Pound Ridge Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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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!
Top Pound Ridge Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Pendry Natirar
CA $2,437
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New York (JFK)
9.8/10 Exceptional! (20 reviews)
One of the most beautiful hotels! The staff was incredibly accommodating. The rooms were beautiful and the amenities and spa were amazing. Highly recommend you find a reason to go!
Reviewed on Sep 29, 2026
Ready to book your vacation to Pound Ridge?
Pound Ridge Hotel Deals
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $227
CA $295 total
Oct 4 - Oct 5
includes taxes & fees
West Gate Inn Nyack
26 Route 59 Nyack NY
Fully refundableReserve now, pay when you stay
CA $145
CA $166 total
Oct 11 - Oct 12
includes taxes & fees
Sleepy Hollow Hotel, a Dolce by Wyndham
455 S Broadway Tarrytown NY
Fully refundableReserve now, pay when you stay
CA $195
CA $223 total
Oct 18 - Oct 19
includes taxes & fees
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.
Stay near popular Pound Ridge attractions
Pound Ridge Town Park
Pound Ridge Town Park is just one of the places to see in Pound Ridge, so why not enjoy the other things to explore during your travels? Take in the museums while you're in the area.
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.
Frequently asked questions
How much does a Pound Ridge vacation package cost?
You'll find cheap prices from CA $1,257 on Expedia for your Pound Ridge escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Pound Ridge costs.
What are the cheapest months to go to Pound Ridge?
To pick up cheap Pound Ridge vacation packages, plan your getaway outside of peak periods such as school holidays. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Pound Ridge?
You can easily explore all the leading sights in Pound Ridge in a few days, including the must-see Stamford Historical Society Museum. If you want a longer Pound Ridge vacation, check out what kind of day trips and activities are available nearby.
How to find the best Pound Ridge package deals?
Begin your search for a Pound Ridge package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Pound Ridge package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Pound Ridge escape underway.
Is it cheaper to book a Pound Ridge vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and hotels separately. Better still, you can personalize your Pound Ridge trip to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Pound Ridge?
If you're planning a spontaneous Pound Ridge vacation, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can find amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Pound Ridge?
- Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to visit Pound Ridge.
- Plan your budget wisely: Besides the cost of your hotel, you should consider other expenses too. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that may arise during your trip to Pound Ridge.
- Decide how long to go for: Now that you know more about Pound Ridge, you can work out the right length of your break. Put together a rough plan and allocate enough time to cover everything you want to see.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to pick a Pound Ridge vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
