How much does a Stamford vacation package cost?

You'll find cheap prices from $360 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 vacation to Stamford costs.

What are the cheapest months to go to Stamford?

You can generally find lower prices and better availability in January, February and March. Take a look at our cheap Stamford vacation packages and you could land some great off-season discounts.

How many days is enough for Stamford?

With about 2 days, you'll have plenty of time to visit popular neighborhoods like Downtown Stamford and Cove - East Side - Shippan during your Stamford vacation. Make sure to also add Cummings Park Beach and Stamford Historical Society Museum to your sightseeing itinerary. Searching for more adventures? Consider venturing outside of Stamford on tours and day trips.

Is it worth booking a vacation package to Stamford?

Stamford offers everything you need for an unforgettable getaway. Get your Stamford vacation off to a flying start by checking out major attractions like Chelsea Piers .

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 vacation package as soon as possible.

Is it cheaper to book a Stamford vacation as a package?

You can enjoy significant savings on your Stamford getaway by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation 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?

Pick the perfect time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to travel to Stamford. Plan your budget wisely: In addition to the cost of your stay, you'll need to consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected costs that may crop up during your trip to Stamford. Use our trip planning tool to discover Stamford: Research every part of your trip to Stamford with this handy planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings. Decide how many days away: Start by making a list of all the activities and sights you'd like to experience in Stamford. Then, estimate how long you'll need at each, including any travel time. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to pick a Stamford vacation package that brings all your bookings together. Book any activities or excursions: Now to the fun part — locking in everything you want to do and see. Check out some of the exciting things to do in Stamford and reserve your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Stamford vacation packages?

Your Stamford break should be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you a bit more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

Stamford Vacation Packages 2025/2026 from $375

Your Stamford Vacation

The cosmopolitan vibe, rich history and coastal scenery are just some of the reasons why people fall in love with this beachy city. Discover this vibrant destination in whatever way you choose with a Stamford vacation package. You'll want to take in the sights during your trip to Stamford. Find time for popular attractions like Chelsea Piers, The Glass House and Greenwich Avenue. Browse Expedia's wide range of travel options and book your ideal vacation to Stamford today.

The Latest Stamford vacation packages

Price found within the past 48 hours. Click for updated prices.

Hampton Inn & Suites Yonkers

Northwest Yonkers

$360

per person

Dec 30 - Jan 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

8.2/10 Very Good! (1,621 reviews)

Staff was very helpful, clean rooms but 3 towels for a two bed, 4 person room, not good. 3 night stay and no room services clean up. Sink was stopped up. But overall not that bad of a stay . Loved the area.

Reviewed on Nov 26, 2025

Ultra-Modern Luxe Sleek & Stunning Stay

$701

per person

Jan 30 - Feb 3

found 11 hours ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

2/10 (1 review)

Luxury Living in the Heart of NY

Southeast Yonkers

Save 100% on your flight

$526

per person

Jan 30 - Feb 3

found 11 hours ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

2/10 (1 review)

Spacious 3BR Luxe Escape near NYC

Southeast Yonkers

$812

per person

Dec 30 - Jan 1

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

No reviews

Tarrytown House Estate

Save 100% on your flight

$390

per person

Jan 30 - Feb 3

found 11 hours ago

Roundtrip flight included

Atlanta (ATL) to White Plains (HPN)

8/10 Very Good! (1,001 reviews)

Yes! Beautiful grounds and great room.

Reviewed on Nov 28, 2025

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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

Stamford Hotel Deals

DoubleTree by Hilton Stamford

1 First Stamford Pl Stamford CT

Fully refundableReserve now, pay when you stay

$155 nightly

$178 total

Dec 21 - Dec 22

Total with taxes and fees

7.4/10 Good! (1,014 reviews)

From the moment I checked in to the moment I left, the staff was kind and welcoming. They were helpful and everyone was incredibly friendly to the 4 preteen boys who were with me. Clean lobby, clean room, clean pool. I will definitely go back!

Reviewed on Nov 24, 2025

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT

Fully refundableReserve now, pay when you stay

$103 nightly

$119 total

Dec 20 - Dec 21

Total with taxes and fees

8.4/10 Very Good! (1,725 reviews)

Rooms clean. Halls smell of either cigarette smoke or marijuana. Everything freshly painted it must be in the carpets. My room was clean and odor free.

Reviewed on Nov 24, 2025

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

135 Harvard Avenue Stamford CT

Fully refundableReserve now, pay when you stay

$84 nightly

$97 total

Dec 7 - Dec 8

Total with taxes and fees

6.6/10 (970 reviews)

I liked it, maybe the A/C was too loud during the night.

Reviewed on Nov 21, 2025

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.

Things to do in and around Stamford

Stamford, Connecticut, offers a variety of activities perfect for families and outdoor enthusiasts. Enjoy shopping in vibrant areas, catch a show at the theater, or embark on educational excursions. Key experiences include exciting day trips, engaging class trips, and scenic walking tours that highlight the city's charm. Whether you're exploring the bustling downtown or enjoying the beautiful parks, Stamford promises a memorable vacation.

Shopping

Stamford Town Center offers a vibrant shopping experience with various stores and entertainment options. Springdale Shopping Center features a mix of shops and family-friendly vibes. If you're up for a drive, Goldenberry, located 7 miles away, is a charming store perfect for unique gifts and souvenirs.

Recreation

At Chelsea Piers, engage in a variety of sports activities in a vibrant atmosphere, perfect for fitness enthusiasts. Experience the cultural richness at Stamford Center for the Arts, where theater meets entertainment. Unwind at Hand & Stone Massage and Facial Spa, a serene retreat offering soothing massages and rejuvenating facials.

Adventure

Experience the wonders of Legoland Discovery Center Westchester, located 18 miles from Stamford, where adventure awaits families with its interactive exhibits and rides. For thrill-seekers, Grand Prix New York offers exciting karting 15 miles away, while Sportime USA, 14 miles from Stamford, combines arcade fun with family-friendly vibes.

Nightlife

In Stamford, Connecticut, experience vibrant nightlife at Harbor Point, featuring chic bars and waterfront dining. Explore downtown for lively pubs and music venues. Don’t miss the Palace Theatre for live performances, and enjoy late-night bites at local eateries for a perfect night out.

*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 perfect blend of family-friendly activities, urban parks, and beautiful beaches for outdoor enthusiasts. Visitors can explore a variety of points of interest that cater to outdoor adventures, cultural experiences, and family fun. Whether you're looking to relax by the beach or enjoy a day in a scenic park, Stamford has something to make your vacation memorable.

Greenwich Avenue: Experience the vibrant city atmosphere of Greenwich Avenue, located 5 miles from Stamford. This bustling street offers a mix of upscale shops, trendy cafes, and art galleries, perfect for a leisurely stroll or shopping spree.
Rye Playland: Just 9 miles away, Rye Playland is a classic amusement park that promises fun for the whole family. With thrilling rides and games, it’s an ideal place for adventure seekers and those looking to create lasting memories.
Cove Island Park: Situated within Stamford, Cove Island Park is a beautiful urban park featuring scenic walking trails, picnic areas, and stunning waterfront views. It’s a perfect spot for families to enjoy outdoor activities while soaking in the city vibes.

Best time to go to Stamford

The best time to visit Stamford is dependant 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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.6°F (-0.2°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	32.9°F (0.5°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
March	39.4°F (4.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	49.6°F (9.8°C)	Light Rain	Mostly Sunny	Slightly Low	Average
May	59.7°F (15.4°C)	Light Rain	Mostly Sunny	Average	Average
June	68.7°F (20.4°C)	Light Rain	Mostly Sunny	Average	Average
July	75.7°F (24.3°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	74.5°F (23.6°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	67.8°F (19.9°C)	Light Rain	Mostly Sunny	Average	Slightly High
October	57.6°F (14.2°C)	Light Rain	Mostly Sunny	Average	Slightly High
November	46.2°F (7.9°C)	Light Rain	Mostly Sunny	Average	Average
December	38.1°F (3.4°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High

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 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.

Language	English
Currency	U.S dollars
Closest Airport	John F. Kennedy Intl. Airport (JFK)
Population	128,900
Max Temp Winter	35ºF
Max Temp Summer	80ºF
Top Sights	Norwalk Maritime Aquarium, Compo Beach and The Maritime Aquarium

Language

English

Currency

U.S dollars

Closest Airport

John F. Kennedy Intl. Airport (JFK)

Population

128,900

Max Temp Winter

35ºF

Max Temp Summer

80ºF