Stamford Vacations

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Find the Best Stamford Vacation Packages

Stamford Hotel Deals

The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AED 860 per night from Apr 27 to Apr 28
AED 860
AED 961 total
includes taxes & fees
27 Apr - 28 Apr
9.6/10 Exceptional! (441 reviews)
"So impressive! I will never forget this amazing inn. The food is incredible, much better than many big restaurants! How can they cook so well?! The chairs, the plates.....all wonderful! My son and I had unforgettable breakfast there with snow fall! Everything is perfect! Definitely recommend this ..."

Reviewed on 12 April 2025

The Williams Inn
Hotel Downstreet, Ascend Hotel Collection
Hotel Downstreet, Ascend Hotel Collection
3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is AED 465 per night from Apr 28 to Apr 29
AED 465
AED 520 total
includes taxes & fees
28 Apr - 29 Apr
8.6/10 Excellent! (999 reviews)
"We have been here about 5 times. Greay location. Good price."

Reviewed on 4 April 2025

Hotel Downstreet, Ascend Hotel Collection
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
Fully refundableReserve now, pay when you stay
The price is AED 386 per night from Apr 27 to Apr 28
AED 386
AED 463 total
includes taxes & fees
27 Apr - 28 Apr
8.6/10 Excellent! (1,796 reviews)
"Wierd very quiet time of year. Properly is outstanding. Hot water in shower took forever. Check in staff seemed like they didnt like each other. Great pool and hot tub. Local restaurants have more color than quality food."

Reviewed on 17 April 2025

Vacation Village in the Berkshires
See all 1,426 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.

Frequently asked questions

How much does a Stamford vacation package cost?
You’ll find cheap prices on Expedia for your Stamford escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Stamford costs.
What are the cheapest months to go to Stamford?
Plan your trip for the low or shoulder season and you’re likely to get cheap Stamford vacation packages. Bear in mind that school vacation periods and major events and festivals can have an impact on prices, so do some research before you go.
How to find the best Stamford package deals?
Bagging a cheap Stamford package deal is easy with Expedia. Once you’ve entered your trip dates and destination under our “Packages” tab, set your budget, apply a few filters and browse what’s available. You can customize your search by “Amenities,” “Property type,” “Popular locations” and more. Order the results by “Price: low to high” to view the most pocket-friendly Stamford package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Stamford vacation as a package?
You can enjoy significant savings on your next Stamford retreat by booking a customized vacation package. Click on the “Package” heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Stamford?
Score amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for an impromptu Stamford adventure.
How to plan a trip to Stamford?

  1. Choose your travel dates: The things you want to do in Stamford and your favorite season can help you decide when to get away.
  2. Set your budget: Consider costs like flights, food and transportation when working out how much to set aside for your trip to Stamford. Then, pick a hotel that suits your budget, whether that’s a wallet-friendly option or a more upscale retreat.
  3. Decide how many days away: Start by making a list of all the activities and sights you want to experience in Stamford. Then, estimate how long you’ll need for each, including any travel time.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that’s left now is to find a Stamford vacation package that brings all your bookings together.