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Check prices for these dates

Tonight
8 Nov - 9 Nov
Tomorrow
9 Nov - 10 Nov
Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Ashland hotels with winery

An indoor swimming pool with clear water, tiled edges, and a blue mosaic border. There are lounge chairs and potted plants near the windows.

1. Stratford Inn

Stratford Inn
2.5 star property
Siskiyou-Hargadine Historic District
9.4 out of 10, Exceptional, (1,800 reviews)
"Nice little hotel that was well decorated for the holiday."
United States
Thomas
The price is ₹8,776
₹9,785 total
includes taxes & fees
10 Nov - 11 Nov
Stratford Inn
A spacious lobby with a reception desk, seating area, and large windows.

2. The Bard's Inn, BW Signature Collection by Best Western

The Bard's Inn, BW Signature Collection by Best Western
2.5 star property
Historic Downtown District
8.4 out of 10, Very good, (1,004 reviews)
"Love this place"
United States
Jess
The price is ₹8,923
₹9,949 total
includes taxes & fees
24 Nov - 25 Nov
The Bard's Inn, BW Signature Collection by Best Western
A balcony with a view of a residential area, a black pickup truck, and a white RV parked in the foreground.

3. Ashland Commons Hostel

Ashland Commons Hostel
2.0 star property
Ashland
9.4 out of 10, Exceptional, (76 reviews)
"Great place to stay. Excellent location."
United States
Sam
The price is ₹6,277
₹6,998 total
includes taxes & fees
9 Nov - 10 Nov
Ashland Commons Hostel
A two-story building with a wooden facade, large windows, and a front porch with chairs.

4. The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
2.0 star property
Historic Railroad District
9.6 out of 10, Exceptional, (119 reviews)
"My room was clean, bed was comfortable. It was really nice and central to restaurants, coffee shops and downtown. It was nice having a door code instead of keys etc. would stay here again"
Canada
Lindsay
The price is ₹8,030
₹14,084 total
includes taxes & fees
22 Nov - 23 Nov
The Peerless Hotel by WanderLodges
Exterior

5. Callahan's Mountain Lodge

Callahan's Mountain Lodge
3.0 star property
Ashland
8.8 out of 10, Excellent, (1,128 reviews)
"Cozy getaway. Loved our stay here."
United States
Cameron
The price is ₹8,411
₹9,946 total
includes taxes & fees
4 Dec - 5 Dec
Callahan's Mountain Lodge
A two-story house with a porch, surrounded by a well-maintained garden with various flowers and shrubs.

6. Abigail’s Bed & Breakfast Inn

Abigail’s Bed & Breakfast Inn
3.5 star property
Skidmore Academy Historic District
9.4 out of 10, Exceptional, (66 reviews)
"I have stayed in many bed and breakfasts over the years and this one ranks a perfect 10! Very clean,very friendly hosts, the absolute best breakfast of any B & B I've been to. If I'm going through Ashland in the future, this is my go to lodging. This felt like home! Hosts also were extremely helpful and knowledgeable about local dining. "
United States
Kim
The price is ₹17,843
₹19,895 total
includes taxes & fees
9 Nov - 10 Nov
Abigail’s Bed & Breakfast Inn
A garden pathway with wisteria and red flowers, surrounded by lush greenery.

7. Arden Forest Inn

Arden Forest Inn
4.0 star property
Ashland
9.8 out of 10, Exceptional, (115 reviews)
"Tasteful charming bedroom and bathroom."
United States
Jean
The price is ₹12,847
₹14,325 total
includes taxes & fees
9 Nov - 10 Nov
Arden Forest Inn
A bedroom with a large bed, a dresser, a mirror, a chandelier, and a staircase leading to another room.

8. Barclay Klum House by WanderLodges

Barclay Klum House by WanderLodges
4.0 star property
Ashland
10.0 out of 10, Exceptional, (10 reviews)
"Great ~ memorable stay. "
United States
Melissa
The price is ₹10,740
₹24,017 total
includes taxes & fees
6 Dec - 7 Dec
Barclay Klum House by WanderLodges
A cozy living room with a built-in bench, a flat-screen TV, a bookshelf, and a vase of flowers.

9. Hanna's House by WanderLodges

Hanna's House by WanderLodges
4.0 star property
Historic Railroad District
10.0 out of 10, Exceptional, (6 reviews)
"Very cute cottage, 10 min walk to OSF theaters. It has everything you need - full kitchen, front room, and AC for the hot summers! Owner very kind. Will stay there again!"
United States
Robert
The price is ₹8,592
₹16,805 total
includes taxes & fees
10 Nov - 11 Nov
Hanna's House by WanderLodges
A deck with a fire pit, outdoor seating, and a view of the countryside.

10. Grandview of Ashland

Grandview of Ashland
3.0 star property
Ashland
10.0 out of 10, Exceptional, (11 reviews)
"Stunning views!! A+++ Experience!!"
United States
Jose
The price is ₹14,827
₹34,018 total
includes taxes & fees
9 Dec - 10 Dec
Grandview of 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.
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Top Ashland Hotel Reviews

A two-story building with a wooden facade, large windows, and a front porch with chairs.
The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges

The Peerless Hotel by WanderLodges
Historic Railroad District

10/10 Excellent

This is a very differant and rare hotel. If you want something very different fr0m the chain hotel give it a go.
United Kingdom
christopher
Reviewed July 15, 2025
The Peerless Hotel by WanderLodges

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