Ashland Holidays

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    Better together
    Save up to HK$1,282 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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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

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 HK$1,276 per night from 26 Nov to 27 Nov
HK$1,276
HK$1,546 total
includes taxes & fees
26 Nov - 27 Nov
9.2/10 Wonderful! (529 reviews)
"Great place!"

Reviewed on 15 Nov 2024

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! (474 reviews)
"Pictures give a mOre grand impression that the reality"

Reviewed on 13 Nov 2024

Hotel Vienna
Urban Cowboy Lodge
Urban Cowboy Lodge
5 out of 5
37 Alpine Rd, Big Indian, NY
The price is HK$1,598 per night from 17 Dec to 18 Dec
HK$1,598
HK$1,790 total
includes taxes & fees
17 Dec - 18 Dec
9.4/10 Exceptional! (95 reviews)
"Stay was great, however you can hear everything from the rooms around you and basic things like smores by the fire have a ridiculous charge"

Reviewed on 16 Nov 2024

Urban Cowboy Lodge
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?
The most affordable Ashland package is , 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 holiday 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 travelling on your own, organising a trip to Ashland is better with a package.
Where should I stay in Ashland?
A holiday 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 holiday?
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 holiday!
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 holiday 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 holiday package?
Certainly, and we’ll help you every step of the way. You may be able to cancel or change your Ashland holiday 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.