Pound Ridge Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

Pound Ridge Holiday

Our pick of the best Pound Ridge Hotel Deals

Tarrytown House Estate

Tarrytown House Estate

49 E Sunnyside Lane Tarrytown NY
Fully refundableReserve now, pay when you stay
NZ$351
11 Aug - 12 Aug
includes taxes & fees
8.2/10 Very good! (1,231 reviews)
"This was a disappointment. We booked a total of six rooms for a family funeral. The first thing we noticed was the underlying smell of mildew and mold. Our first room had not been vacuumed. There were M&Ms all over the carpet. Our coffee maker had old coffee and mold growing in it and the bedside ..."

Reviewed on 10 Aug 2026

Tarrytown House Estate
Sonesta White Plains Downtown

Sonesta White Plains Downtown

66 Hale Ave White Plains NY
Fully refundableReserve now, pay when you stay
NZ$364
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,345 reviews)
"Everything was extra and it wasn't cheap. When I pay $280 for a middle of the road room, breakfast should be free."

Reviewed on 9 Aug 2026

Sonesta White Plains Downtown
Hyatt Regency Greenwich

Hyatt Regency Greenwich

1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
NZ$347
6 Sept - 7 Sept
includes taxes & fees
8.8/10 Excellent! (1,103 reviews)
"This was a wonderful stay! We loved all the amenities! The movie theater and pool table were perfect for my son!"

Reviewed on 9 Aug 2026

Hyatt Regency Greenwich
See all 1,250 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.

Stay near popular Pound Ridge attractions

Pound Ridge Town Park

Pound Ridge Town Park offers serene walking paths and recreational facilities nestled in a tranquil environment. Enjoy the expansive swimming pool during summer months or attend the popular Sunday concert series.
See properties

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.
See properties

Frequently asked questions

How much does a Pound Ridge holiday package cost?
You'll find cheap prices 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 holiday to Pound Ridge costs.
What are the cheapest months to go to Pound Ridge?
The off-season is the best time to visit Pound Ridge if you're hoping to keep costs down. Another tip for scoring cheap Pound Ridge holiday packages? Try to avoid public holidays and any major festivals.
How many days is enough for Pound Ridge?
The ideal duration of your Pound Ridge holiday depends on what you'd like to do. Usually, a few days to a week will give you enough time to visit all the leading attractions and explore some hidden spots along the way.
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 holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can customise 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 holiday 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 travelling on a whim.
How to plan a trip to Pound Ridge?
  1. Pick your travel dates: What you want to do in Pound Ridge and your favourite season can help you decide when to travel.
  2. Work out your budget: Make sure you have enough money to cover everything from transportation and food to flights and activities. Your hotel will probably be the biggest expense during your trip to Pound Ridge.
  3. Decide how long to go for: Now that you're more familiar with Pound Ridge, you can figure out the ideal length of your break. Pull together a rough plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalised Pound Ridge holiday package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.