Pound Ridge Vacations from $639

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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 Wayne Inn

The Wayne Inn

2 out of 5
Save 100% on your flight
Price was $1,177, price is now $639 per person
$639
per person
Jul 17 - Jul 20
found 10 hours ago
Roundtrip flight included
San Juan (SJU) to New York (JFK)
6.8/10 (291 reviews)
Clean room - hot shower -

Reviewed on May 5, 2026

2 bedroom luxury Empire State VIEW

2 bedroom luxury Empire State VIEW

2 out of 5
Manhattan
Price was $3,919, price is now $1,834 per person
$1,834
per person
Jul 11 - Jul 14
found 10 hours ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
10/10 Exceptional! (1 review)
Room was very clean and aesthetically pleasing. The views from the property were amazing! Nice and spacious as well. Will book again when I come back to NY!

Reviewed on Mar 19, 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,255, price is now $1,204 per person
$1,204
per person
Jul 15 - Jul 22
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to New York (JFK)
8.6/10 Excellent! (2,511 reviews)
Almost everything was fine! My only concern was a very laud night during my stay, coming from a party. Everything else was great! Coming back for sure.

Reviewed on May 6, 2026

Seven Beach Lane

Seven Beach Lane

2 out of 5
Price was $2,710, price is now $1,479 per person
$1,479
per person
Jul 21 - Jul 25
found 1 day ago
Roundtrip flight included
Dallas (DFW) to New York (JFK)
10/10 Exceptional! (7 reviews)
Courteous and friendly staff

Reviewed on Nov 4, 2025

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room

2 out of 5
Southeast Yonkers
Save 100% on your flight
Price was $7,731, price is now $4,890 per person
$4,890
per person
Jun 11 - Jun 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to White Plains (HPN)
8/10 Very Good! (1 review)
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Pound Ridge Hotel Deals

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
$157 nightly
The price is $180 total per night from May 10 to May 11
$180 total
May 10 - May 11
Total with taxes and fees
8.2/10 Very Good! (1,066 reviews)
Access to our room was difficult. There was a paved path from the parking lot to exterior wooden steps up to the outside door. It took several tries to get the keycard reader to work. Once inside, there was another flight of stairs to get to our floor. When we got to our room, the card key did not ...

Reviewed on May 7, 2026

Tarrytown House Estate
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Fully refundable
$135 nightly
The price is $155 total per night from May 31 to Jun 1
$155 total
May 31 - Jun 1
Total with taxes and fees
8.4/10 Very Good! (1,116 reviews)
Very good hotel all around

Reviewed on May 7, 2026

EVEN Hotel Norwalk by IHG
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
$195 nightly
The price is $224 total per night from May 25 to May 26
$224 total
May 25 - May 26
Total with taxes and fees
Hyatt Regency Greenwich
See all 1,290 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 $639 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.