Stamford Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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Top hotels in Stamford

Hotel Downstreet
Hotel Downstreet
3 out of 5
40 Main St, North Adams, MA
Fully refundableReserve now, pay when you stay
The price is S$175 per night from 8 Dec to 9 Dec
S$175
includes taxes & fees
8 Dec - 9 Dec
8.6/10 Excellent! (999 reviews)
"Great location, wonderful staff, fun pool and cool art. Would definitely stay again!"

Reviewed on 15 Nov,2024

Hotel Downstreet
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 S$263 per night from 1 Dec to 2 Dec
S$263
includes taxes & fees
1 Dec - 2 Dec
8.6/10 Excellent! (1,745 reviews)
"Property was beautiful, great staff"

Reviewed on 21 Nov,2024

Vacation Village in the Berkshires
Mountaineer Inn
Mountaineer Inn
2 out of 5
270 Handle Rd, West Dover, VT
9/10 Wonderful! (349 reviews)
"Nice quiet getaway about 30 min from Stratton. We went off season to see the leaves in October so a lot of stores and restaurants were closed, but what is open nearby is delicious. The place is a standard motel, room was clean, coffee maker in the dining area, several lounge spaces, pool table, and ..."

Reviewed on 29 Oct,2024

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Mountaineer Inn
See all 1,329 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?
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 holiday 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 holiday 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 travellers.
How far in advance should I book my Stamford holiday?
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 holiday 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 holiday package?
Plans can change in a flash, so yes. You may be able to cancel or amend your Stamford holiday 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. 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.