Ashland Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Ashland

Knights Inn Ashland
Knights Inn Ashland
1.5 out of 5
7216 Sr 60, Ashland, KY
Fully refundableReserve now, pay when you stay
The price is S$92 per night from 26 Jun to 27 Jun
S$92
26 Jun - 27 Jun
includes taxes & fees
6.8/10 (536 reviews)
"Lumpy bed .. bathroom smelled of urine .. door was very hard to open .. had to use 2 hands and a lot of muscle to open it .. then there was a big opening at the bottom of the door .. but overall it was ok for the price .."

Reviewed on 10 Jun, 2025

Knights Inn Ashland
Delta Hotels by Marriott Ashland Downtown
Delta Hotels by Marriott Ashland Downtown
4 out of 5
1441 Winchester Avenue, Ashland, KY
Fully refundableReserve now, pay when you stay
The price is S$213 per night from 6 Jul to 7 Jul
S$213
6 Jul - 7 Jul
includes taxes & fees
9.2/10 Wonderful! (501 reviews)
"Great staff and service! Always enjoy a stay there!"

Reviewed on 8 Jun, 2025

Delta Hotels by Marriott Ashland Downtown
Fairfield Inn & Suites By Marriott Ashland
Fairfield Inn & Suites By Marriott Ashland
2.5 out of 5
10945 Route 60, Ashland, KY
Fully refundableReserve now, pay when you stay
The price is S$119 per night from 22 Jun to 23 Jun
S$119
22 Jun - 23 Jun
includes taxes & fees
8.2/10 Very Good! (650 reviews)
"The remodel since last year looked really nice. Enjoyed our stay. Beds were nice. Food was good. Service was quick. Only we had no housekeeping the whole stay. Had to do everything ourselves. Considering the rates, we deserved better. So we did not leave any housekeeping a tip. We did tip the dining ..."

Reviewed on 11 Jun, 2025

Fairfield Inn & Suites By Marriott Ashland
See all 244 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 holiday package cost?
You can snap up a holiday package to this top destination on Expedia. However, how much your holiday to Ashland costs will depend on your hotel choice, length of stay and season.
What are the cheapest months to go to Ashland?
January, March and August are the best times to look for cheap Ashland holiday packages. Choosing to travel in quieter periods means you can usually find lower prices on hotels and flights.
How many days is enough for Ashland?
With about 2 days, you’ll have plenty of time to visit popular neighbourhoods such as Westwood and Bellefonte during your Ashland holiday. Be sure to also add Highlands Museum and Discovery Centre and Armco Park to your sightseeing itinerary. Up for some more adventures? Consider venturing outside of Ashland on tours and day trips.
Is it worth booking a holiday package to Ashland?
During your Ashland holiday, you can look forward to experiencing some excellent walking trails and culture. Leave enough room in your schedule to check out leading attractions like Paramount Arts Centre and Ashland Town Centre.
How to find the best Ashland package deals?
Landing a cheap Ashland package deal is a breeze with Expedia. Once you’ve entered your trip dates and destination under our “Packages” tab, set your budget, add a few filters and browse what’s available. You can tweak your search by “Amenities,” “Property type,” “Traveller experience” and more. Order the results by “Price: low to high” to view the most economical Ashland package deals. Want a simple trick to get 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 an Ashland holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging flights and stays separately. Better still, you can tailor your Ashland getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a holiday package to Ashland?
If you’re planning a spontaneous Ashland trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Ashland?

  1. Choose when to travel: Check your calendar and get packing. Your favourite season and the activities on offer will also help you decide when to holiday in Ashland.
  2. Plan your budget wisely: In addition to the price of your hotel, you’ll need to factor in other expenses too. These include flights, transportation and food. Also, set 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 up to speed on Ashland, you can work out the perfect length of your holiday. Pull together a draft plan and allocate enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that’s left is to pick an Ashland holiday 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. 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.