Find Hotels with Connecting Rooms in Ashland, WI

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Our top choices for Ashland hotels with connecting rooms

Terrace/patio
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland
2.5 star property
Ashland
7.8 out of 10, Good, (1000)
"Very welcoming, breakfast was good, pool area was clean and well kept. We’ll be staying again. "
United States
Sheila
$101 nightly
The price is $113
Dec 23 - Dec 24
Total with taxes and fees
AmericInn by Wyndham Ashland
Studio Suite, 2 Queen Beds, Non Smoking | Desk, laptop workspace, iron/ironing board, free cribs/infant beds
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland
2.0 star property
Ashland
8.0 out of 10, Very Good, (1001)
"We would definetly stay here again. Very friendly staff."
United States
michael
$109 nightly
The price is $122
Dec 23 - Dec 24
Total with taxes and fees
Super 8 by Wyndham Ashland
Premium bedding, desk, laptop workspace, iron/ironing board
Days Inn by Wyndham Hurley

Days Inn by Wyndham Hurley

Days Inn by Wyndham Hurley
2.0 star property
Hurley
8.4 out of 10, Very Good, (892)
"Great location and a nice stop for our fall color viewing trip"
United States
gina
$125 nightly
The price is $138
Dec 21 - Dec 22
Total with taxes and fees
Days Inn by Wyndham Hurley
Exterior
Cedars Motel

Cedars Motel

Cedars Motel
2.0 star property
Ironwood
9.4 out of 10, Exceptional, (347)
"great location, great staff and cleanliness of theroon"
United States
Jerry
$114 nightly
The price is $128
Jan 4 - Jan 5, 2026
Total with taxes and fees
Cedars Motel
Boating
The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

The Washburn Inn - On the Lake
2.5 star property
Washburn
8.6 out of 10, Excellent, (1000)
"Very nice accomodations and very friendly staff."
United States
Jayne
$109 nightly
The price is $122
Dec 18 - Dec 19
Total with taxes and fees
The Washburn Inn - On the Lake
2 bars/lounges
Legendary Waters Resort & Casino

Legendary Waters Resort & Casino

Legendary Waters Resort & Casino
2.5 star property
Bayfield
8.0 out of 10, Very Good, (406)
"Front desk daytime lady was excellent."
United States
Paul
$109 nightly
The price is $124
Dec 14 - Dec 15
Total with taxes and fees
Legendary Waters Resort & Casino
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.
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Top Ashland Hotel Reviews

AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

10/10 Excellent
"Staff was super friendly and patient"
Jessica 2-night trip
Posted 1 month ago
AmericInn by Wyndham Ashland

Frequently asked questions

How much do hotels with connecting rooms in Ashland cost?
You can expect to pay from $113 to $138 per night for hotels with connecting rooms in Ashland. Whatever your budget, you'll find the perfect stay on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Ashland?
Take your pick of multiple hotels with connecting rooms in Ashland with a total average guest review rating of 8.2. The Washburn Inn - On the Lake comes highly recommended if you've got the kids in tow or you just want to spread out. This 2.5-star hotel also has a nearby waterfront and winery tour options. AmericInn by Wyndham Ashland is another guest fave with connecting rooms. It has a 2.5-star rating and conveniences such as a sauna and a nearby waterfront.
How many hotels with adjoining rooms are there in Ashland?
Ashland has 3 hotels with adjoining rooms. To help you find the ideal digs, use our filter tool to search for other must-have hotel amenities.
What are the best cheap hotels with connecting rooms in Ashland?
With hotels with connecting rooms starting at just $113 per night, you may want to extend your trip to Ashland! One property that's easy on your pocketbook is The Washburn Inn - On the Lake. It comes with the layout you need as well as winery tour options and designer toiletries. Another favorite is AmericInn by Wyndham Ashland. Besides connecting rooms, it offers a barbecue grill and a lake view. Want to save money on sightseeing too? Ashland Historical Museum is a free attraction to explore in Ashland. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with connecting rooms in Ashland?
Vacationing with the family in Ashland is a breeze at AmericInn by Wyndham Ashland. With connecting rooms and conveniences including a children's pool and complimentary breakfast, your crew can make themselves at home at this 2.5-star stay. Super 8 by Wyndham Ashland is another family-friendly hotel with connecting rooms. It has a 2-star rating and conveniences including complimentary breakfast and WiFi. Ashland boasts an array of family-friendly attractions to check out that'll entertain the kids. Maslowski Beach and Ashland Historical Museum promise a fun-filled day for travelers young and old.
Why book your hotel with connecting rooms in Ashland with Expedia?
We think that family vacations should be stress-free, so if you're seeking hotels with connecting rooms at an affordable rate, Expedia delivers. Keep costs down and select a comfy motel with connecting rooms, or splurge on a 5-star hotel and pamper your loved ones. Take advantage of our search filters to find an escape in Ashland that matches your needs.
How can I find cheap hotels with connecting rooms in Ashland?
Expedia is here to help you search for cheap hotels with connecting rooms in Ashland. To discover the perfect stay in a few clicks, try out our handy filter tool to refine your search results by budget, amenities and star rating.
What is there to do in Ashland near my hotel with connecting rooms?
The best travel accessory is a well-thought-out travel plan. Ashland Historical Museum is a terrific place to kick-start your adventures in Ashland.

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