Stamford Holidays

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Top Flight + Hotel Deals in Stamford

Price found within the past 48 hours. Click for updated prices.
Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking

Bryn Mawr
€1,533
per person
20 Sept - 24 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
No reviews
Luxury NY Home with Free Parking

Luxury NY Home with Free Parking

€2,659
per person
20 Sept - 24 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
8/10 Very good! (1 review)
Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine.

Reviewed on 8 Nov 2025

3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking

€2,462
per person
20 Sept - 24 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
6/10 (1 review)
Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected.

Reviewed on 30 Mar 2026

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking

€1,777
per person
20 Sept - 24 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
4/10 (1 review)
After flying in with four of us from Los Angeles on a Red Eye, we had to drive around for 4-5 hours until we were able to check in at 4pm, however after hours of trying to get into the property with no answer on the contact number ,we finally were able to have the local property manager come out and say that the property overbooked and had no room for us. I spent over 2 hours on the phone getting the run around by Expedia with mixed stories of our accommodations. FINALLY with now the story is that there was a plumbing problem and they would get us to another property from the original property manager and Expedia NOT doing a thing to help 4 of us stranded with no place to stay, we got to the other property. The new property was fine, but the most upsatting thing was dealing with Expedia trying to get a place for us to stay. Expedia tried saying they would cancel the accommodations and get us a Hotel but we would have to pay for the hotel and then wait for any credits or refund on our original booking. HIGHLY unacceptable by Expedia customer service. I am a GOLD member and spend quite a few thousand dollars a year for both business and pleasure and they did NOTHING to make me feel they were taking care of us. We basically lost a day of full work which cost my business over $1500 in non productive work.

Reviewed on 4 May 2026

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12

€1,605
per person
20 Sept - 24 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
2/10 (1 review)
Place didn't exist. Host did not respond to requests to clarify check-in. Upon arriving, the location was not as described and an individual who answered the door informed our party this was not a rental property. Had to last minute book elsewhere.

Reviewed on 11 Feb 2026

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.

Cummings Park Beach in Stamford Connecticut along Westcott Cove

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.

Things to do in and around Stamford

Stamford, Connecticut, is perfect for family outings and outdoor adventures. Visitors can enjoy diverse activities such as exploring shopping areas, attending theatre performances, and engaging in educational experiences. Notable options include day trips, Stamford Escape, and Stamford Meadows for outdoor exploration. Additionally, there are various coach trips and events throughout the year, making Stamford an exciting destination for a memorable holiday.

Shopping

For a delightful shopping experience in Stamford, visit Springdale Shopping Center for its family-friendly atmosphere. Stamford Town Center offers a blend of business and entertainment. If you're up for a drive, Commerce Park, located 1.6km away, also provides a vibrant shopping environment for all.

Recreation

Experience a cinematic escape at AMC Shore 8, where you can enjoy the latest films in a family-friendly atmosphere. For sports enthusiasts, Chelsea Piers offers a variety of activities to energise your spirit, while the Stamford Center for the Arts provides a cultural experience with captivating performances.

Adventure

Experience the thrill of tennis at Scalzi Park Tennis Center, where the adventure atmosphere energises your game. For family fun, head to Legoland Discovery Center Westchester, located 29.0km away, offering exciting rides and activities. Alternatively, enjoy karting at Grand Prix New York, positioned 24.1km from Stamford.

Nightlife

For a vibrant nightlife in Stamford, explore the lively atmosphere at Stamford Town Center, where you'll find trendy bars and restaurants. Head to the Atlantic Street area for a mix of clubs and live music venues, making it perfect for a night out with friends or a romantic evening.

*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, offers a delightful blend of family-friendly activities, urban parks, and scenic reserves, ideal for outdoor and cultural experiences. Explore top attractions such as the Stamford Museum and immerse yourself in the city's rich history. Don't miss the chance to discover Stamford's beautiful beaches and parks, providing a perfect setting for a memorable vacation.

  • The Glass House: A remarkable museum located 9.7km from Stamford, The Glass House is celebrated for its minimalist architecture and stunning integration with nature. Visitors can immerse themselves in the cultural ambiance while exploring the unique design of this iconic structure, which serves as a testament to modernist ideals.
  • Cove Island Park: Situated within Stamford, Cove Island Park offers a delightful urban escape for families. With picturesque waterfront views, walking trails, and picnic areas, it’s the perfect spot for outdoor activities and relaxation amidst the city's hustle and bustle.
  • Fernando Luis Alvarez Gallery: This captivating gallery within Stamford showcases contemporary art that reflects cultural narratives and community engagement. Visitors can expect a vibrant atmosphere filled with thought-provoking exhibitions, making it a must-visit for art 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 during the off-peak season (typically January to March) for more affordable package holidays to Stamford.
  • 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

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
€90
20 Sept - 21 Sept
includes taxes & fees
6.6/10 (1,656 reviews)
"Nice"

Reviewed on 18 Aug 2026

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
€99
10 Sept - 11 Sept
includes taxes & fees
8.4/10 Very good! (1,782 reviews)
"Patricio, the night manager was extremely helpful. We are here for 2 days, and found the staff, professional and pleasant. The continental breakfast is minimal, plentiful and tasty. Plenty of well-lit parking."

Reviewed on 19 Aug 2026

Amsterdam Hotel
Red Carpet Inn

Red Carpet Inn

1209 E Main St Stamford CT
Fully refundableReserve now, pay when you stay
€95
23 Aug - 24 Aug
includes taxes & fees
Red Carpet Inn
See all 2,175 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 landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

€609
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 from €1,533 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.

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