Stamford Holidays

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Our guide on where to stay in Stamford

Find the best Stamford areas and neighborhoods for the activities you enjoy most. Learn more about Stamford
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Downtown Stamford

2 out of top 10 points of interest in this area
4/5(1 area review)

While visiting Downtown Stamford, you might make a stop by sights like Stamford Center for the Arts and Stamford Town Center.

Find hotels in Downtown Stamford

Stamford Holiday

Our pick of the best Stamford Hotel Deals

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! (1,628 reviews)
"Nice place @ a good price"

Reviewed on 5 Aug. 2025

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Amsterdam Hotel
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is NZ$169 per night from 27 Aug to 28 Aug
NZ$169
27 Aug - 28 Aug
includes taxes & fees
6.4/10 (691 reviews)
"Great value with breakfast, staff is very nice and friendly but the room is noisy."

Reviewed on 7 Aug. 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
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 NZ$262 per night from 17 Aug to 18 Aug
NZ$262
17 Aug - 18 Aug
includes taxes & fees
7.6/10 Good! (1,092 reviews)
"Very clean rooms. Friendly service! I would go back"

Reviewed on 2 Aug. 2025

The Stamford Hotel
See all 2,023 properties in 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.

Discover the most popular places to visit in Stamford

Chelsea Piers

Take the family on an outing to Chelsea Piers during your trip to Stamford. Savour the lively bars and top-notch restaurants while in town.

Chelsea Piers

Cummings Park

Cummings Park is just one of the places to see in Stamford, so why not enjoy the other things to explore during your travels? While you're in the area, wander around the parks.

Cummings Park

Hoyt Barnum House

Learn about the local history of Stamford with a stop at Hoyt Barnum House. Discover the lively bars and entertainment choices in this family-friendly area.

Hoyt Barnum House

What to do in Stamford

Couple's Private New York Helicopter Tour from Westchester

Couple's Private NYC Helicopter Tour from Westchester

NZ$1,579
per traveller
Couple's Private NYC Helicopter Tour from Westchester
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

NZ$1,113
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Stamford

Frequently asked questions

How much does a Stamford holiday package cost?
You'll find cheap prices on Expedia for your Stamford break. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Stamford costs.
What are the cheapest months to go to Stamford?
If you're looking to snag a cheap Stamford holiday package, consider visiting in January, February and April. You're likely to find better prices on flights and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Stamford?
We suggest planning a Stamford holiday for a minimum of 2 days. This will allow you enough time to check off key attractions such as Cummings Park and Curtain Call, and check out neighbourhoods like Downtown Stamford and Cove - East Side - Shippan. You could even squeeze in a day trip (or two) beyond Stamford.
Is it worth booking a holiday package to Stamford?
Stamford is a good holiday destination with attractions like Chelsea Piers among the many things to keep you busy. Whether you're heading away with the family or planning a trip with friends, a Stamford holiday promises fun for everyone.
How to find the best Stamford package deals?
Use Expedia's filter tool to help you find some terrific Stamford package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Stamford package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Stamford holiday as a package?
You can enjoy significant savings on your Stamford getaway by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday package to Stamford?
If you've got your Stamford travel dates locked in, book as early as you can to score some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Stamford?

  1. Pick your travel dates: What you want to do in Stamford and your favourite season can help you decide when to go.
  2. Plan your budget wisely: In addition to the price of your hotel, you'll need to consider other expenses. These include transportation, food and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Stamford.
  3. Decide how long to go away for: Now that you're up to speed on Stamford, you can work out the perfect length of your holiday. Put together a draft plan and allocate enough time to get through everything on your must-do list.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Stamford holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.