Stamford Vacations

Book a Hotel + Flight or Car together to unlock savings

Choose one or more items to build your trip:
    Plan, book, travel with confidence
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    Better together
    Save up to $580 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Your Stamford Vacation

Cuisine, art, entertainment and more … There's so much to discover with a Stamford vacation package. And with the ability to easily customize your city adventure, it's guaranteed to be one that's hard to forget. There's loads to explore during your trip to Stamford, including The Dome Trailhead and Broad Brook Trailhead. No matter your travel plans or the size of your budget, organizing a tailored Stamford vacation is a piece of cake with Expedia.

Stamford Essential Information

Stamford Hotel Deals

Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
The price is $134 per night from Jun 23 to Jun 24
$134
$150 total
includes taxes & fees
Jun 23 - Jun 24
8.4/10 Very Good! (930 reviews)
Nifty hotel in a great little town
"The room was clean and distinctive. Everything worked properly. The hotel is perfectly located for accessing anything in town by foot, including MassMOCA and various eateries."

Reviewed on Jun 16, 2024

Hotel Downstreet
Mountaineer Inn
Mountaineer Inn
2 out of 5
270 Handle Rd, West Dover, VT
Fully refundableReserve now, pay when you stay
The price is $113 per night from Jun 19 to Jun 20
$113
$131 total
includes taxes & fees
Jun 19 - Jun 20
9.2/10 Wonderful! (291 reviews)
"Loved that this is a legit old ski lodge and still has the feel while having modernized what needed to be. Loved it here."

Reviewed on May 7, 2024

Mountaineer Inn
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
The price is $262 per night from Jun 26 to Jun 27
$262
$293 total
includes taxes & fees
Jun 26 - Jun 27
9.6/10 Exceptional! (305 reviews)
"Wonderful stay and meal was very yummy. Even though waiter said we ordered too my co. But we were hungry."

Reviewed on Jun 14, 2024

The Williams Inn
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.

Frequently asked questions

How much does a Stamford vacation package cost?
Live it up in Stamford from as little as . We offer a great selection of rental cars, hotels and flights to suit every style and budget. Pick up even better deals when you add some tours or experiences to your package.
How do I get a cheap travel package to Stamford?
Bundle your hotel and flight bookings, throw in extras such as tours, and save with a Stamford vacation package. You won’t just walk away with impressive discounts on your escape — you’ll have lots of choice too. When you book with Expedia, you’ll have your pick of over 550 airlines and 1,000,000 properties worldwide. Your unforgettable vacation starts right here, right now!
What are the top hotels in Stamford?
Whether you’re planning to stay for one night or a week in Stamford, you’ll get a good night’s rest at Beautiful Southern Vermont Farmhouse On 100 Acres. This place is a top pick for lots of travelers.
How far in advance should I book my Stamford vacation?
It can be tricky to know when is the perfect time to book your trip to Stamford. But generally the earlier you book, the lower the prices. In some cases, you can reserve your flights and hotels nearly a year before departure. If you’re eager to escape on a last-minute getaway, no need to worry! There are terrific deals advertised on Expedia all the time.
What does an Expedia Stamford travel package include?
Choose from any combination of flights, rental cars and hotels. Once you’ve made your booking, you can also add on experiences and tours. Want to pick your fare class? That’s possible too. The choice is all yours when it comes to crafting your perfect Stamford trip.
What should I know before booking a Stamford travel package?
You can save a tidy sum by bundling your hotels, flights and rental cars. Once you’ve made your booking, add on fun stuff like day tours or experiences. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Stamford Expedia vacation package?
Yes — that’s the beauty of an Expedia package. You’re in charge! We have access to more than 550 partner airlines around the world, so you have options galore when putting together your Stamford adventure.
If I'm not able to travel, can I cancel my Stamford vacation package?
Plans can change in a flash, so yes. You may be able to cancel or amend your Stamford vacation package at no cost if you’ve booked in the last 24 hours. For older bookings, you can still cancel or make changes, but your car rental company, hotel or airline may impose a charge. Need more information? Check out our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.