Stamford Vacation Packages

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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.

Top Stamford Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
Sep 5 - Sep 10
found 11 hours ago
Roundtrip flight included
Toronto (YYZ) 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

Residence Inn Stamford Downtown

Residence Inn Stamford Downtown

3 out of 5
Downtown Stamford
Save 100% on your flight
per person
Aug 23 - Aug 28
found 20 hours ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
9.4/10 Exceptional! (344 reviews)
Note that this property shares some resources with the adjacent Marriott courtyard (pool, coffee shop, valet parking) but has its own included breakfast.

Reviewed on Jul. 9, 2025

The Abbey Inn & Spa

The Abbey Inn & Spa

4 out of 5
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
9.2/10 Wonderful! (185 reviews)
Beautiful and very clean

Reviewed on Jul. 7, 2025

EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
8.4/10 Very Good! (1,009 reviews)
For a workout/health conscious hotel. The employees pushed the bar onto you heavily, the front desk and empty regularly. Stood there for exactly 13 minutes waiting to checking out. Used the phone in the wall to call the desk literally 10 feet away. Went to the breakfast window and rang the bell, a lady said “ be right with you” I waited 6 minutes and she never came. So if you are sober or are trying to be sober or are in a rush. I do not recommend

Reviewed on Jul. 15, 2025

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
per person
Aug 23 - Aug 28
found 20 hours ago
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
8.2/10 Very Good! (1,373 reviews)
Ants on the night stand. Very nice entry pool and lobby. Go up to and level then walk aways to another elevator to the actual hotel. My room looked ok at first then i realized it was an old hotel reno that was looking very tired. Didn’t seem to clean. Felt very disappointed for the price!

Reviewed on Jul. 15, 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
4.5/5(2 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

Ready to book your vacation to Stamford?

 

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Stamford Hotel Deals

Amsterdam Hotel

Amsterdam Hotel

2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is CA $119 per night from Jul 23 to Jul 24
CA $119
CA $139 total
Jul 23 - Jul 24
includes taxes & fees
8.4/10 Very Good! (1,610 reviews)
"Easy fjeck in and clean room. Elevator smelled ... needed a cleaning or new carpet. I would stay there again."

Reviewed on Jul. 13, 2025

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 CA $180 per night from Jul 23 to Jul 24
CA $180
CA $207 total
Jul 23 - Jul 24
includes taxes & fees
7.8/10 Good! (1,067 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 CA $112 per night from Aug 5 to Aug 6
CA $112
CA $129 total
Aug 5 - Aug 6
includes taxes & fees
6.4/10 (603 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Stamford

Springdale Shopping Center

You can browse for the perfect souvenirs at Springdale Shopping Center during your stay in Stamford. Discover the lively bars and entertainment choices in this family-friendly area.

Springdale Shopping 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

CA $1,300
per traveller
Couple's Private NYC Helicopter Tour from Westchester
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

CA $917
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Stamford

Frequently asked questions

How much does a Stamford vacation package cost?
Offering great value package deals from CA $744 on Expedia, you'll be thrilled with how little a vacation to Stamford costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Stamford?
You can usually find reduced prices and greater availability in January, February and April. Explore our cheap Stamford vacation packages and you could get some great off-season discounts.
How many days is enough for Stamford?
With about 2 days, you'll have enough time to experience popular neighbourhoods such as Downtown Stamford and Cove - East Side - Shippan during your Stamford vacation. Remember to also add The Glass House and Greenwich Point Park to your sightseeing itinerary. Up for some more adventures? Consider exploring outside of Stamford on day trips and tours.
Is it worth booking a vacation package to Stamford?
It's no wonder a Stamford vacation is on the must-do list of many travellers. Well-known attractions like Chelsea Piers are just the start of what you can explore here.
How to find the best Stamford package deals?
Use Expedia's handy filters to help you find some tempting Stamford package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Stamford package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Stamford vacation as a package?
You can enjoy significant savings on your next Stamford break by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to view the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Stamford?
If you've got your Stamford vacation dates confirmed, book early to grab some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Stamford?

  1. Pick your travel dates: What you plan to do in Stamford and your favourite season can help you decide when to get away.
  2. Budget wisely: As well as the price of your accommodations, you should consider other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that may crop up during your trip to Stamford.
  3. Work out your trip length: Think about how long you want to spend discovering Stamford. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, book the perfect Stamford vacation package for you.

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