Cherry Valley Holidays

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Top hotels in Cherry Valley

Limestone Mansion

Limestone Mansion

3 out of 5
33 Main St, Cherry Valley, NY
The price is S$306 per night from 26 Aug to 27 Aug
S$306
26 Aug - 27 Aug
includes taxes & fees
9.6/10 Exceptional! (31 reviews)
A jewel in Cherry Valley
"Lovely home away from home. Owners are so welcoming, great breakfast each morning. It’s a wonderful option especially for festival goers to Glimmerglass Opera. Also just a few yards from the ever popular Rose & Kettle restaurant."

Reviewed on 16 Aug, 2025

Limestone Mansion
The Meadowlark Inn

The Meadowlark Inn

2.5 out of 5
5759 US HIGHWAY 20, Cherry Valley, NY
The price is S$346 per night from 10 Sept to 11 Sept
S$346
10 Sept - 11 Sept
includes taxes & fees
9.8/10 Exceptional! (62 reviews)
"A laid back atmosphere, that was clean, comfortable and very inviting. Austin is friendly and conscientious. He goes above and beyond for his guests. It’s a small place and easy for people to talk to one another. A nice vibe. We would definitely come back again if we’re in the area."

Reviewed on 22 Jul, 2025

The Meadowlark Inn
John Henry Bed & Breakfast

John Henry Bed & Breakfast

3 out of 5
147 Main St, Cherry Valley, NY
The price is S$482 per night from 22 Aug to 23 Aug
S$482
22 Aug - 23 Aug
includes taxes & fees
An overnight getaway near Cooperstown NY
"This stay was a wonderful experience. Coleen was the ultimate inn keeper."

Reviewed on 23 Jun, 2024

John Henry Bed & Breakfast
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.

Frequently asked questions

How much does a Cherry Valley holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Cherry Valley costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Cherry Valley?
Plan your trip for the low or shoulder season and you're likely to get cheap Cherry Valley holiday packages. Remember that public holidays and major events and festivals can impact prices, so do some research before booking.
How many days is enough for Cherry Valley?
With a well-organised travel plan, you can easily hit the most popular Cherry Valley sights in a handful of days. But if you prefer to discover hidden spots or go on day tours, consider booking your Cherry Valley holiday for longer.
How to find the best Cherry Valley package deals?
Finding a cheap Cherry Valley package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Cherry Valley package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Cherry Valley holiday as a package?
You can enjoy significant savings on your next Cherry Valley getaway by booking a tailored holiday package. Check the "Package" heading, then select your destination and travel dates to see some great hotel and flight prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Cherry Valley?
If you have your Cherry Valley holiday dates finalized, book as early as you can to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for quick escapes.
How to plan a trip to Cherry Valley?

  1. Choose when to travel: Check your calendar and get packing. Your favourite season and the type of activities on offer will also help you decide when to escape to Cherry Valley.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and meals to activities and airfares. Your hotel will probably be the largest expense during your trip to Cherry Valley.
  3. Decide your trip length: Consider how much time you want to spend discovering Cherry Valley. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customised Cherry Valley holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.