Pound Ridge Vacations from $296

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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.
The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Price was $574, price is now $296 per person
$296
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
Stayed in for one night and the room was beautiful. The bed was beyond comfortable and clean. From the check in to check out, staff was very helpful. 100% will recommend.

Reviewed on Oct 25, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $1,629, price is now $852 per person
$852
per person
Jan 15 - Jan 18
found 15 hours ago
Roundtrip flight included
Miami (MIA) to New York (JFK)
8.8/10 Excellent! (1,012 reviews)
Nice hotel , needs a bit of tender love and care !

Reviewed on Oct 14, 2025

Courtyard New York Manhattan/ Midtown East

Courtyard New York Manhattan/ Midtown East

3 out of 5
Manhattan
Price was $2,714, price is now $1,484 per person
$1,484
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,333 reviews)
Room was very clean, but the bed could use a new mattress and the shower only had mediocre pressure. All in all, great for a one night stay, would probably stay here again.

Reviewed on Oct 27, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $749, price is now $411 per person
$411
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,030 reviews)
The staff were super welcoming, it was a large hotel room on the top floor. Would definitely stay here again!

Reviewed on Oct 30, 2025

The Mansion at Glen Cove

The Mansion at Glen Cove

4 out of 5
Save 100% on your flight
Price was $627, price is now $355 per person
$355
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
7/10 Good! (1,001 reviews)
perfect stay. love the nature and the vibe there. will be best for vacation.

Reviewed on Nov 2, 2025

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Pound Ridge Hotel Deals

DoubleTree by Hilton Stamford

DoubleTree by Hilton Stamford

3.5 out of 5
1 First Stamford Pl, Stamford, CT
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $159 total per night from Nov 24 to Nov 25
$159 total
Nov 24 - Nov 25
Total with taxes and fees
7.2/10 Good! (1,016 reviews)
Very good stay

Reviewed on Oct 31, 2025

DoubleTree by Hilton Stamford
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane, Tarrytown, NY
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $210 total per night from Nov 25 to Nov 26
$210 total
Nov 25 - Nov 26
Total with taxes and fees
8/10 Very Good! (1,016 reviews)
The view from the balcony was amazing

Reviewed on Nov 3, 2025

Tarrytown House Estate
La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue, Stamford, CT
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $99 total per night from Nov 30 to Dec 1
$99 total
Nov 30 - Dec 1
Total with taxes and fees
6.6/10 (924 reviews)
Room was clean, just needs a little updating. Great service, friendly and helpful.

Reviewed on Nov 2, 2025

La Quinta Inn & Suites by Wyndham Stamford / New York City
See all 1,248 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 $296 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.