Stamford Holidays

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    Better together
    Save up to S$134 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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    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Stamford

Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
The price is S$152 per night from 18 Jun to 19 Jun
S$152
18 Jun - 19 Jun
includes taxes & fees
8.6/10 Excellent! (1,827 reviews)

Reviewed on 16 Jun, 2025

Vacation Village in the Berkshires
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 S$205 per night from 16 Jul to 17 Jul
S$205
16 Jul - 17 Jul
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Beautiful and clean rooms. Very professional staff."

Reviewed on 14 Jun, 2025

Hotel Downstreet, Ascend Hotel Collection
The Williams Inn
The Williams Inn
4 out of 5
101 Spring Street, Williamstown, MA
The price is S$315 per night from 9 Jul to 10 Jul
S$315
9 Jul - 10 Jul
includes taxes & fees
9.6/10 Exceptional! (456 reviews)
"Beautiful property. Very clean. Short distance to campus."

Reviewed on 10 Jun, 2025

The Williams Inn
See all 1,423 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 holiday 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 holiday 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 holiday packages. Bear in mind that school holiday periods and major events and festivals can have an impact on prices, so do some research before you go.
How many days is enough for Stamford?
Typically, a handful of days is enough to tick off the main attractions during your Stamford holiday. But if you prefer to have more time to relax or take day tours, consider extending your trip.
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 customise 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Stamford holiday as a package?
You can enjoy significant savings on your next Stamford retreat by booking a customised holiday 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 holiday 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 favourite 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 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.