Pound Ridge Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Pound Ridge

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 4.065.269 ₫ per night from 2 Aug to 3 Aug
4.065.269 ₫
5.607.558 ₫ total
2 Aug - 3 Aug
includes taxes & fees
8.2/10 Very good! (1,173 reviews)
"We came into town for the Noah Kahan concert and booked last minute when it was canceled. Beautiful property, amazingly kind staff, fabulous bar/restaurant! Helped us to turn our trip from"

Reviewed on 20 Jul 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 3.553.364 ₫ per night from 19 Aug to 20 Aug
3.553.364 ₫
4.064.162 ₫ total
19 Aug - 20 Aug
includes taxes & fees
8.4/10 Very good! (1,752 reviews)
"The location and property were wonderful. The majority of the staff were friendly and polite, but the staff behind the check in desk could really use some classes on customer service and professionalism in the hospitality sector. Over my stay I had the opportunity to speak and overhear a total of ..."

Reviewed on 20 Jul 2026

Baymont by Wyndham White Plains - Elmsford
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Fully refundableReserve now, pay when you stay
The price is 5.468.736 ₫ per night from 12 Aug to 13 Aug
5.468.736 ₫
6.289.047 ₫ total
12 Aug - 13 Aug
includes taxes & fees
Hyatt Regency Greenwich
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.

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.
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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.