Ashland Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to NZ$616 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Ashland Holiday

Our pick of the best Ashland Hotel Deals

AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

2.5 out of 5
3009 Lakeshore Drive East, Ashland, WI
Fully refundableReserve now, pay when you stay
The price is NZ$350 per night from 1 Sept to 2 Sept
NZ$350
1 Sept - 2 Sept
includes taxes & fees
7.8/10 Good! (1,001 reviews)
"Great"

Reviewed on 8 Aug. 2025

AmericInn by Wyndham Ashland
Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

2.5 out of 5
818 Main Street W., Ashland, WI
9.4/10 Exceptional! (677 reviews)
"Clean, comfortable room. DeepWater grille is within walking distance and very good!"

Reviewed on 5 Aug. 2025

Get rates
Cobblestone Inn & Suites - Ashland
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W, Ashland, WI
Fully refundableReserve now, pay when you stay
The price is NZ$274 per night from 8 Sept to 9 Sept
NZ$274
8 Sept - 9 Sept
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Comfy beds - breakfast was good but did not include any hot eggs or bacon/sausage,"

Reviewed on 7 Aug. 2025

Super 8 by Wyndham Ashland
See all 533 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'll find cheap prices on Expedia for your Ashland break. However, factors like the season, choice of hotel and length of stay will determine how much your holiday to Ashland costs.
What are the cheapest months to go to Ashland?
If you're looking to snag a cheap Ashland holiday package, consider visiting in January, April and December. You'll usually find better prices on hotels and airfares during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for Ashland?
You can easily visit all the main sights in Ashland within a few days, including the popular Northern Great Lakes Visitor Centre. If you want a longer Ashland holiday, check out what sort of day trips and activities are available nearby.
Is it worth booking a holiday package to Ashland?
Whether you're looking to visit top sights such as Ashland Mural Walk and Chequamegon Bay Golf Course on your Ashland holiday, or coming for its great cycling, family-friendly attractions and walking trails, there's something for everyone here. With so many things to see and do, you'll soon discover why so many families think Ashland is a good holiday destination.
How to find the best Ashland package deals?
Use Expedia's handy filters to help you find some unbeatable Ashland package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Ashland package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package well in advance.
Is it cheaper to book an Ashland holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can personalise your Ashland getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a holiday package to Ashland?
If you're considering a spontaneous Ashland trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
How to plan a trip to Ashland?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred time of year and the activities on offer will also help you decide when to visit Ashland.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and meals to airfares and activities. Your hotel will probably be the largest expense during your trip to Ashland.
  3. Decide how long to go away for: Now that you're more familiar with Ashland, you can figure out the right length of your holiday. Put together a rough plan and give yourself enough time to cover everything you want to see.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, 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.