Stamford Holidays

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Top Flight + Hotel Deals in Stamford

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
24 Sept - 28 Sept
found 20 hours ago
Return flight included
Dublin (DUB) to White Plains (HPN)
6.8/10 (316 reviews)
The facility needs renovation and beautification. The management should improve the breakfast being offered

Reviewed on 6 Aug 2025

Luxury Living in the Heart of NY

Luxury Living in the Heart of NY

4 out of 5
Southeast Yonkers
per person
10 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
2/10 (1 review)
Royal Regency Hotel

Royal Regency Hotel

3.5 out of 5
Northwest Yonkers
per person
24 Sept - 28 Sept
found 20 hours ago
Return flight included
Dublin (DUB) to White Plains (HPN)
8.2/10 Very Good! (2,197 reviews)
I love this place and the staff ! Excellent place to stay !! It’s very clean and the area is quiet and nice ! The staff are awesome .

Reviewed on 6 Aug 2025

Stamford Suites

Stamford Suites

4 out of 5
Downtown Stamford
per person
10 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
5.6/10 (48 reviews)
While the physical property is well maintained, generally it could use a facelift and update. Also, the windows have not been cleaned in some Time!

Reviewed on 13 Jul 2025

The Opus Westchester, Autograph Collection

The Opus Westchester, Autograph Collection

5 out of 5
per person
9 Oct - 14 Oct
found 1 day ago
Return direct flight included
Dublin (DUB) to White Plains (HPN)
9.2/10 Wonderful! (504 reviews)
Although I stayed for 1 night, I wish my stay was a little longer. This hotel exceeds my expectations. I had a wonderful time and stay. The spa was so beautiful and amazing. I would definitely recommend this hotel.

Reviewed on 21 Jul 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)

While visiting Downtown Stamford, you might make a stop by sights like Stamford Center for the Arts and Stamford Town Center.

Find hotels in Downtown Stamford

Top hotels in Stamford

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! (1,629 reviews)
"Nice place @ a good price"

Reviewed on 5 Aug 2025

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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 €88 per night from 28 Aug to 29 Aug
€88
28 Aug - 29 Aug
includes taxes & fees
6.4/10 (684 reviews)
"Liked breakfast buffet. Did not like fitness room not yet opened."

Reviewed on 5 Aug 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 €134 per night from 17 Aug to 18 Aug
€134
17 Aug - 18 Aug
includes taxes & fees
7.6/10 Good! (1,092 reviews)
"Very clean rooms. Friendly service! I would go back"

Reviewed on 2 Aug 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.

Popular places to visit

Cove Island Park

If a restful holiday is part of your travel plans, Cove Island Park might be the perfect place to visit during your trip to Stamford. Visit the shops and top-notch restaurants in this family-friendly area.

Cove Island Park

Springdale Shopping Center

You can find the perfect gifts to bring home at Springdale Shopping Center during your trip to 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

€818
per traveller
Couple's Private NYC Helicopter Tour from Westchester
Helicopter landing in a field in New York

Introductory Helicopter Flight Lesson from Westchester

€577
per traveller
Introductory Helicopter Flight Lesson from Westchester
See all activities in Stamford

Frequently asked questions

How much does a Stamford holiday package cost?
You'll find cheap prices from €551 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 holiday to Stamford costs.
What are the cheapest months to go to Stamford?
If you're looking to snag a cheap Stamford holiday 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 travellers wishing to save money.
How many days is enough for Stamford?
We suggest planning a Stamford holiday 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 neighbourhoods 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 holiday package to Stamford?
Stamford is a good holiday 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 holiday 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 holiday package as soon as possible.
Is it cheaper to book a Stamford holiday as a package?
You can enjoy significant savings on your Stamford getaway by booking a personalised holiday package. Click on the "Package" heading, then select your destination and travel dates to browse some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a holiday 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 favourite 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 holiday. 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 holiday 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.