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Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

B&B in Ashland

A house full of steel balls and games
Front of property

A house full of steel balls and games

2.5 star property
9.6 out of 10, Exceptional, (92)
"Great place to stay. Pete is a great host, easy check in great communication, pinball machines and games in the rooms really great. Quick drive to some good dining."
$92 nightly
The price is $105
Aug 31 - Sep 1
Total includes taxes and fees
A house full of steel balls and games
The Virginia Cliffe Inn
Exterior

The Virginia Cliffe Inn

2.5 star property
9.6 out of 10, Exceptional, (111)
"Beautiful, clean, comfortable, delicious breakfast"
$212 nightly
The price is $241
Aug 18 - Aug 19
Total includes taxes and fees
The Virginia Cliffe Inn
The Boulevard Inn
Terrace/patio

The Boulevard Inn

4.0 star property
9.8 out of 10, Exceptional, (56)
"What a lovely gem of a boutique inn! Conveniently located to shops, restaurants, the VMFA and one of the prettiest neighborhoods in Richmond. This place exudes southern hospitality and charm. Amazing wine and cheese, amazing breakfast, and just amazing all around. We will be back!"
$343 nightly
The price is $391
Aug 20 - Aug 21
Total includes taxes and fees
The Boulevard Inn
The Tinder Guest House
1 bedroom, iron/ironing board, free WiFi

The Tinder Guest House

3.0 star property
9.4 out of 10, Exceptional, (13)
"We were staying over one night on our way home from Florida. We thoroughly enjoyed both the Tinder Guest House and Ashland. We plan on returning."
$170 nightly
The price is $189
Aug 12 - Aug 13
Total includes taxes and fees
The Tinder Guest House
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 Jefferson Hotel

The Jefferson Hotel

10/10 Excellent
"Bed very comfortable, spacious bathroom, soft and large bath towels"
Phil 1-night trip
Posted 7 hours ago
The Jefferson Hotel

Frequently asked questions

What are the most popular Ashland B&Bs?
The Tinder Guest House is a standout option for travelers seeking a delightful stay in Ashland, boasting an impressive 9.4 rating. Guests rave about the delicious food served here, making every meal a memorable experience. With nearby opportunities for hiking and biking, this B&B is great for those who appreciate outdoor adventures, ensuring that your stay is both invigorating and relaxing.
What is the nightly rate for a Bed & Breakfast in Ashland?
Prices for B&Bs in Ashland often vary, but you can find a great deal from $105 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Ashland B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Ashland?
The best time to book a B&B in Ashland is from May to October, with the peak season reaching its height in July. During these months, Ashland bursts into life, attracting travelers who appreciate outdoor theater, fine dining, and the stunning natural beauty of the surrounding landscapes. The renowned Oregon Shakespeare Festival draws visitors from all over, providing a rich cultural experience alongside opportunities for hiking and exploring the picturesque Lithia Park.

In July, temperatures typically range from the mid-50s to the low 90s Fahrenheit, offering warm days great for sightseeing and enjoying outdoor activities. This vibrant atmosphere means you can expect a bustling town filled with fellow visitors, lively street performances, and a variety of local events.

For those seeking a more budget-friendly experience, consider planning your visit in November. This month, while quieter, provides a wonderful opportunity to enjoy the town's charm as the fall season lingers, and the crowds diminish. The local art scene remains active, and you can savor Ashland's excellent cuisine without the hustle and bustle of peak season.
What is the difference between a Ashland B&B and a hotel?
Every Ashland B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Ashland B&Bs.