Downtown Stamford Holidays

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Price found within the past 48 hours. Click for updated prices.
Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
Price was €1,306, price is now €984 per person
€984
per person
7 Oct - 13 Oct
found 19 hours ago
Return direct flight included
Toronto (YYZ) to White Plains (HPN)
6.8/10 (1,007 reviews)
The staff was very very helpful/kind/responsive!!!

Reviewed on 18 Aug 2025

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Price was €3,195, price is now €2,237 per person
€2,237
per person
7 Oct - 13 Oct
found 19 hours ago
Return direct flight included
Toronto (YYZ) to White Plains (HPN)
3/10 (4 reviews)
Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Price was €4,124, price is now €2,916 per person
€2,916
per person
7 Oct - 13 Oct
found 19 hours ago
Return direct flight included
Toronto (YYZ) to White Plains (HPN)
2/10 (1 review)
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Price was €1,536, price is now €1,204 per person
€1,204
per person
7 Oct - 13 Oct
found 19 hours ago
Return direct flight included
Toronto (YYZ) to White Plains (HPN)
6.8/10 (31 reviews)
Nice view from the apartment and great for business trip.

Reviewed on 16 Dec 2024

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
Price was €1,328, price is now €1,041 per person
€1,041
per person
29 Oct - 5 Nov
found 16 hours ago
Return flight included
Dublin (DUB) to White Plains (HPN)
8.6/10 Excellent! (1,106 reviews)
Used the hotel shuttle, which worked out perfectly, check-in was smooth, and the room was very modern and clean. Also a really good omelette for breakfast. Only downside is a destination or resort fee.

Reviewed on 21 Aug 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 Cummings Park Beach and West Beach.

Find hotels in Cove - East Side - Shippan

Top hotels in Downtown Stamford

Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,636 reviews)
"Good deal for the price. Room clean, staff always pleasant, professional and helpful"

Reviewed on 19 Aug 2025

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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 €176 per night from 28 Aug to 29 Aug
€176
28 Aug - 29 Aug
includes taxes & fees
7.8/10 Good! (1,108 reviews)
"Would have been better but they were having issues with the room keys. Someone had to let you into the room each time you left."

Reviewed on 18 Aug 2025

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 €235 per night from 31 Aug to 1 Sept
€235
31 Aug - 1 Sept
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Great service, very accommodating"

Reviewed on 19 Aug 2025

Stamford Marriott Hotel & Spa
See all 1,087 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.

Frequently asked questions

How much does a Downtown Stamford holiday package cost?
Starting from as little as €984, you can handcraft your own Downtown Stamford holiday 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 Centre 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 holiday?
Travellers 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 holiday 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 organising your Downtown Stamford trip.
If I'm not able to travel, can I cancel my Downtown Stamford holiday 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 holiday 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.

Popular places to visit

Fernando Luis Alvarez Gallery

You can study the exhibits at Fernando Luis Alvarez Gallery, a museum with a storied past, during your holiday in Stamford. Visit the lively bars or top-notch restaurants in this family-friendly area.

Fernando Luis Alvarez Gallery

Cove Island Park

If a restful holiday is part of your travel plans, Cove Island Park might be the perfect place to visit during your trip to Stamford. Visit the shops and top-notch restaurants in this family-friendly area.

Cove Island Park

Springdale Shopping Center

You can find the perfect gifts to bring home at Springdale Shopping Center during your trip to 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

€579
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.