Ashland Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ₩234,741 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Find the Best Ashland Vacation Packages

Ashland Hotel Deals

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St, Hunter, NY
Fully refundableReserve now, pay when you stay
The price is ₩188,734 per night from Aug 11 to Aug 12
₩188,734
₩233,829 total
Aug 11 - Aug 12
includes taxes & fees
9.2/10 Wonderful! (726 reviews)
"Overall is excellent."

Reviewed on Aug 5, 2025

Hunter Lodge, a Bluebird by Lark
Hotel Vienna

Hotel Vienna

2.5 out of 5
107 State Route 296, Windham, NY
Fully refundableReserve now, pay when you stay
The price is ₩179,985 per night from Sep 8 to Sep 9
₩179,985
₩194,373 total
Sep 8 - Sep 9
includes taxes & fees
9.2/10 Wonderful! (609 reviews)
"Spacious room, comfortable. nice staff. Facilities well equipped equipped"

Reviewed on Aug 7, 2025

Hotel Vienna
Kaatskill Mountain Club at Hunter Mountain

Kaatskill Mountain Club at Hunter Mountain

2 out of 5
61 LIFTSIDE DR, Hunter, NY
Fully refundableReserve now, pay when you stay
The price is ₩262,547 per night from Sep 9 to Sep 10
₩262,547
₩312,646 total
Sep 9 - Sep 10
includes taxes & fees
9/10 Wonderful! (261 reviews)
"Every thing was fine Suggest better television options Suggest refrigerator in room"

Reviewed on Aug 6, 2025

Kaatskill Mountain Club at Hunter Mountain
See all 1,576 properties in Ashland
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 an Ashland vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation to Ashland costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Ashland?
Plan your trip for the off-peak season and you're likely to get cheap Ashland vacation packages. Bear in mind that public holidays and major festivals and events can have an impact on prices, so do your research before booking.
How many days is enough for Ashland?
Generally, a handful of days is enough to go to the main attractions during your Ashland vacation. However, if you want to have more time to relax or take day tours, think about extending your trip.
How to find the best Ashland package deals?
Finding a cheap Ashland package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most affordable Ashland package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book an Ashland vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and accommodations individually. Better still, you can customize your Ashland getaway to fit your exact needs. 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 vacation package to Ashland?
If you're planning a spur-of-the-moment Ashland getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Ashland?

  1. Choose your dates: The things you'd like to do in Ashland and your preferred season will help you decide when to get away.
  2. Work out your budget: Make sure you have enough money to pay for everything from food and transportation to flights and experiences. Your hotel will probably be the largest expense during your trip to Ashland.
  3. Decide how long to go for: Now that you're up to speed on Ashland, you can work out the perfect length of your break. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Ashland vacation package.

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