Stamford Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$2,500 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Stamford Holiday

The cosmopolitan vibe, rich history and coastal scenery are just three of the reasons why people fall in love with this beachy city. Discover this exciting destination the way you want with a Stamford holiday package. A trip to Stamford is a great opportunity to sightsee. Be sure to visit popular attractions like Greenwich Avenue, Chelsea Piers and Stamford Town Centre. Stop dreaming and start adventuring. Explore the wide range of options on Expedia today and finally put your Stamford holiday plans in motion!

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
A modern urban area with high-rise buildings, including a distinctive glass facade and a red-brick structure.

Downtown Stamford

3 out of top 10 points of interest in this area

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

A waterfront marina with boats, a dock, a grassy area with benches, and urban buildings in the background.

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.

A coastal cityscape with a prominent rocky shoreline and a clear blue sky.

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.

A marina with various boats docked, surrounded by rocky shores and a grassy area.

South End

Though South End may not have many top sights, you can venture to the surrounding area to see attractions like Stamford Town Center and Stamford Center for the Arts.

Default Image

West Side

1 out of top 10 points of interest in this area

Though West Side may not have many top sights, you can venture to the surrounding area to see attractions like Stamford Center for the Arts and E. Gaynor Brennan Golf Course.

Stamford Holiday

Stamford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
John F. Kennedy Intl. Airport (JFK)
Population
128,900
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Compo Beach, Norwalk Maritime Aquarium and Stamford Centre for the Arts

Our pick of the best Stamford Hotel Deals

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

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

135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
AU$146
31 Aug - 1 Sept
includes taxes & fees
La Quinta Inn & Suites by Wyndham Stamford / New York City
Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
AU$164
8 Sept - 9 Sept
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 5 Aug 2026

Amsterdam Hotel
Red Carpet Inn

Red Carpet Inn

1209 E Main St Stamford CT
Fully refundableReserve now, pay when you stay
AU$134
16 Aug - 17 Aug
includes taxes & fees
Red Carpet Inn
See all 2,222 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.

Stay near popular Stamford attractions

A city intersection with modern buildings, a church, and a crosswalk.

Stamford Town Center

8.6/10 (374 reviews)
Stamford Town Centre offers nearly 100 retailers anchored by Macy's and Connecticut's largest Barnes & Noble. Explore the diverse shopping options, then unwind at one of the Plaza's distinctive dining establishments.
See properties
A lake surrounded by trees and rocks.

Cove Island Park

8.0/10 (31 reviews)
This coastal sanctuary along Long Island Sound features two sandy beaches and a wildlife haven with 309 bird species. Stroll the one-mile loop trail or explore the Wildlife Sanctuary for exceptional birdwatching.
See properties

Chelsea Piers

8.0/10 (271 reviews)
This 400,000-square-foot sports complex offers ice skating, swimming, gymnastics, tennis, and more under one roof. Visit weekday mornings for a less crowded experience with state-of-the-art facilities.
See properties

Stamford Center for the Arts

7.8/10 (127 reviews)
This historic venue showcases diverse performances in an intimate 1,580-seat theatre with superb acoustics. Experience Broadway shows, concerts, and cultural events in Stamford's premier arts destination.
See properties

West Beach

7.6/10 (37 reviews)
This 26-acre shoreline along Long Island Sound offers clean sand and picturesque coastal views. Enjoy swimming, beach volleyball, or simply unwind at one of the picnic areas while watching the sunset over the water.
See properties

Cummings Park Beach

6.4/10 (5 reviews)
Cummings Park offers 79 acres of beachfront escape with a scenic boardwalk along Long Island Sound. Enjoy the sandy shore, fishing pier, and sports courts while taking in refreshing coastal breezes.
See properties

Hand & Stone Massage and Facial Spa

7.8/10 (32 reviews)
You can take time to visit Hand & Stone Massage and Facial Spa during your travels to Stamford. Visit the lively bars or top-notch restaurants in this family-friendly area.
See properties

Curtain Call

8.0/10 (70 reviews)
You can get tickets for a performance at Curtain Call during your trip to Stamford. Discover the lively bars and entertainment choices in this family-friendly area.
See properties

What to do in Stamford

Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

AU$1,009
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.

Explore a world of travel with Expedia

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