Stamford Vacations from $291

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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.
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
Save 100% on your flight
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
San Juan (SJU) to White Plains (HPN)
8.4/10 Very Good! (1,009 reviews)
Everything was good. Clean .. I will be back.

Reviewed on Jul 14, 2025

Luxury NY Home 3BR with Easy Parking

Luxury NY Home 3BR with Easy Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
3.4/10 (3 reviews)
Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
2/10 (1 review)
Global Luxury Suites White Plains

Global Luxury Suites White Plains

3.5 out of 5
Save 100% on your flight
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
6.8/10 (31 reviews)
Nice view from the apartment and great for business trip.

Reviewed on Dec 16, 2024

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to White Plains (HPN)
8/10 Very Good! (1,057 reviews)
We stayed one night while passing through. No issues, breakfast was good. Condition of property was ok, older property.

Reviewed on Jul 14, 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
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Downtown Stamford

3 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

Discover the most popular places to visit in Stamford

Chelsea Piers

4/5(82 reviews)

Take the family on an outing to Chelsea Piers during your trip to Stamford. Savor the top-notch restaurants and lively bars while in town.

Chelsea Piers

Stamford Town Center

4.5/5(9 reviews)

You can find the perfect gifts to bring home at Stamford Town Center during your trip to Stamford. Check out the lively bars or top-notch restaurants in this family-friendly area.

Stamford Town Center

Cove Island Park

If a restful vacation is part of your travel plans, Cove Island Park might be the perfect place to seek out during your trip to Stamford. Check out the shops and lively bars in this family-friendly area.

Cove Island Park

What to do in Stamford

Couple's Private New York Helicopter Tour from Westchester

Couple's Private NYC Helicopter Tour from Westchester

$950
per traveler
Couple's Private NYC Helicopter Tour from Westchester
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

$670
per traveler
Introductory Helicopter Flight Lesson from Westchester
See all activities in Stamford

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! (1,600 reviews)
"Clean & great place for the area"

Reviewed on Jul 11, 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
7.8/10 Good! (1,066 reviews)
"Nice location. Friendly, helpful staff. No microwave"

Reviewed on Jul 11, 2025

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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
6.4/10 (609 reviews)
"Great place"

Reviewed on Jul 12, 2025

Get rates
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.

Find the Best Stamford Vacation Packages

Stamford Essential Information

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

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Frequently asked questions

How much does a Stamford vacation package cost?
You'll find cheap prices from $291 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.