Ashland Holidays

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Top hotels in 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 S$246 per night from 10 Aug to 11 Aug
S$246
10 Aug - 11 Aug
includes taxes & fees
7.8/10 Good! (1,005 reviews)
"Very clean and nice room"

Reviewed on 18 Jul, 2025

Super 8 by Wyndham Ashland
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 S$330 per night from 20 Jul to 21 Jul
S$330
20 Jul - 21 Jul
includes taxes & fees
7.8/10 Good! (1,009 reviews)
"Great Time at Americann In. We will definitely be staying with them again in the future. They go out of their way to do small nice things all over the hotel."

Reviewed on 16 Jul, 2025

AmericInn by Wyndham Ashland
Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

2.5 out of 5
818 Main Street W., Ashland, WI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (661 reviews)
"clean"

Reviewed on 16 Jul, 2025

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Cobblestone Inn & Suites - 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. 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.