Ashland Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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 CA $184 per night from Aug 4 to Aug 5
CA $184
CA $228 total
Aug 4 - Aug 5
includes taxes & fees
9.2/10 Wonderful! (698 reviews)
"Was truly unexpected. The hotel has a beautiful mountain on it. Background rooms are clean well appointed and modern sitting outside at the far fire pit and socialising with fellow guests and employees suites. I will definitely come back again."

Reviewed on Jul. 23, 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 CA $171 per night from Aug 3 to Aug 4
CA $171
CA $185 total
Aug 3 - Aug 4
includes taxes & fees
9.2/10 Wonderful! (600 reviews)
"Property was clean and updated. The location is perfect and we loved that it is dog friendly!"

Reviewed on Jul. 22, 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 CA $259 per night from Aug 26 to Aug 27
CA $259
CA $308 total
Aug 26 - Aug 27
includes taxes & fees
9/10 Wonderful! (254 reviews)
"Very nice resort, great pool and hot tub.Room was very clean and had a complete kitchen. The game room was decent, but nothing to write home about. Only issue was the coffee maker did not have the pot to go with it. I had to put my cup under the spout and push up against the coffee maker nozzle with ..."

Reviewed on Jul. 18, 2025

Kaatskill Mountain Club at Hunter Mountain
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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.
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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 getaway for the off-peak season and you're likely to get cheap Ashland vacation packages. Remember that public holidays and major local 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 major attractions during your Ashland vacation. However, if you want to have time to relax or take day tours, think about extending your trip.
How to find the best Ashland package deals?
Use Expedia's handy filters to help you find some of the best Ashland package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Ashland package deals in the off-peak season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book an Ashland vacation as a package?
You can enjoy significant savings on your next Ashland retreat by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to see some great airfares and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Ashland?
If you have your Ashland travel dates locked in, book early to snap up some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Ashland?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Ashland.
  2. Budget wisely: On top of the cost of your accommodations, you should consider other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that may come up during your trip to Ashland.
  3. Decide how long to go for: Now that you're more familiar with Ashland, you can work out the perfect length of your break. Create a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to find an Ashland vacation package that brings all your bookings together.

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