Ashland Vacations from $595

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The Latest Ashland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Roxbury
Eastwind Windham
The Queen of the Catskills B&B
Hunter Lodge, a Bluebird by Lark
Silas House

Ashland Essential Information

Language
English
Currency
U.S dollars
Top Sights
Hunter Mountain and Zoom Flume

Ashland Hotel Deals

Hunter Lodge, a Bluebird by Lark
Hunter Lodge, a Bluebird by Lark
2.5 out of 5
7433 Main St, Hunter, NY
The price is $156 per night from Jun 23 to Jun 24
$156
$168 total
includes taxes & fees
Jun 23 - Jun 24
9.2/10 Wonderful! (398 reviews)
"Highly recommended! Everything was outstanding. Thank you"

Reviewed on Jun 14, 2024

Hunter Lodge, a Bluebird by Lark
Hotel Vienna
Hotel Vienna
2.5 out of 5
107 State Route 296, Windham, NY
The price is $126 per night from Jun 26 to Jun 27
$126
$137 total
includes taxes & fees
Jun 26 - Jun 27
9.2/10 Wonderful! (364 reviews)
"Enjoyable and clean"

Reviewed on Jun 17, 2024

Hotel Vienna
The Roxbury
The Roxbury
2 out of 5
2258 Co Rd 41, Roxbury, NY
The price is $105 per night from Jun 24 to Jun 25
$105
$135 total
includes taxes & fees
Jun 24 - Jun 25
9.6/10 Exceptional! (40 reviews)
"Beautiful artistically decorated rooms. Very cool. Free breakfast was ordering a breakfast bag - choices were typical continental. I misunderstood so didn’t get a bag. Better yet I went to a cool local restaurant for breakfast. Cell service was weak so that was frustrating. No maid service unless ..."

Reviewed on Jun 17, 2024

The Roxbury
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?
The most affordable Ashland package is $595, so your dream escape can become a reality — without the high price tag. Bundle flights, hotels and car rentals to build a package that suits you.
How do I get a cheap travel package to Ashland?
Just imagine all the awesome things you could do in Ashland with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and other bookings into an Ashland vacation package. You have loads of choice with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 hotel options around the globe. Whether you’re enjoying a break with the whole family or traveling on your own, organizing a trip to Ashland is better with a package.
Where should I stay in Ashland?
A vacation in Ashland isn’t complete without a visit to Windham Vineyards and Winery. Why not stay within walking distance of this great attraction?
What are the top hotels in Ashland?
Book a stay at House, Outdoor Heated Swim Spa. It’s one of the area’s most popular hotels. Another highly rated option in Ashland is Holly Lodge - Ski Windham, Hunter.
How far in advance should I book my Ashland vacation?
Be rewarded with the widest variety and the cheapest prices by booking your trip to Ashland nice and early. Airlines tend to release tickets around a year prior to departure, so reserve your spot as soon as possible. That being said, Expedia is committed to giving you the best bargains around, so it’s never a bad time to book your dream vacation!
What does an Expedia Ashland travel package include?
Expedia has everything you need to plan your Ashland escape, but what goes into your package is entirely up to you. Pick from a combination of rental cars, flights and hotels. After some experiences or tours to keep you entertained? Once you’ve made your booking, you can add them on too. No matter your budget or style, there’s a package to meet your needs.
What should I know before booking an Ashland travel package?
An Expedia travel package can be customized for your budget and is a simple way to stretch your dollars further. How little or much you include is up to you. Rental cars, hotels and flights — mix and match whatever combination suits your style.
Can I choose my airline with an Ashland Expedia vacation package?
Yes — and it’s simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Ashland vacation package?
Certainly, and we’ll help you every step of the way. You may be able to cancel or change your Ashland vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your circumstances unexpectedly change, visit our Customer Service Portal for more information.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.