Ashland Trips (flight + hotel)

    deals illustration
    Better together
    Save up to P 3,118 when you book a flight and hotel together*
    stays illustration
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    luggage illustration
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Ashland

Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
3 out of 5
7433 Main St, Hunter, NY
The price is P7,163 per night from Jul 2 to Jul 3
P7,163
P8,958 total
Jul 2 - Jul 3
includes taxes & fees
9.2/10 Wonderful! (660 reviews)
"Great place! Love the lodge's decorations!"

Reviewed on Jun 27, 2025

Hunter Lodge, a Bluebird by Lark
Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
9.2/10 Wonderful! (579 reviews)
"We really enjoyed our stay at Hotel Vienna! The staff was very friendly and accommodating. We had a family emergency and had to cut our stay short, and they were kind enough to refund the remainder of our stay. The room was clean and very spacious. Would highly recommend."

Reviewed on Jun 29, 2025

Get rates
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 P10,650 per night from Jul 30 to Jul 31
P10,650
P12,682 total
Jul 30 - Jul 31
includes taxes & fees
9/10 Wonderful! (242 reviews)
"We had great stay !"

Reviewed on Jun 23, 2025

Kaatskill Mountain Club at Hunter Mountain
See all 1,565 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.