Downtown Stamford Vacations from ￥60,963
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The Latest Downtown Stamford Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Greenwich
￥72,108
per person
Sep 20 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.6/10 Excellent! (1,088 reviews)
The hotel was fine enough, but I don’t understand why they were playing such loud techno music in the lobby until 11pm every night. The atrium is a big open space that the rooms are mostly connected to. So the music was very audible in the room. This was on a Tuesday night and not what I was looking for. This continued for the next 3 nights. It was definitely the wrong vibe and I will not be returning.
Reviewed on Aug 6, 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
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.
Waterside
While there might not be top attractions in Waterside, you can explore the larger area and discover places like Stamford Town Center and Stamford Center for the Arts.
South End
While South End might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Stamford Town Center and Stamford Center for the Arts.
West Side
1 out of top 10 points of interest in this area
While there might not be top attractions in West Side, you can explore the larger area and discover places like Stamford Center for the Arts and E. Gaynor Brennan Golf Course.
North Stamford
1 out of top 10 points of interest in this area
Discover the serene atmosphere of North Stamford, featuring the Stamford Museum and Nature Center, Bartlett Arboretum, and historic Old Long Ridge Village. Easily accessible via Metro-North Railroad and CTTransit buses.
Downtown Stamford Hotel Deals
Amsterdam Hotel
19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
￥16,082
￥18,639 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (1,778 reviews)
"The hotel feels quite outdated, and there is a strong smell coming from the carpet in the room."
Reviewed on Aug 5, 2026
The Stamford Hotel
700 East Main Street Stamford CT
Fully refundableReserve now, pay when you stay
￥23,203
￥26,683 total
Aug 30 - Aug 31
includes taxes & fees
Stamford Marriott Hotel & Spa
243 Tresser Blvd Stamford CT
Fully refundableReserve now, pay when you stay
￥30,690
￥35,294 total
Aug 16 - Aug 17
includes taxes & fees
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 vacation package cost?
Starting from as little as ￥60,963, 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.
Stay near popular Downtown Stamford attractions
Stamford Town Center
8.6/10 (374 reviews)
You can find the perfect gifts to bring home at Stamford Town Center during your trip to Stamford. Check out the top-notch restaurants or lively bars in this family-friendly area.
Stamford Center for the Arts
7.8/10 (127 reviews)
Enjoy a performance at Stamford Center for the Arts, a storied theater in Stamford. Check out the lively bars or top-notch restaurants in this family-friendly area.
Mill River Park
Mill River Park is just one of the places to see in Stamford, so why not enjoy the other things to explore during your travels?
Stamford Public Library - Ferguson Library
9.0/10 (4 reviews)
Stamford Public Library - Ferguson Library is just one of the places to see in Stamford, so why not enjoy the other things to explore during your travels? Check out the lively bars or top-notch restaurants in this family-friendly area.
Fernando Luis Alvarez Gallery
9.0/10 (4 reviews)
You can study the exhibits at Fernando Luis Alvarez Gallery, a museum with a storied past, during your travels to Stamford. Check out the lively bars or top-notch restaurants in this family-friendly area.
Veterans Memorial Park
After visiting Veterans Memorial Park, make a plan to see the other sights and activities in Stamford.
Latham Park
Latham Park is just one of the places to see in Stamford, so why not enjoy the other things to explore during your travels?
Town Hall Park
Town Hall Park is just one of the places to see in Stamford, so why not enjoy the other things to explore during your travels?
Things to do
Introductory Helicopter Flight Lesson from Westchester
￥211,302
per traveler
Introductory Helicopter Flight Lesson from Westchester
￥112,525
per traveler
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.