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.
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Price was CA $752, price is now CA $567 per person
CA $567
per person
Oct 17 - Oct 19
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.4/10 Very Good! (1,007 reviews)
This is a nice little hotel in Norwalk, we discover it by chance.

Reviewed on Sep. 1, 2025

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
Price was CA $980, price is now CA $661 per person
CA $661
per person
Nov 20 - Nov 23
found 7 hours ago
Roundtrip flight included
Calgary (YYC) to White Plains (HPN)
8/10 Very Good! (1,001 reviews)
The elevators were down, however the property got at least back up and running by morning.

Reviewed on Sep. 2, 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Price was CA $789, price is now CA $605 per person
CA $605
per person
Nov 20 - Nov 23
found 7 hours ago
Roundtrip flight included
Calgary (YYC) to White Plains (HPN)
7.8/10 Good! (1,140 reviews)
Lovely area, very clean and quiet hotel.

Reviewed on Sep. 2, 2025

Days Inn by Wyndham Elmsford / White Plains

Days Inn by Wyndham Elmsford / White Plains

2 out of 5
Price was CA $755, price is now CA $601 per person
CA $601
per person
Nov 9 - Nov 14
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
6.6/10 (1,006 reviews)
Convenient, friendly

Reviewed on Aug. 24, 2025

The Lloyd Stamford, Tapestry Collection by Hilton

The Lloyd Stamford, Tapestry Collection by Hilton

3.5 out of 5
Downtown Stamford
Price was CA $1,001, price is now CA $798 per person
CA $798
per person
Oct 17 - Oct 19
found 5 hours ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.8/10 Excellent! (380 reviews)
Conscience and the facility was clean!

Reviewed on Sep. 2, 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
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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 West Beach and Chelsea Piers.

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 $111 per night from Sep 9 to Sep 10
CA $111
CA $129 total
Sep 9 - Sep 10
includes taxes & fees
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 $210 per night from Sep 14 to Sep 15
CA $210
CA $242 total
Sep 14 - Sep 15
includes taxes & fees
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 $287 per night from Sep 3 to Sep 4
CA $287
CA $331 total
Sep 3 - Sep 4
includes taxes & fees
Stamford Marriott Hotel & Spa
See all 1,083 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Downtown Stamford vacation package cost?
Starting from as little as CA $567, 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 lively bars in this family-friendly 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 $921
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.