Deals on vacations and trips to Stamford

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Stamford flight + hotel vacation packages

Modern Luxury Home w GameRoom & Parking
Hyatt Regency Greenwich
Global Luxury Suites White Plains
Sonesta White Plains Downtown
Castle Hotel & Spa
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Top Stamford hotel deals

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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

Stamford Vacations

Stamford, Connecticut is part of the New York metropolitan area and is only 30 miles from the city, but this New England city has an identity all its own. Stamford was settled in 1641 and has history lurking around every corner. Add in thriving cultural and arts scenes and you have a well-rounded vacation experience in store for you in the Constitution State.

Major Attractions

Stamford vacations are great for anyone looking to explore local history while also getting a little exercise. The Downtown Stamford Historic District is a walkable group of streets, including Main, Bank, Bedford, and Atlantic streets. Here, you'll find 56 beautifully restored buildings, including the Beaux Arts-style Old Town Hall, the Avon Theatre, and many other amazing, historic structures. When looking on Travelocity for Stamford vacation packages, make sure to get a hotel in Stamford that's right downtown to make exploring the area super easy.

If you decide to venture further afield, book one of many Stamford car rentals. You'll be rewarded with Stamford's natural beauty, especially at Cove Island Park, located on the Long Island Sound. Out-of-towners have only recently been granted access to this 83-acre park, so you know it must be worth a visit if only locals were allowed before. There are beaches and trails at the park for outdoor lovers to hike, bike, skate, and fish.

Recurring Festivals and Events

Held every May in downtown Stamford is one of the more unusual events that you're likely to find anywhere, and that's STEMfest. If you're interested in anything and everything STEM-related (Science, Technology, Engineering, and Math), then head to Mill River Park for activities and displays in all four of these subjects.

Travelocity has plenty of Stamford packages to appeal to all types of travelers with all types of budgets. While you're searching, don't forget about the Travelocity Price Guarantee: Travelocity will match any lower price you find and refund the difference.

Frequently asked questions

How much are vacation packages to Stamford?
Prepare to be surprised — you can unwind in Stamford for a paltry $682. Let Travelocity save you money and time with our excellent vacation packages. With flights, hotels and tours all available at our one-stop shop, why put it off?
How long should my Stamford vacation be?
The majority of people secure a hotel for 2 nights in Stamford. But that doesn’t necessarily mean you have to do the same. How long you decide to stay really boils down to how much you want to see on your vacation. If you’re eager to get familiar with every square inch of this remarkable location, consider booking another night or two (or even an extra week!).
Where can I get the best vacation package deals for Stamford?
Travelocity can help you lock in a Stamford package deal. With as many as 400 air carriers and 1,000,000 properties worldwide, you’re bound to be able to craft the perfect itinerary.
Why should I purchase my Stamford vacation package with Travelocity?
From our 24/7 customer support to our range of fantastic destinations, we’re dedicated to giving you the vacation of a lifetime. All you need to do is click and book — our Price Match Guarantee will ensure you get the lowest price.
Can I save money on my Stamford car rental if I bundle it with hotels and flights?
Bundling your flight, car and hotel into a Stamford vacation package is the best way to land the best deal. Plus, having your own rental car gives you absolute freedom to get to all those famous sights you’re eager to see. Located 30 mi from Stamford, Times Square is one attraction that should be on your to-do list. Turn up the tunes and make a day trip of it.
What is the best time of year to go to Stamford?
Go in June, August and November to experience this place in full swing. Even though they’re the busiest few months, the buzzing energy associated with the peak season is part of the allure. If you’d love a calmer pace, January, February and March will fit your plans better. Don’t want to pay big bucks for a place to stay? Avoid reserving a room in , when prices usually soar. Look for someplace affordable in instead.
Which airport is best for Stamford?
John F. Kennedy Intl. Airport (JFK) (30 mi away from the downtown area), Liberty Intl. Airport (EWR) (40 mi away from central Stamford) and LaGuardia Airport (LGA) (25 mi away from central Stamford) are all great options for Stamford.
What is there to do in Stamford?
While hopping off the tourist trail is rewarding, you shouldn’t miss the popular attractions that make a destination famous. Chelsea Piers and Stamford Town Center are a couple of them in Stamford.
Where should I stay when visiting Stamford?
Many travelers choose to hit the hay at the The Stamford Hotel. It’s a great base for your Stamford vacation.

Where to stay in Stamford: Best areas for travelers