Pet Friendly Hotels & Resorts in Ashland from AU$169

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Check availability on Ashland Pet Friendly Hotels

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Ashland pet-friendly hotels

Room, 1 King Bed, Accessible Benched Tub, Non Smoking
Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland
2.5 star property
Ashland
9.4 out of 10, Exceptional, (739)
"Everything was absolutely excellent!"
United States
Matthew
Cobblestone Inn & Suites - Ashland
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, (1001)
"Very welcoming, breakfast was good, pool area was clean and well kept. We’ll be staying again. "
United States
Sheila
The price is AU$169
includes taxes & fees
31 Dec - 1 Jan 2026
AmericInn by Wyndham Ashland
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
The price is AU$182
includes taxes & fees
25 Dec - 26 Dec
The Washburn Inn - On the Lake
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, (895)
"Great location and a nice stop for our fall color viewing trip"
United States
gina
The price is AU$248
includes taxes & fees
31 Dec - 1 Jan 2026
Days Inn by Wyndham Hurley
Family Chalet | Living area
Davos Chalet

Davos Chalet

Davos Chalet
2.0 star property
Upson
8.8 out of 10, Excellent, (95)
"Beautiful property and location! "
United States
Allen
The price is AU$222
includes taxes & fees
7 Jan - 8 Jan 2026
Davos Chalet
Bar (on property)
Whitecap Mountains Resort

Whitecap Mountains Resort

Whitecap Mountains Resort
2.0 star property
Upson
8.6 out of 10, Excellent, (178)
"Beautiful scenery, dog friendly and quiet. Nice fire pit out back just wish the yard lights weren't so bright.. "
United States
Mike
The price is AU$301
includes taxes & fees
25 Dec - 26 Dec
Whitecap Mountains Resort
Exterior
The Copper Squirrel is a secluded full log cabin on 10 acres.

The Copper Squirrel is a secluded full log cabin on 10 acres.

The Copper Squirrel is a secluded full log cabin on 10 acres.
Bayfield
10.0 out of 10, Exceptional, (27)
"Perfect little cabin. So easy to kick back and relax and with local attractions being just 15-20 min away the location was perfect. Clean cabin, very responsive and kind host. Would 100% recommend to anyone looking to explore the beautiful Bayfield area."
United States
Lance K.
The price is AU$362
includes taxes & fees
18 Jan - 19 Jan 2026
The Copper Squirrel is a secluded full log cabin on 10 acres.
TV
Modern Cabin on a River Bluff

Modern Cabin on a River Bluff

Modern Cabin on a River Bluff
Mason
9.8 out of 10, Exceptional, (16)
"Very clean home in a private area! We did a lot of UTV riding and thus property was centrally located to me all of our needs. "
United States
Janet K.
The price is AU$226
includes taxes & fees
12 Jan - 13 Jan 2026
Modern Cabin on a River Bluff
Property amenity
St. James Social

St. James Social

St. James Social
4.0 star property
Bayfield
9.4 out of 10, Exceptional, (29)
"Rooms were very clean. Convenient location to walk to restaurants, shopping, etc"
United States
Kelly
St. James Social
Microwave, oven, stovetop, dishwasher
Up North Oasis - Families & Dogs in the Bayfield Area

Up North Oasis - Families & Dogs in the Bayfield Area

Up North Oasis - Families & Dogs in the Bayfield Area
Washburn
10.0 out of 10, Exceptional, (1)
The price is AU$487
includes taxes & fees
5 Jan - 6 Jan 2026
Up North Oasis - Families & Dogs in the Bayfield Area
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

The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

10/10 Excellent
"As someone who has worked in hotels for the last 10 years on and off, this room was so well cleaned in comparison to others ive had to check and have stayed in. I will be coming back "
Abigail 1-night trip
Posted 3 weeks ago
The Washburn Inn - On the Lake

Frequently asked questions

What's the best dog-friendly accommodation option in Ashland?
AmericInn by Wyndham Ashland is a top hotel for people travelling with their pets, and offers 2 indoor pools and free WiFi for its human guests. Other good options to stay with your pet include Cobblestone Inn & Suites - Ashland and Ashland Motel.
What's the best time of year to travel to Ashland with my pet?
When you're travelling with pets, keeping track of the weather can help you make the trip more safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -7°C. The snowiest months in Ashland are April, March, January and December, with each month seeing an average of 50 cm of snowfall.
What is there to see and do with your pet in Ashland?
Known for its libraries, Ashland has lots to offer visitors, including its architecture, waterfront and hiking trails. See the local sights and visit Ashland Mural Walk and Northern Great Lakes Visitor Center. While you're there, make sure you don't miss Chequamegon Bay and Apostle Islands National Lakeshore.