A cityscape with a river, modern buildings, and green spaces.

Stamford Holidays from £723

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Top Stamford flight + hotel deals

Price found within the past 48 hours. Click for updated prices.
  • 4 Sept - 7 Sept

    Stamford Suites + Flight

    Downtown Stamford
    3 nights
    4.0 star property
    6.4/10 - (145 reviews)
    "Carlton was very efficient and friendly very helpful in guiding us to different surroundings areas."
    Reviewed July 27, 2026
    Return London (LON) - White Plains (HPN)
    LHR - EWRDirect EWR - LHRDirect
    £825
    £723
    per traveller
    found 1 day ago
    Stamford Suites
  • 18 Sept - 23 Sept

    Delamar Southport + Flight

    Southport
    5 nights
    4.0 star property
    9.6/10 - Exceptional (495 reviews)
    "Breakfast in the morning was a terrific addition to an already pleasant stay."
    Reviewed July 20, 2026
    Return London (LON) - White Plains (HPN)
    LHR - JFK1 stop JFK - LHR1 stop
    £1,178
    £956
    per traveller
    found 19 hours ago
    Delamar Southport
  • 5 Sept - 10 Sept

    Elegant Hideaway with Free Parking + Flight

    White Plains
    5 nights
    2.0 star property
    Return Edinburgh (EDI) - White Plains (HPN)
    EDI - JFKDirect JFK - EDI1 stop
    £962
    £816
    per traveller
    found 12 hours ago
    Elegant Hideaway with Free Parking
  • 4 Oct - 9 Oct

    Stanton House Inn + Flight

    Greenwich
    5 nights
    3.5 star property
    9.6/10 - Exceptional (176 reviews)
    "A very pleasant stay with a wonderful pool in summer."
    Reviewed July 2, 2026
    Return Dublin (DUB) - White Plains (HPN)
    DUB - JFKDirect JFK - DUBDirect
    £1,512
    £1,299
    per traveller
    found 5 hours ago
    Stanton House Inn
  • 21 Sept - 26 Sept

    Hotel NoMa, Trademark Collection by Wyndham + Flight

    Downtown Rochelle
    5 nights
    3.0 star property
    8.4/10 - Very good (1,045 reviews)
    "Nice stay. Will be back for bext board meeting"
    Reviewed July 28, 2026
    Return London (LON) - White Plains (HPN)
    LHR - JFKDirect JFK - LHR1 stop
    £1,016
    £894
    per traveller
    found 1 day ago
    Hotel NoMa, Trademark Collection by Wyndham

Where to stay in Stamford

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

Downtown Stamford

City centre Stamford blends corporate power with cultural flair. Glass towers house financial giants like UBS and RBS, while the historic Palace Theatre lights up evenings. The area boasts luxury high-rises, a bustling mall, and diverse dining options for business and leisure travellers alike. Wander through Latham Park or catch a show at the Stamford Centre for the Arts. The neighborhood's excellent walkability makes exploring easy. Metro-North trains connect to NYC in just 45 minutes, perfect for day trips or business meetings.

South End

South End combines Stamford's industrial past with modern urban renewal. Former factories now house lofts, studios, and trendy dining spots along tree-shaded streets. The area borders Long Island Sound with scenic Harbour Point waterfront areas and Kosciuszko Park offering beautiful water views. The Stamford Transport Centre makes this a convenient base for Northeast travel with regular trains to NYC and Boston. Art galleries in converted spaces showcase local creativity. Harbour Point's contemporary towers contrast nicely with the historic brick buildings that tell stories of the area's manufacturing heritage.

Cove - East Side - Shippan

Cove - East Side - Shippan showcases the peaceful side of Stamford along picturesque Long Island Sound. West Beach and Cove Island Park offer scenic coastal walks with sandy shores and marina views. This residential haven balances waterfront charm with authentic Connecticut suburban living. Chelsea Piers provides recreation while the area's collection of private marinas highlights its boating culture. Travellers appreciate the quiet tree-lined streets and spacious properties. Though dining options are limited, the neighborhood's natural beauty and waterfront parks make it perfect for those seeking a relaxed coastal experience.

Glenbrook-Belltown

Glenbrook-Belltown offers a peaceful retreat from Stamford's busier areas with tree-lined streets and family-friendly areas. The local train station provides easy access to New York City and Connecticut destinations in under an hour. This budget-conscious area combines suburban charm with transport convenience. Travellers will appreciate the quiet residential atmosphere and more affordable dining options than city centre. The area serves as an excellent base for exploring nearby attractions like Stamford Centre for the Arts and Chelsea Piers. Small parks and walkable streets make this area perfect for those seeking an authentic suburban experience.

Springdale

Springdale is a welcoming residential area in Stamford with quiet, tree-lined streets and family-friendly charm. The area centers around its own Metro-North train station, offering easy access to New York City. Visitors can enjoy Sterling Farms Golf Course or explore local shops at Springdale Shopping Centre. The area provides a budget-friendly alternative to city centre Stamford with practical amenities and a relaxed pace. Scalzi Park offers pleasant walking trails and recreation spaces for outdoor enthusiasts. Most local businesses close early, creating a peaceful evening atmosphere perfect for travellers seeking a genuine suburban experience.

Discover the most popular places to visit in Stamford

What to do in Stamford

Stamford Hotel Deals

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.

Frequently Asked Questions

Why should I book my Stamford holiday with Expedia?

Expedia has your back for every detail of your upcoming Stamford holiday. You'll always get the best prices, but when you bundle your airfares, accommodation and/or car hire into a holiday package, you'll score even more savings. Keen to truly make the most of your adventure? Add some awesome activities and tours to your package. We offer flexible cancellation policies on most bookings, so you won't need to worry if you have to change your plans. Visit our Customer Service Portal link to discover more.

When is the best time of year to holiday in Stamford?

Into sightseeing but don't like huge crowds? Lock in your Stamford escape for January, February and March. Typically, it's a lot quieter than in June, August and November. To get an idea of the type of weather you can experience, the average temperature during the day in January, the coolest month in Stamford, is 0ºC. The warmest period here is July, when temperatures are around 24ºC.

What are the top hotels for my holiday in Stamford?

If you're thinking of staying in the Downtown Stamford neighbourhood, The Stamford Hotel and Hilton Stamford Hotel & Executive Meeting Centre are excellent options. Cove - East Side - Shippan is also a popular Stamford area. We recommend Amsterdam Hotel or La Quinta Inn & Suites by Wyndham Stamford / New York City if you choose this part of the city.

How do I get a cheap holiday to Stamford?

Our Stamford holidays mean plenty of savings for the savvy explorer. For the best deal, simply combine your flights, hotels and extras (including activities). But cheap prices are just the beginning of your next memorable adventure. Book with Expedia and and you'll have over 400 airlines and 321,000 hotels throughout the world to select from. Whatever your style or budget, there's a holiday here just for you. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.

What should I do on my Stamford holiday?

With must-visit attractions like Greenwich Avenue and Chelsea Piers, a holiday in Stamford is full of exciting places to visit. The Glass House and Norwalk Maritime Aquarium are a couple of other sights also worth checking out.

What is the best area to stay in when on holiday in Stamford?

There's loads to do in Stamford, so spend your nights near its attractions and allow yourself more time sightseeing. Greenwich Avenue is one place to put on your must-see list.

Do I need a visa for my Stamford holiday?

Official government websites are the best source of information on visa requirements, application procedures and necessary documentation. Your nationality and the reason for your visit, whether it be for holidays or business, will determine if you'll need a visa for Stamford. Also double-check that your passport is up to date and has a minimum of six months validity remaining beyond the date of your return. Do all your travel planning well ahead of time to avoid any last-minute surprises.

What should I wear on my Stamford holiday?

Do some research into the types of things people in Stamford wear, and maybe even browse social media fashion pages for inspiration. Whatever your look, try to create a versatile wardrobe full of pieces that work for your destination and showcase your personal style. Daytime temperatures during January, Stamford's coolest month, average 0ºC. July marks this destination's warmest month when the average temperature reaches 24ºC. Our advice? Take the guesswork out of what to pack and check the weather forecast.

What does an Expedia Stamford holiday include?

Hotels, flights and a cool car for all your fun road trip adventures. Simply mix and match your preferred bundle and gain access to great discounts. Once you've made your booking, add on a couple of experiences and tours and watch your savings stack up. When it comes to planning your Stamford trip, the choice is all yours! Expedia features different types of properties, with the most popular in Stamford being apartments and private holiday homes. With Expedia, you'll always enjoy the freedom and flexibility to customise your holiday any way you want.

Does Expedia offer Book Now, Pay Later Stamford holidays?

Expedia has partnered with online lender Klarna to make your next break easier on your bank balance. Paying in instalments means you can spread the costs of your next big holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that fits your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that suit all types of budgets, so you can jet away on that well-deserved holiday now.
  • No-deposit holidays: If not paying upfront for your trip makes hitting that "book now" button easier, consider a no-deposit holiday plan with Klarna so that you can Book Now, Pay Later!

Can I choose my airline with a Stamford Expedia holiday?

Yes — and it's easy too. Expedia has access to more than 400 partner airlines globally. Our holiday packages give you the flexibility to take your pick of available flight, hotel or activity options that suit you.

Book with confidence

Things to do in and around Stamford

Stamford, Connecticut, offers a delightful mix of family-friendly activities and urban exploration. Visitors can enjoy shopping, theatre, and educational experiences, while outdoor enthusiasts can explore Stamford Meadows. Don't miss out on heritage tours, the Stamford Escape, and various day or coach trips to discover the area's charm. Whether you're seeking a vibrant city experience or outdoor adventures, Stamford has something for everyone.

Shopping

Experience Stamford Town Center, a vibrant shopping mall with plenty of entertainment options. If you're up for a drive, visit Caldor Shopping Center, 16.1km away, known for its family-friendly atmosphere. Commerce Park, just 1.6km from Stamford, offers a variety of shops in a bustling setting.

Recreation

Doral Arrowwood Golf Club offers a serene golfing experience with beautiful outdoor settings, ideal for sports enthusiasts. Chelsea Piers provides a vibrant atmosphere for various sports activities, while Stamford Center for the Arts immerses you in culture and entertainment, perfect for a romantic or family outing.

Adventure

Experience the thrill of tennis at Scalzi Park Tennis Center, where the vibrant atmosphere enhances your game. For family fun, venture to Legoland Discovery Center Westchester, located 29.0km away, filled with interactive exhibits. Alternatively, enjoy the excitement of karting at Grand Prix New York, situated 24.1km away.

Nightlife

In Stamford, Connecticut, enjoy a vibrant nightlife with venues like the Stamford Town Center and the lively bars along Bedford Street. Experience live music at local spots or unwind at chic lounges, all within a short stroll, offering a delightful mix of entertainment and socialising opportunities.

Find the best attractions in and around Stamford

Stamford, Connecticut, is an ideal destination for families and outdoor enthusiasts alike, offering a blend of urban parks, beautiful beaches, and nature reserves. Visitors can explore the Stamford Museum, delve into the city’s rich history, and discover top attractions that showcase its cultural heritage. Whether you’re keen on outdoor activities or seeking family-friendly experiences, Stamford promises a delightful vacation for all.

  • Rye Playland: Experience thrill and laughter at Rye Playland, an iconic amusement park 14.5km from Stamford. With a delightful mix of rides, games, and family-friendly attractions, it offers a perfect day out for all ages in a vibrant outdoor setting.
  • Cove Island Park: Situated within Stamford, Cove Island Park is a beautiful urban park that boasts stunning waterfront views and extensive walking trails. Ideal for families, it provides a peaceful escape with picnic areas and playgrounds amidst the city’s buzz.
  • Historic South Norwalk: Just 11.3km from Stamford, Historic South Norwalk is rich in culture and history. Explore charming streets lined with historic architecture, art galleries, and eateries, making it a vibrant destination for those seeking a taste of local heritage.

Best time to go to Stamford

The best time to visit Stamford can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Stamford falls in July, when visitor numbers are slightly high and weather is mostly sunny with light rain. The coolest average temperature in Stamford falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

Tips to save on your trip to Stamford

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Stamford.
  • 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.

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