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.
Stamford Marriott Hotel & Spa

Stamford Marriott Hotel & Spa

3.5 out of 5
Downtown Stamford
Price was CA $713, price is now CA $593 per person
CA $593
per person
Jun 20 - Jun 22
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8/10 Very Good! (1,001 reviews)
I had 2 different, very tasty bre as kfasts. Fitto dinner. A hood beer selection. And the staff coukd not have been friendlier. Great room. Nice TV.

Reviewed on Apr 29, 2026

Modern Comfort in the Heart of NYC

Modern Comfort in the Heart of NYC

4 out of 5
Southeast Yonkers
Price was CA $1,330, price is now CA $958 per person
CA $958
per person
Jun 8 - Jun 10
found 6 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
2/10 (3 reviews)
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was CA $1,470, price is now CA $1,122 per person
CA $1,122
per person
Jun 14 - Jun 20
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8/10 Very Good! (1,413 reviews)
Great place have stayed there before

Reviewed on Apr 29, 2026

Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
Price was CA $820, price is now CA $637 per person
CA $637
per person
Jun 11 - Jun 14
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
7/10 Good! (1,008 reviews)
The room was clean , I had originally booked a king smoking room when I arrived late for check in about 30 min. The room hadn’t been checked out of. I told them I would need a smoking room of some sort. I was given a 2 bed room. The remote had dead battery’s , it an open concept for building detail so you will have to go outside to go to the vending machine or main office. The walls are thin so no loud anything if you want to be respectful to other. Other wise the visit wasn’t bad and I completely what I needed to do . So 6/10. Had parking spots no issue Ac and heat was kicking but the smelling of the room was off very off Staff was helpful and kind

Reviewed on Apr 26, 2026

The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
Price was CA $733, price is now CA $613 per person
CA $613
per person
Jun 20 - Jun 22
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
7.8/10 Good! (1,159 reviews)
Excellent stay and seevice

Reviewed on Apr 9, 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 May 22 to May 23
CA $136
CA $157 total
May 22 - May 23
includes taxes & fees
8.4/10 Very Good! (1,745 reviews)
For the price ,it was clean ,good stuff size room ,clean bathroom,friendly staff,carpet need little love little old ,but I will stay again ..compare to those expensive hotel

Reviewed on Apr 29, 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 $183 per night from May 14 to May 15
CA $183
CA $211 total
May 14 - May 15
includes taxes & fees
7.8/10 Good! (1,145 reviews)
Clean room front-end desk ladies we exceptional everything about The Stamford Hotel met my expectations for everything food atmosphere everything 5 stars

Reviewed on Apr 21, 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 $264 per night from May 14 to May 15
CA $264
CA $304 total
May 14 - May 15
includes taxes & fees
8/10 Very Good! (1,001 reviews)
I had 2 different, very tasty bre as kfasts. Fitto dinner. A hood beer selection. And the staff coukd not have been friendlier. Great room. Nice TV.

Reviewed on Apr 29, 2026

Stamford Marriott Hotel & Spa
See all 1,184 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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Frequently asked questions

How much does a Downtown Stamford vacation package cost?
Starting from as little as CA $593, 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

Things to do

Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

CA $1,790
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.