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

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 S$265 per night from 24 Feb to 25 Feb
S$265
includes taxes & fees
24 Feb - 25 Feb
9.2/10 Wonderful! (593 reviews)
A very cozy place
"It’s was very good. Love how clean my room was and the service was great. Food was great and overal experience was amazing. It’s a very cozy place to stay in. I Very recommended."

Reviewed on 22 Feb,2025

Hunter Lodge, a Bluebird by Lark
Wylder Hotel Windham
Wylder Hotel Windham
3.5 out of 5
19 New York 296, Windham, NY
Fully refundableReserve now, pay when you stay
The price is S$325 per night from 2 Mar to 3 Mar
S$325
includes taxes & fees
2 Mar - 3 Mar
8.4/10 Very Good! (48 reviews)
"Proximity to the mountain is key. Property is spread out but main lodge has nice amenities"

Reviewed on 19 Feb,2025

Wylder Hotel Windham
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 S$230 per night from 24 Feb to 25 Feb
S$230
includes taxes & fees
24 Feb - 25 Feb
9.2/10 Wonderful! (533 reviews)
"Six minutes from the mountain was super convenient. Clean, great staff, continental breakfast surprisingly good, only negative was the hot tub was not functional."

Reviewed on 20 Feb,2025

Hotel Vienna
See all 1,464 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?
Offering great value package deals on Expedia, you’ll be surprised at how little a holiday 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 holiday 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 holiday. 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 customise your search by “Amenities,” “Property type,” “Traveller 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 travelling on a weekday, when prices are typically lower.
Is it cheaper to book an Ashland holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and accommodation individually. Better still, you can customise 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 holiday 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 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.