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.
The Stamford Hotel

The Stamford Hotel

3.5 out of 5
Downtown Stamford
per person
Sep 15 - Sep 18
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
7.8/10 Good! (1,059 reviews)
Photos give the property a different look. Upon entering the hotel it has a decent bar and presence however the rooms are VERY dated. Every room had 1 light which emitted very dull lighting. The mirror in the bathroom was supposed to light up for makeup and didn’t work. There were 2 hairs in the bottom of the tub when I arrived which makes me think it was not cleaned AND the windows were filthy. AC unit was loud and barely cooled off my room, however my friends AC in her room was much better. Spending $200 for 1 in this place was a rip off. I would not stay again

Reviewed on Jul. 31, 2025

Hilton Stamford Hotel & Executive Meeting Center

Hilton Stamford Hotel & Executive Meeting Center

3.5 out of 5
Waterside
per person
Sep 15 - Sep 18
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
7.4/10 Good! (1,001 reviews)
Old hotel that desperately needs updating. The room needed painting, carpet, tub needs to be resealed, fixtures need to be replaced or caulked.

Reviewed on Jul. 31, 2025

Hampton Inn White Plains/Tarrytown

Hampton Inn White Plains/Tarrytown

3 out of 5
per person
Sep 15 - Sep 18
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to White Plains (HPN)
8/10 Very Good! (1,057 reviews)
Rooms clean, staff friendly and attentive , however overall aged property, needs updates and maintenance. Reasonable stay for the price point.

Reviewed on Aug. 2, 2025

Luxury Apartments by Hyatus at The Asher

Luxury Apartments by Hyatus at The Asher

4.5 out of 5
Downtown Stamford
per person
Sep 24 - Sep 28
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to White Plains (HPN)
10/10 Exceptional! (16 reviews)
Perfect location. Great service. Amenities pretty cool

Reviewed on Jan. 4, 2025

Sheraton Tarrytown Hotel

Sheraton Tarrytown Hotel

3.5 out of 5
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to White Plains (HPN)
8.2/10 Very Good! (1,002 reviews)
This was a nice hotel. The room decor and furniture need to be updated. There were stains on the wallpaper and armchair. The room was clean.

Reviewed on Jul. 29, 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
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Aug 3 to Aug 4
CA $131
CA $152 total
Aug 3 - Aug 4
includes taxes & fees
8.4/10 Very Good! (1,630 reviews)
"Good price, easy access"

Reviewed on Aug. 1, 2025

Amsterdam 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 $115 per night from Aug 11 to Aug 12
CA $115
CA $132 total
Aug 11 - Aug 12
includes taxes & fees
6.4/10 (668 reviews)
"We did not eat the breakfast that is offered at the Hotel, but we find very convenient to have a great dinner next door. The beds were good and clean, we would have liked it if they could help us with a cot or a smaller rolling bed for our toddler who is too big for a crib but is to young to not ..."

Reviewed on Jul. 30, 2025

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 $141 per night from Aug 10 to Aug 11
CA $141
CA $162 total
Aug 10 - Aug 11
includes taxes & fees
7.6/10 Good! (1,083 reviews)
"Clean"

Reviewed on Aug. 1, 2025

The Stamford Hotel
See all 2,023 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.
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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

What to do in Stamford

Couple's Private New York Helicopter Tour from Westchester

Couple's Private NYC Helicopter Tour from Westchester

CA $1,302
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 $918
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 $721 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.