Pound Ridge Vacation Packages
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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.
San Carlos Hotel
Manhattan
CA $2,194
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (1,832 reviews)
We spent six nights here and had a wonderful time. The front desk team was efficient and friendly, and the bell service team was outstanding, especially Effarin. He went above and beyond to help us resolve an issue with a taxi driver, and the rest of the team was always at the door, ready to assist.
The hotel is beautiful, very clean, and well maintained. The rooms are spacious, and daily housekeeping kept everything in excellent condition throughout our stay.
Another great advantage is the location. There are many attractions within walking distance, and the subway is easily accessible, very convenient.
We would absolutely stay here again on our next visit and highly recommend this hotel to others.
Reviewed on Aug 17, 2026
1 Hotel Brooklyn Bridge
CA $2,545
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,012 reviews)
Amazing view of the city and rooftop pool is always a great time. Will be back again! Amazing staff and beautiful space.
Reviewed on Aug 17, 2026
Hotel Riu Plaza Manhattan Times Square
Manhattan
CA $1,619
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (3,841 reviews)
Location: <1 min walk to time square
Parking: $99/ night, right next to the hotel
Staff: friendly and patience
Breakfast: $24/ person, many choices, very busy but organized
Rooms: clean and beds are comfortable
It’s a good hotel in general compared to other hotels in NYC.
Reviewed on Aug 18, 2026
Ready to book your vacation to Pound Ridge?
Pound Ridge Hotel Deals
Tarrytown House Estate
49 E Sunnyside Lane Tarrytown NY
CA $221
CA $287 total
Aug 23 - Aug 24
includes taxes & fees
8.2/10 Very good! (1,252 reviews)
"Front desk staff were helpful and the grounds are immaculate. We also had a great experience at Goosefeather, the onsite restaurant. We had 2 beds in our room. One was comfortable. One was springy. The property is older and could’ve been maintained better. Changing of the carpet in general areas ..."
Reviewed on Aug 17, 2026
Sonesta White Plains Downtown
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
CA $241
CA $322 total
Sep 13 - Sep 14
includes taxes & fees
Hyatt Regency Greenwich
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
CA $246
CA $283 total
Sep 6 - Sep 7
includes taxes & fees
8.8/10 Excellent! (1,107 reviews)
"All good"
Reviewed on Aug 18, 2026
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 $981 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.
