Stamford Vacations from ￥244,492

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The Latest Stamford Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

Southeast Yonkers
￥244,492
per person
Nov 19 - Nov 24
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
9.2/10 Wonderful! (1,598 reviews)
Breakfast could be better & served earlier.

Reviewed on Oct 6, 2026

Stanton House Inn

Stanton House Inn

￥253,997
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Tokyo (HND) to White Plains (HPN)
9.6/10 Exceptional! (178 reviews)
I’ve traveled extensively around the world, and Stanton House Inn was truly one of the best stays I’ve ever had. It’s charming, quaint, and has such a warm, homey feel. Our room was spacious, and the bed and mattress were incredibly comfortable. The breakfast was amazing, and the staff were so welcoming and kind. Everything about our stay was a 10 out of 10. It’s one of those special places that makes the trip even more memorable. I can’t recommend it enough, and I would absolutely stay here again!

Reviewed on Oct 5, 2026

Sonesta White Plains Downtown

Sonesta White Plains Downtown

￥293,234
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
8.8/10 Excellent! (1,347 reviews)
Westchester Marriott

Westchester Marriott

￥295,652
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
9/10 Wonderful! (658 reviews)
Cambria Hotel & Suites - White Plains Downtown

Cambria Hotel & Suites - White Plains Downtown

￥303,136
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
9.4/10 Exceptional! (1,011 reviews)
I think for the price I was expecting more. Maid service was upon request as opposed to a daily default. There was no room service. No kitchen other than for breakfast so no restaurant. We had trouble with our remotes but we weren't visiting to watch TV. Parking was very good. The guys were on top of bringing your car up as needed. The staff was friendly although there was more of a bed and breakfast feel than the staff of a major hotel chain.

Reviewed on Oct 5, 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

2 out of top 10 points of interest in this area

Central business district with major retail establishments, a shopping mall, and a university campus. Explore the historic district's architecture, enjoy bars and restaurants near Columbus Park, and easily access the Metro-North train station.

Find hotels in Downtown Stamford
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.

Find hotels in Cove - East Side - Shippan
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.

Find hotels in Waterside
A marina with various boats docked, surrounded by rocky shores and a grassy area.

South End

While South End might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Stamford Town Center and Stamford Center for the Arts.

Find hotels in South End
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

While there might not be top attractions in West Side, you can explore the larger area and discover places like Stamford Center for the Arts and E. Gaynor Brennan Golf Course.

Find hotels in West Side

Find the Best Stamford Vacation Packages

Things to do in and around Stamford

Shopping

For a delightful shopping experience in Stamford, visit Commerce Park, just 1.6km away, offering family-friendly vibes. If you're up for a drive, check out The Westchester Mall, located 19.3km away, where you can enjoy a vibrant mix of business and entertainment options.

Recreation

Waveny Park offers serene landscapes perfect for relaxation and leisurely strolls, just 8.0km from Stamford. Harbor Island Park, located 20.9km away, features tranquil waterfront views and picnic areas for a peaceful escape. For entertainment, Maritime IMAX, 11.3km away, showcases family-friendly films in a unique setting.

Adventure

Experience thrilling tennis matches at Scalzi Park Tennis Center in Stamford. For family fun, visit Legoland Discovery Center Westchester, located 29.0km away, where adventure awaits. Test your racing skills at Grand Prix New York / Spins Bowl, located 24.1km away, for an exhilarating karting experience.

Nightlife

Stamford boasts a vibrant nightlife with venues like the lively Harbor Point, featuring trendy bars and waterfront dining. Explore downtown for a mix of chic lounges and live music spots, perfect for a night out. Don’t miss local favorites for craft cocktails and dancing to the latest hits.

*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 beautiful beaches, making it an ideal destination for outdoor enthusiasts and culture seekers alike. Visitors can explore the city's vibrant urban landscape, relax in serene reserves, and enjoy engaging experiences suitable for all ages. Whether you’re looking for relaxation or adventure, Stamford has something to offer every traveler.

  • Stamford Museum and Nature Center: Immerse yourself in a unique blend of art, history, and nature at this eco-friendly venue. Explore interactive exhibits, nature trails, and beautiful gardens that highlight local wildlife, making it perfect for both relaxation and education.
  • Purchase College: Experience the vibrant atmosphere of this modern university, known for its cutting-edge arts programs and beautiful campus. Enjoy art galleries and performances that showcase the creativity of students and faculty alike, all within a dynamic city setting.
  • Greenwich Point Park: Enjoy a family-friendly urban park with scenic views, picnic areas, and walking trails. This picturesque spot offers a blend of outdoor activities and stunning waterfront views, perfect for a day out with loved ones.

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.

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

  • 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.

Stamford Hotel Deals

Amsterdam Hotel

Amsterdam Hotel

19 Clarks Hill Ave Stamford CT
￥16,410
￥19,018 total
Nov 6 - Nov 7
includes taxes & fees
Amsterdam Hotel
The Stamford Hotel

The Stamford Hotel

700 East Main Street Stamford CT
Fully refundableReserve now, pay when you stay
￥26,305
￥30,251 total
Nov 1 - Nov 2
includes taxes & fees
The Stamford Hotel
The Armon Stamford Hotel & Conference

The Armon Stamford Hotel & Conference

2701 Summer St Stamford CT
￥21,141
￥24,313 total
Oct 18 - Oct 19
includes taxes & fees
The Armon Stamford Hotel & Conference
See all 2,165 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 Center 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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Stamford Center for the Arts

7.8/10 (127 reviews)
This historic venue showcases diverse performances in an intimate 1,580-seat theater with superb acoustics. Experience Broadway shows, concerts, and cultural events in Stamford's premier arts destination.
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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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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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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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Sterling Farms Golf Course

6.0/10 (1 review)
Enjoy a round of golf in Stamford at Sterling Farms Golf Course. Discover the lively bars and entertainment choices in this family-friendly area.
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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. Check out the lively bars or top-notch restaurants 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

￥203,944
per traveler
Introductory Helicopter Flight Lesson from Westchester
See all activities in Stamford

Frequently asked questions

How much does a Stamford vacation package cost?
You'll find cheap prices from ￥244,492 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?
If you're looking to snag a cheap Stamford vacation 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 travelers wishing to save money.
How many days is enough for Stamford?
We suggest planning a Stamford vacation 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 neighborhoods 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 vacation package to Stamford?
Stamford is a good vacation 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 vacation 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 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?
  1. Pick your travel dates: What you want to do in Stamford and your favorite 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 vacation. 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 vacation 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.