is now CA $684 per person
CA $684
per person
Jul 21 - Jul 24
found 1 day ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
7.8/10 Good! (812 reviews)
Ok The breakfast was bad Staff not helpful Iron room not working Staff not very helpful The room and bed was ok

Reviewed on Jun 21, 2026

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
Price was CA $1,587, price is now CA $1,323 per person
CA $1,323
per person
Aug 22 - Aug 28
found 19 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to White Plains (HPN)
8.4/10 Very Good! (1,905 reviews)
Clean room, amazing staff ,

Reviewed on Jun 20, 2026

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
Southeast Yonkers
Price was CA $1,014, price is now CA $892 per person
CA $892
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
9.2/10 Wonderful! (1,477 reviews)
My daughters and granddaughter were disappointed there wasn't a pool that was listed online.

Reviewed on Jun 17, 2026

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
Price was CA $944, price is now CA $835 per person
CA $835
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.6/10 Excellent! (1,034 reviews)
Atrium is beautiful. Room was clean and modern.

Reviewed on Jun 20, 2026

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
Stamford City Harbor Point Landscape with tall office buildings, park benches, boardwalk footpaths, and moored boats at the dock on a dramatic stormy winter in Connecticut

Cove - East Side - Shippan

3 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.

Find hotels in Cove - East Side - Shippan

Downtown Stamford Hotel Deals

Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from Jul 2 to Jul 3
CA $136
CA $158 total
Jul 2 - Jul 3
includes taxes & fees
8.4/10 Very Good! (1,754 reviews)
"We’ve stayed here several times. Good value, spacious room, nice rest stop on our way to New York"

Reviewed on Jun 20, 2026

Amsterdam Hotel
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
700 East Main Street Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Jun 28 to Jun 29
CA $181
CA $208 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,164 reviews)
"Our room was not very clean.. I killed a bug on the rug when we walked into our room.. carpet was badly stained.."

Reviewed on Jun 20, 2026

The Stamford Hotel
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
243 Tresser Blvd Stamford CT
Fully refundableReserve now, pay when you stay
The price is CA $275 per night from Jun 28 to Jun 29
CA $275
CA $317 total
Jun 28 - Jun 29
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"Convenient location for me in downtown Stamford. Checking in was simple, and my room was ready for me when I arrived. The parking garage can become very full at times, making it difficult to park. There is additional parking across the street, but that’s not convenient (or safe) when coming back ..."

Reviewed on Jun 19, 2026

Stamford Marriott Hotel & Spa
See all 1,155 properties in Downtown Stamford
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.
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All Inclusive Vacations
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Frequently asked questions

How much does a Downtown Stamford vacation package cost?
Starting from as little as CA $587, you can handcraft your own Downtown Stamford vacation package. Simply bundle flights, hotels and car rentals and we'll reward you with discounts.
How do I get a cheap travel package to Downtown Stamford?
You'll save loads of cash if you bundle your hotels, car rentals and flights into a Downtown Stamford travel package. Sometimes cheap packages mean fewer choices. But that's not the case with Expedia. We offer more than 550 airlines and 1,000,000 hotels globally, so you'll always have plenty of options to choose from. Like to save even more? Add some exciting activities to your package deal and unlock even bigger discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Downtown Stamford?
With lots to discover in Downtown Stamford, it's a good idea to stay near its attractions. Chelsea Piers, Stamford Town Center and Cove Island Park are some top ones to add to your must-see list.
What are the top hotels in Downtown Stamford?
Apartments At Greyrock and Residence Inn Stamford Downtown are among the most popular hotels in Downtown Stamford. Why not check out the rates and amenities at each and then decide?
How far in advance should I book my Downtown Stamford vacation?
Travelers are generally able to browse international flights on Expedia up to a year in advance of departure. Booking at the last minute? With a stroke of luck, it's still possible to score a cheap ticket only weeks before your journey.
What does an Expedia Downtown Stamford travel package include?
Expedia has all you need to book your Downtown Stamford escape, but what goes into your package is totally up to you. Select from a combination of rental cars, flights and hotels. Chasing some tours or activities to keep you busy? Once you've made your booking, you can add them on too. Whatever your budget, there's a deal to match your needs.
What should I know before booking a Downtown Stamford travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and land terrific discounts. You're not restricted to hotels, however. Book with us and take your pick of beachside condos, cabins in the mountains and even houseboats and castles!
Can I choose my airline with a Downtown Stamford Expedia vacation package?
Yes — that's the beauty of an Expedia package. You can pick and choose your flights, hotels and more. We have more than 550 partner airlines around the world, so you have loads of choice when organizing your Downtown Stamford trip.
If I'm not able to travel, can I cancel my Downtown Stamford vacation package?
You can. We get that things don't always go to plan, so we're happy to help if you need to make changes to your Downtown Stamford vacation package. You may be able to cancel or change your itinerary at no cost if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

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.

Museum of Black World War II History

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.

Springdale Shopping Center

Things to do

Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

CA $976
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Stamford
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.