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.
Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking

3 out of 5
Southeast Yonkers
Save 100% on your flight
per person
Jun. 20 - Jun. 24
Roundtrip flight included
Vancouver (YVR) to White Plains (HPN)
10/10 Exceptional! (1 review)
This was an excellent House My birthday weekend was amazing I totally would book again

Reviewed on Mar. 17, 2024

The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
Jul. 31 - Aug. 6
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
7.8/10 Good! (1,086 reviews)
We were just for 1 night but the property needs a renovation, walls and glass were damage, also I have been in many properties around nyc, and they never charge me for early check in btw usually is at 3 pm I arrived 1 hour before.

Reviewed on May 14, 2024

Hotel NoMa, Trademark Collection by Wyndham

Hotel NoMa, Trademark Collection by Wyndham

3 out of 5
per person
Jul. 21 - Jul. 25
Roundtrip flight included
Montreal (YUL) to White Plains (HPN)
7.8/10 Good! (1,006 reviews)
Nice property and fairly priced.

Reviewed on May 9, 2024

Sleepy Hollow Hotel

Sleepy Hollow Hotel

3.5 out of 5
per person
Jun. 14 - Jun. 17
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
6.8/10 (1,004 reviews)
Nice hotel, clean and convenient location, but the elevator didn't work for 3 days!

Reviewed on May 7, 2024

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

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

2.5 out of 5
per person
Jun. 21 - Jun. 24
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
5.6/10 (1,050 reviews)
It was a great stay at the la Quinta.

Reviewed on May 11, 2024

Where to stay in Stamford

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

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 hotel + flight trips in Downtown 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
The price is CA $137 per night from May 21 to May 22
CA $137
CA $158 total
includes taxes & fees
May 21 - May 22
8.4/10 Very Good! (1,502 reviews)
A super bargain, but don't expect the Ritz.
"Front desk personnel are very friendly and helpful. Rooms are quite old, but you can't really expect much more at this price point. They were clean, but def hadn't been updated in many years. If you're just looking for a place to lay your head at a bargain price, this is it. Oh, one other good thing. ..."

Reviewed on May 11, 2024

Amsterdam Hotel
La Quinta Inn & Suites by Wyndham Stamford / New York City
La Quinta Inn & Suites by Wyndham Stamford / New York City
2.5 out of 5
135 Harvard Avenue, Stamford, CT
Fully refundableReserve now, pay when you stay
The price is CA $120 per night from May 27 to May 28
CA $120
CA $138 total
includes taxes & fees
May 27 - May 28
5.6/10 (1,055 reviews)
"It was a great stay at the la Quinta."

Reviewed on May 11, 2024

La Quinta Inn & Suites by Wyndham Stamford / New York City
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 $191 per night from Jun. 12 to Jun. 13
CA $191
CA $220 total
includes taxes & fees
Jun 12 - Jun 13
7.8/10 Good! (1,087 reviews)
"Hotel was clean, but very dark and outdated. Service was good. Staff was very professional."

Reviewed on May 7, 2024

The Stamford Hotel
See all 1,818 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Stamford vacation package cost?
Starting from as low as CA $511, you can tailor your Stamford package. Simply combine hotels, flights and rental cars and we’ll reward you with discounts.
How do I get a cheap travel package to Stamford?
Creating your own Stamford vacation package with Expedia is a simple way to save. We offer access to over 550 partner airlines and 1,000,000 hotels all over the world. With such an extensive range to select from, you’ll have no worries creating your ideal getaway.
Where should I stay in Stamford?
With popular attractions such as Chelsea Piers and Stamford Town Center in this area, look for a hotel located near either one. Cove Island Park is another Stamford hot spot that travelers flock to.
What are the top hotels in Stamford?
Many visitors to Stamford often stay in Downtown Stamford. The Stamford Hotel and Amsterdam Hotel are well-liked options in this neighborhood. But it’s not the only fun place around town! Cove - East Side - Shippan is also a great area and where you’ll find La Quinta Inn & Suites by Wyndham Stamford / New York City and Hilton Stamford Hotel & Executive Meeting Center.
How far in advance should I book my Stamford vacation?
It all depends on the airline, but it’s usually possible to browse through international airfares on Expedia up to a year in advance. While it’s a good idea to book ahead of time, lucky travelers will occasionally score a cheaper ticket just weeks before departure dates.
What does an Expedia Stamford travel package include?
That depends on what type of escape you’re planning. Stamford vacation deals can include car rentals, flights and hotels. You can mix and match to find the travel package that fits your needs. You can also add on activities and experiences after you’ve booked to get even bigger discounts.
What should I know before booking a Stamford travel package?
An Expedia travel package can be tailored to your budget and is a fantastic way to stretch your dollars further. How little or much you include is your call. Rental cars, hotels and flights — choose any combination that works with your plans.
Can I choose my airline with a Stamford Expedia vacation package?
Yes — that’s one of the best things about an Expedia vacation package. You’re the boss! We have more than 550 airline partners throughout the world, so you have lots of choice when creating your Stamford trip.
If I'm not able to travel, can I cancel my Stamford vacation package?
Your situation can change without warning, so yes, you can. You may be able to cancel or alter your Stamford vacation package at no cost within 24 hours of booking. For bookings older than that, you can still cancel or make changes, but your car rental company, hotel or airline may charge a fee. Looking for more information? Take a look at our Customer Service Portal. We’re here to help make sure your trip goes off without a hitch.

Discover the most popular places to visit in Stamford

Image for Chelsea Piers

Chelsea Piers

4/5(1 review)

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

Chelsea Piers
Image for Stamford Town Center

Stamford Town Center

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
Image for Stamford Center for the Arts

Stamford Center for the Arts

Enjoy a performance at Stamford Center for the Arts, a storied theater in Stamford. Check out the top-notch restaurants or lively bars in this family-friendly area.

Stamford Center for the Arts

What to do in Stamford

Image for 2-Hour Kayak Sunset Tour in Westport

2-Hour Kayak Sunset Tour in Westport

CA $115
Per adult
2-Hour Kayak Sunset Tour in Westport
See all activities in Stamford

Other vacations you might like

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