Pound Ridge Vacations from $731

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Your Pound Ridge Vacation

From its highlights to its hidden gems, this city is best explored with a Pound Ridge vacation package. Look for places to stay in Downtown Stamford, which is good for history, bars and pubs and dining. Make your trip to Pound Ridge even more exciting by going sightseeing. Caramoor Center for Music and the Arts, Wolf Conservation Center and John Jay Homestead State Historic Site are among the leading attractions worth exploring. Stop daydreaming and start traveling. Explore the range of options on Expedia today and put your Pound Ridge vacation plans into gear!

The Latest Pound Ridge vacation packages

Price found within the past 48 hours. Click for updated prices.
JW Marriott Essex House New York

JW Marriott Essex House New York

4.5 out of 5
Manhattan
Price was $1,304, price is now $731 per person
$731
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,001 reviews)

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $2,337, price is now $1,288 per person
$1,288
per person
Dec 13 - Dec 16
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New Haven (HVN)
No reviews

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $3,937, price is now $2,428 per person
$2,428
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Great

Reviewed on Oct 31, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $4,088, price is now $2,530 per person
$2,530
per person
Jan 7 - Jan 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (293 reviews)

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $1,365, price is now $854 per person
$854
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,000 reviews)
Great!! Everything was great

Reviewed on Oct 31, 2026

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Stay near popular Pound Ridge attractions

Pound Ridge Town Park

Pound Ridge Town Park offers serene walking paths and recreational facilities nestled in a tranquil environment. Enjoy the expansive swimming pool during summer months or attend the popular Sunday concert series.
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Pound Ridge Hotel Deals

West Gate Inn Nyack

West Gate Inn Nyack

3 out of 5
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $121 total per night from Nov 8 to Nov 9
$121 total
Nov 8 - Nov 9
Total with taxes and fees
7.4/10 Good! (1,503 reviews)
"Friendly staff! Great breakfast !"

Reviewed on Oct 31, 2026

West Gate Inn Nyack
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
$191 nightly
The price is $218 total per night from Nov 2 to Nov 3
$218 total
Nov 2 - Nov 3
Total with taxes and fees
Tarrytown House Estate
J House Greenwich

J House Greenwich

4 out of 5
1114 E. Putnam Ave Riverside CT
$345 nightly
The price is $397 total per night from Nov 20 to Nov 21
$397 total
Nov 20 - Nov 21
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
"Great location and staff"

Reviewed on Nov 1, 2026

J House Greenwich
See all 1,272 properties in Pound Ridge
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.

Find the Best Pound Ridge Vacation Packages

Pound Ridge Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Westchester County Airport (HPN)
Population
5,100
Top Sights
Jacob Burns Film Center Theater, Wolf Conservation Center and Katonah Museum of Art

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Frequently asked questions

How much does a Pound Ridge vacation package cost?
You'll find cheap prices from $731 on Expedia for your Pound Ridge getaway. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Pound Ridge costs.
What are the cheapest months to go to Pound Ridge?
You're likely to find reduced prices and better availability in December, January and February. Check out our cheap Pound Ridge vacation packages and you could land some great off-season discounts.
How many days is enough for Pound Ridge?
Typically, a handful of days is enough to explore the top attractions during your Pound Ridge vacation. But if you'd like to have time to unwind or take day trips, consider extending your itinerary.
How to find the best Pound Ridge package deals?
Bagging a cheap Pound Ridge package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add a few filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Pound Ridge package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Pound Ridge vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can customize your Pound Ridge escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Pound Ridge?
If you've got your Pound Ridge travel dates finalized, book early to grab some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Pound Ridge vacation packages?
If you're anything like us, you love going away but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the total cost of your Pound Ridge break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.