Stamford Holidays

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Top Flight + Hotel Deals in Stamford

Price found within the past 48 hours. Click for updated prices.
The Opus Westchester, Autograph Collection

Where to stay in Stamford

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

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

3 out of 5
135 Harvard Avenue Stamford CT
Fully refundableReserve now, pay when you stay
The price is €103 per night from 28 Jul to 29 Jul
€103
28 Jul - 29 Jul
includes taxes & fees
6.6/10 (1,498 reviews)
"Me encanta que es una estancia tranquila,no se escucha ruido se duerme cómodo delicioso.un personal amable y presto a hacer tu estancia agradable. Me encanta que es una estancia tranquila, no se escucha ruido se duerme cómodo delicioso.un personal amable y presto a hacer tu estancia. I love that ..."

Reviewed on 2 Jul 2026

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

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave Stamford CT
Fully refundableReserve now, pay when you stay
The price is €100 per night from 12 Jul to 13 Jul
€100
12 Jul - 13 Jul
includes taxes & fees
8.4/10 Very good! (1,758 reviews)
"Free parking in downtown Stamford. Very easy check in and out process. Older hotel, not updated, but lobby, hallways, elevator and room all very clean."

Reviewed on 30 Jun 2026

Amsterdam Hotel
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 €169 per night from 6 Jul to 7 Jul
€169
6 Jul - 7 Jul
includes taxes & fees
7.8/10 Good! (1,168 reviews)
"we booked a room for 4 people with two beds, and they gave us 2 towels, when we asked for more they did not have any and said they ran out of towels. next day we asked again, and got a lot of attitude about asking for an extra 2 towels when we booked it for 4 people."

Reviewed on 29 Jun 2026

The Stamford Hotel
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

What to do in Stamford

Frequently asked questions

How much does a Stamford holiday package cost?
You'll find cheap prices from €1,409 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.