Pound Ridge Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was CA $2,314, price is now CA $1,306 per person
CA $1,306
per person
Sep 17 - Sep 20
found 11 hours ago
Roundtrip flight included
Hamilton (YHM) to New York (JFK)
9/10 Wonderful! (3,213 reviews)

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was CA $3,818, price is now CA $2,098 per person
CA $2,098
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (1,623 reviews)
Great check in, nice staff. Very small but well laid out room that was clean and confortable. Very quiet and great location. Will stay here again-

Reviewed on Jul 28, 2026

Residence Inn Marriott New York Downtown Manhattan/WTC Area

Residence Inn Marriott New York Downtown Manhattan/WTC Area

3.5 out of 5
Manhattan
Price was CA $2,328, price is now CA $1,311 per person
CA $1,311
per person
Aug 29 - Sep 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (1,007 reviews)
Staff were great. The room was ok for the price.

Reviewed on Jul 28, 2026

Ink 48 Hotel

Ink 48 Hotel

4.5 out of 5
Manhattan
Price was CA $3,230, price is now CA $1,840 per person
CA $1,840
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (1,725 reviews)
I was in the city for a work trip, great location. Coffee shops/food/a few bars near by. Valet service sold me.

Reviewed on Jul 29, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Price was CA $8,719, price is now CA $4,982 per person
CA $4,982
per person
Oct 5 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.2/10 Wonderful! (689 reviews)

Ready to book your vacation to Pound Ridge?

 

Choose your dates

Pound Ridge Hotel Deals

Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Aug 2 to Aug 3
CA $211
CA $277 total
Aug 2 - Aug 3
includes taxes & fees
8.2/10 Very good! (1,206 reviews)
"Great stay, beautiful property. Look forward to coming again!"

Reviewed on Jul 28, 2026

Tarrytown House Estate
Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Aug 23 to Aug 24
CA $191
CA $218 total
Aug 23 - Aug 24
includes taxes & fees
8.4/10 Very good! (1,780 reviews)
"Overall it was a pleasant stay. The front desk staff was warm and accommodating. The room could use a deep cleaning, in particular ; the bathroom, window curtains, the comforter on the bed and the cushions on the sofa."

Reviewed on Jul 29, 2026

Baymont by Wyndham White Plains - Elmsford
Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
The price is CA $278 per night from Aug 3 to Aug 4
CA $278
CA $365 total
Aug 3 - Aug 4
includes taxes & fees
Sonesta White Plains Downtown
See all 1,263 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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.
See properties

Frequently asked questions

How much does a Pound Ridge vacation package cost?
You'll find cheap prices from CA $1,306 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.