Stamford Holidays

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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

2 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.

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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 West Beach and Chelsea Piers.

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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.

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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.

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A sandy beach with a clear blue sky, a rocky breakwater, and trees in the background.

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 Stamford Town Center.

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Things to do in and around Stamford

Stamford is an ideal destination for families and outdoor enthusiasts, offering a variety of activities such as leisurely strolls, coach trips, and the chance to explore Stamford Meadows. Visitors can enjoy shopping areas, theatres, and educational events, making it a vibrant city experience. Don't miss the exciting events happening throughout Stamford, as well as opportunities for escape and relaxation.

Shopping

For a delightful shopping experience in Stamford, visit Commerce Park, just 1.6km away, offering a mix of family and business vibes. If you're up for a drive, head to Center Seven Shopping Center, located 16.1km away, featuring an array of shops and entertainment options.

Recreation

At Paramount Theater, enjoy captivating performances that blend romance and culture, just a short drive from Stamford. Chelsea Piers offers a vibrant sports atmosphere with various activities for fitness enthusiasts. For ultimate relaxation, Hand & Stone Massage and Facial Spa provides rejuvenating treatments in a calming environment.

Adventure

Explore the Legoland Discovery Center Westchester, an exciting arcade adventure zone located 29.0km from Stamford, perfect for family fun. For a local thrill, head to Scalzi Park Tennis Center in Stamford for some energetic tennis matches. Don’t miss the karting at Grand Prix New York, situated 24.1km away.

Nightlife

Stamford's nightlife is vibrant, with a variety of venues. Visit The Palace Theatre for live performances, then head to The Loft for cocktails and a lively atmosphere. For a more relaxed vibe, try Bar Rosso for Italian wines and small plates, perfect for a night out with friends.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Stamford

Stamford, Connecticut, is an excellent destination for families and outdoor enthusiasts, featuring beautiful beaches, urban parks, and nature reserves. Visitors can explore the city's attractions, such as the Stamford Museum and historic sites, while enjoying cultural experiences and outdoor activities. Whether you're discovering Stamford's rich heritage or seeking top attractions, there’s something for everyone in this vibrant city.

  • Historic South Norwalk: A charming area steeped in history, Historic South Norwalk offers a delightful blend of cultural vibes with its quaint streets, historic buildings, and vibrant arts scene. Explore galleries, boutique shops, and enjoy a variety of dining options, all while soaking in the rich heritage of this picturesque locale, located 11.3km from Stamford.
  • Cove Island Park: Nestled within Stamford, Cove Island Park is a perfect family-friendly destination featuring scenic walking trails, playgrounds, and beautiful waterfront views. This urban oasis invites visitors to enjoy outdoor activities such as picnicking, birdwatching, and leisurely strolls, all set against a backdrop of lush greenery and city vibes.
  • Sheffield Island Lighthouse: A historic gem located 9.7km from Stamford, Sheffield Island Lighthouse offers a glimpse into maritime history. Accessible by boat, the lighthouse provides stunning views of Long Island Sound and an opportunity to explore the surrounding nature, making it a memorable destination for culture enthusiasts.

Best time to go to Stamford

The best time to visit Stamford is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January31.6°F (-0.2°C)Light RainMostly SunnySlightly LowSlightly Low
February32.9°F (0.5°C)Light RainMostly SunnySlightly LowSlightly Low
March39.4°F (4.1°C)Light RainMostly SunnyAverageSlightly Low
April49.6°F (9.8°C)Light RainMostly SunnySlightly LowAverage
May59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
June68.7°F (20.4°C)Light RainMostly SunnyAverageAverage
July75.7°F (24.3°C)Light RainMostly SunnySlightly HighAverage
August74.5°F (23.6°C)Light RainMostly SunnySlightly HighAverage
September67.8°F (19.9°C)Light RainMostly SunnyAverageSlightly High
October57.6°F (14.2°C)Light RainMostly SunnyAverageSlightly High
November46.2°F (7.9°C)Light RainMostly SunnyAverageAverage
December38.1°F (3.4°C)Light RainMostly SunnySlightly HighSlightly High

Tips to save on your trip to Stamford

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Stamford during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Stamford

Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
S$129
18 Oct - 19 Oct
includes taxes & fees
8.4/10 Very good! (1,778 reviews)
"Came in to town to have a medical procedure done, and although the room was clean staff was so beyond nice, the bed was rock solid hard. You can hear the amtrak all day and some of the night, but that wasnt as bad the beds:) Super convenient if in town for one night, but more than one night bring ..."

Reviewed on 17 Sept, 2026

Amsterdam Hotel
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
S$133
18 Oct - 19 Oct
includes taxes & fees
La Quinta Inn & Suites by Wyndham Stamford / New York City
The Stamford Hotel

The Stamford Hotel

700 East Main Street Stamford CT
Fully refundableReserve now, pay when you stay
S$248
1 Oct - 2 Oct
includes taxes & fees
The Stamford Hotel
See all 2,163 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.
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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.
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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.
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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.
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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.
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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.
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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.
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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.
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What to do in Stamford

Helicopter flying above New York City

Shared NYC Helicopter Tour from Westchester

S$529
per traveller
100% of travellers recommend
Shared NYC Helicopter Tour from Westchester
Private New York Helicopter Tour From Westchester

Private NYC Helicopter Tour From Westchester for 2-6 People

S$2,170
per traveller
Private NYC Helicopter Tour From Westchester for 2-6 People
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

S$895
per traveller
Introductory Helicopter Flight Lesson from Westchester
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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.