Stamford Vacations from ￥168,420

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The Latest Stamford Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hilltop Inn & Suites

Hilltop Inn & Suites

2.5 out of 5
Northwest Yonkers
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to White Plains (HPN)
7/10 Good! (268 reviews)
The hotel needs renovation …

Reviewed on Jul 14, 2025

Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
per person
Sep 19 - Sep 22
found 5 hours ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
7.4/10 Good! (1,001 reviews)
Clean, comfortable and super quiet! Staff was very friendly and helpful

Reviewed on Jul 15, 2025

Hyatt Place New York/Yonkers

Hyatt Place New York/Yonkers

3 out of 5
Southeast Yonkers
per person
Aug 27 - Sep 2
found 17 hours ago
Roundtrip non-stop flight included
Osaka (KIX) to White Plains (HPN)
9/10 Wonderful! (1,173 reviews)
This hotel was very convenient for my visit. I was able to move around easily. Would stay here again on another visit to NY.

Reviewed on Jul 14, 2025

Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
per person
Sep 19 - Sep 23
found 5 hours ago
Roundtrip flight included
Tokyo (TYO) to White Plains (HPN)
8.2/10 Very Good! (964 reviews)
While Billy at the Bar was fantastic he had a lot to deal w and handled it well. It took almost an hour to received a salad? And then we couldn’t get the order breakfast app to work so we went to front desk to order breakfast w Alesia? very sweet but idk what happened bc after a half late we called the front desk and whoever answered went to see what happed and there was no order? So she took our order and put a rush on it

Reviewed on Jul 12, 2025

Hampton Inn & Suites Yonkers

Hampton Inn & Suites Yonkers

2.5 out of 5
Northwest Yonkers
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to White Plains (HPN)
8.2/10 Very Good! (1,460 reviews)
Very clean and comfortable!

Reviewed on Jul 12, 2025

Where to stay in Stamford

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

2 out of top 10 points of interest in this area
4/5(199 area reviews)

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

Find the Best Stamford Vacation Packages

Stamford Hotel Deals

Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,613 reviews)
Cheap and convenient with friendly staff
"Needed a reasonably priced hotel for a short trip at a convenient location. This met those objectives. The property needs an upgrade. The carpets in the hallways and inside the elevator were dirty. While the room and the bathroom were clean, they both need serious upgrades. The elevator skipped my ..."

Reviewed on Jul 14, 2025

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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 ￥20,994 per night from Aug 4 to Aug 5
￥20,994
￥24,143 total
Aug 4 - Aug 5
includes taxes & fees
7.8/10 Good! (1,066 reviews)
"Nice location. Friendly, helpful staff. No microwave"

Reviewed on Jul 11, 2025

The Stamford Hotel
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 ￥12,052 per night from Aug 3 to Aug 4
￥12,052
￥13,860 total
Aug 3 - Aug 4
includes taxes & fees
6.4/10 (615 reviews)
"Great place"

Reviewed on Jul 12, 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
See all 2,015 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.

Discover the most popular places to visit in Stamford

Stamford Museum and Nature Center

5/5(1 review)

You can spend an afternoon studying the exhibits at Stamford Museum and Nature Center in Stamford. Discover the lively bars and entertainment choices in this family-friendly area.

Stamford Museum and Nature Center

Museum of Black World War II History

You can study the exhibits at Museum of Black World War II History, a museum with a storied past, during your travels to Stamford. Check out the shops and top-notch restaurants in this romantic area.

Museum of Black World War II History

What to do in Stamford

Couple's Private New York Helicopter Tour from Westchester

Couple's Private NYC Helicopter Tour from Westchester

￥137,351
per traveler
Couple's Private NYC Helicopter Tour from Westchester
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

￥96,916
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 ￥168,420 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.

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