Pound Ridge Vacations from $674

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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.
Library Hotel by Library Hotel Collection

Library Hotel by Library Hotel Collection

Manhattan
Save 100% on your flight
$674
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.6/10 Exceptional! (1,004 reviews)
Excellent property recommended

Reviewed on Aug 10, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

North End
$942
per person
Sep 20 - Sep 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
No reviews
Seven Beach Lane

Seven Beach Lane

$1,159
per person
Oct 15 - Oct 20
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
9.4/10 Exceptional! (29 reviews)
The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

Manhattan
Save 100% on your flight
$3,549
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (689 reviews)
1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

Save 100% on your flight
$1,805
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,002 reviews)
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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 Library

Enjoy an outing to Pound Ridge Library during your stay in Pound Ridge. Take in the museums while you're in the area.
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Pound Ridge Hotel Deals

Tarrytown House Estate

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
$181 nightly
$207 total
Aug 23 - Aug 24
Total with taxes and fees
8.2/10 Very Good! (1,239 reviews)
"We were surprised by beautiful gardens and landscapes."

Reviewed on Aug 11, 2026

Tarrytown House Estate
Sonesta White Plains Downtown

Sonesta White Plains Downtown

66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
$195 nightly
$223 total
Sep 6 - Sep 7
Total with taxes and fees
8.8/10 Excellent! (1,350 reviews)
"Entire facility was amazing. Property was well maintained and very well appointed. Room was clean and spacious. Always ample parking for hotel guests. Would recommend staying to all"

Reviewed on Aug 11, 2026

Sonesta White Plains Downtown
Hyatt Regency Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$178 nightly
$204 total
Sep 6 - Sep 7
Total with taxes and fees
8.6/10 Excellent! (1,106 reviews)
"Great! Friendly staff"

Reviewed on Aug 11, 2026

Hyatt Regency Greenwich
See all 1,261 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 $674 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.