Best Hotels in Ashland, WI

We checked thousands of reviews on and to find the best hotels for your stay
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Alice Kittinger

Updated: 22 March 2024 · 3 min

Nestled along the southern shore of Lake Superior, Ashland is more than just a picturesque slice of the Midwest; it's a haven for travelers seeking both adventure and tranquility. The town's remarkable blend of natural beauty, historical richness, and cultural vibrancy makes it an all-season destination. Selecting the perfect hotel in Ashland becomes crucial to experience the essence of this charming locale to its fullest, marrying convenience with the scenic tranquility that defines the area.

Hotels in Ashland cater to a wide array of preferences and budgets, ensuring every traveler finds a cozy nook to rest after a day of exploration. Whether you're drawn by the call of the wild, the allure of historical architecture, or the simple pleasure of a lakeside sunset, there's a lodging option waiting to elevate your stay. Insightful recommendations on accommodations will not only enhance your experience but also ensure you're ideally located to enjoy Ashland's best - from its outdoor activities to its local dining scene.

Understanding the importance of a good night's sleep, the hotels in Ashland offer more than just a place to rest your head. They act as gateways to the local experiences, often equipped with amenities that reflect the region's natural and cultural heritage. With insights into the top hotels in Ashland this guide aims to equip you with all you need to make an informed choice, ensuring your accommodation perfectly complements your adventure in this unique corner of the United States.
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Our Top 5

(Sorted by rating & number of reviews)

1. Americinn By Wyndham Ashland
2. Lake Superior Getaway Near Marina And Beaches!
3. Cobblestone Inn And Suites - Ashland
4. Mission Springs Resort
5. Best Western The Hotel Chequamegon

Lakeside Retreats: Best Hotels in Ashland WI

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Ashland
Jan 16, 2026 - Jan 17, 2026

Americinn By Wyndham Ashland

6.7

Good

(124 Reviews)

+ 70 photos
Americinn By Wyndham Ashland is the adventurer's home away from home. Situated at the gateway to the Apostle Islands and the vast trails of the Chequamegon National Forest, this hotel is perfectly positioned for those looking to immerse themselves in nature. Guests will appreciate the comfortable rooms, indoor pool, and hot tub, ideal for relaxing after a day of outdoor activities. The hotel's commitment to providing a hearty breakfast ensures every adventure starts on the right foot. With friendly staff ready to assist in planning your explorations, the Americinn By Wyndham stands as a beacon for adventure in Ashland.
Address: 3009 Lakeshore Drive East
Rating: Good 6.7 (124 Reviews)
Rooms: 94
Price: From 100$

Lake Superior Getaway Near Marina And Beaches!

5.0

Good

(3 Reviews)

+ 13 photos
This unique offering isn't a hotel but a delightful getaway experience for those seeking more privacy and space. The Lake Superior Getaway is a prime choice among hotels in Ashland for families or groups. Located conveniently near the marina and within a stone's throw of pristine beaches, this accommodation boasts a well-appointed layout with modern amenities. Guests can enjoy breathtaking lake views right from their windows and have the luxury of a fully equipped kitchen for intimate dining experiences. The proximity to local attractions, combined with the tranquility of lakeside living, makes it an irresistible option for those wanting to explore Ashland at their own pace.
Address: 323 St Claire St
Rating: Good 5.0 (3 Reviews)
Price: From 376$

Adventure Seekers' Haven: Hotels in Ashland WI

Ashland is a playground for outdoor enthusiasts, and our selection of hotels caters specifically to those in pursuit of adventure. From hiking and biking in the Chequamegon National Forest to kayaking on Lake Superior, these accommodations ensure you're well-rested and ready for a day full of activities. They offer convenient access to Ashland's natural landscapes, equipped with amenities that cater to adventurers, including gear storage and local excursion advice. Dive into your next adventure in Ashland and let these hotels be your base camp.

Cobblestone Inn And Suites - Ashland

8.8

Good

(201 Reviews)

+ 27 photos
For those who venture to Ashland for its endless outdoor pursuits, Cobblestone Inn and Suites offers a harmonious blend of comfort and convenience. This recently built hotel caters to guests with modern amenities, ensuring a restful stay amidst their active itinerary. Its location offers easy access to Ashland's best fishing, kayaking, and hiking spots. The hotel prides itself on its welcoming atmosphere, providing a warm return after a long day of exploration. With a well-equipped fitness center and a complimentary breakfast, Cobblestone Inn ensures that every adventurer is well taken care of.
Address: 818 Main Street W
Rating: Good 8.8 (201 Reviews)
Rooms: 50
Price: From 125$

Mission Springs Resort

9.1

Good

(44 Reviews)

+ 87 photos
Tucked away in a tranquil spot that beckons outdoor lovers, Mission Springs Resort is a gem among the hotels in Ashland family-owned resort offers individual cottages and a house that cater to guests looking for a more personalized and private experience. Located close to some of the best trails and natural attractions in the area, it serves as an ideal base for those eager to explore the outdoors. The resort provides all the necessary comforts, including fully equipped kitchens and outdoor areas for personal enjoyment. Whether it's fishing, hiking, or simply soaking in the natural beauty of Ashland offers a quiet retreat for adventurers and nature lovers alike.
Address: 30175 Mission Springs Road
Rating: Good 9.1 (44 Reviews)
Price: From 298$

Best Western The Hotel Chequamegon

8.4

Good

(404 Reviews)

+ 96 photos
Nestled by the sparkling shores of Lake Superior, Best Western The Hotel Chequamegon stands out as a premier lakeside accommodation. This historic hotel combines old-world charm with modern comforts, offering guests a scenic retreat. Each of its rooms and suites provides stunning views of the lake, making every sunrise and sunset an event of its own. The onsite restaurant, with its lake-facing patio, serves up delicious local cuisine against the backdrop of the vast waters. Ideal for both leisure and business travelers, the hotel also boasts excellent conference facilities. Here, the spirit of Ashland's maritime history is alive and well, inviting you to be part of its ongoing story.
Address: 101 Lake Shore Drive W
Rating: Good 8.4 (404 Reviews)
Rooms: 65
Price: From 83$