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Check prices for these dates

Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Compare 10 B&B in Ashland with updated reviews, rates, and availability.

Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1011)
"Nice location."
$205 nightly
The price is $235
Jul 4 - Jul 5
Total includes taxes and fees
Irving House At Harvard
The Inn Crowd Bed and Breakfast
Exterior

The Inn Crowd Bed and Breakfast

2.0 star property
10.0 out of 10, Exceptional, (25)
"Great hosts! Awesome place, close to Worcester."
$199 nightly
The price is $210
Jun 29 - Jun 30
Total includes taxes and fees
The Inn Crowd Bed and Breakfast
Morrison House
Exterior

Morrison House

3.0 star property
9.4 out of 10, Exceptional, (51)
"Very pleasant stay"
Morrison House
The Pistachio Room at TPH - Boston
Property grounds

The Pistachio Room at TPH - Boston

9.6 out of 10, Exceptional, (46)
"It was wonderful! Nice, quiet, cozy & clean! Close enough to the freeway & city to get around but far enough away from the city where you get a nice, homey feel. Definitely would recommend to anyone with a spouse/significant other for a nice, relaxing getaway. "
$211 nightly
The price is $243
Jun 28 - Jun 29
Total includes taxes and fees
The Pistachio Room at TPH - Boston
The Proctor Mansion Inn
Property grounds

The Proctor Mansion Inn

3.0 star property
9.2 out of 10, Wonderful, (111)
"Don't miss out on this experience."
$399 nightly
The price is $446
Jun 28 - Jun 29
Total includes taxes and fees
The Proctor Mansion Inn
A Village Bed and Breakfast
Front of property

A Village Bed and Breakfast

3.5 star property
10.0 out of 10, Exceptional, (56)
"Wonderful service from the young lady who took care of the house. Delicious breakfast! Safe neighborhood. Lovely location. "
A Village Bed and Breakfast
"The In & Out Room" at TPH - Boston
Fridge, microwave, oven, stovetop

"The In & Out Room" at TPH - Boston

10.0 out of 10, Exceptional, (11)
"Beautifully appointed guest property. Host has attended to every detail to make guests comfortable."
"The In & Out Room" at TPH - Boston
North Bridge Inn
Front of property

North Bridge Inn

3.5 star property
8.4 out of 10, Very Good, (348)
"Hot breakfast, attentive staff, proximity to a lot of history including Boston"
$259 nightly
The price is $289
Jul 3 - Jul 4
Total includes taxes and fees
North Bridge Inn
Natalie House - Boston
Garden

Natalie House - Boston

3.0 star property
8.8 out of 10, Excellent, (26)
"Host was super accommodating. Easy check in. Great neighborhood. "
Natalie House - Boston
Wyman Bed & Breakfast
Comfort Room, 1 Bedroom | Premium bedding, cribs/infant beds, rollaway beds, free WiFi

Wyman Bed & Breakfast

2.0 star property
7.4 out of 10, Good, (51)
"Aaron went the extra mile to accommodate all the runners over the Boston Marathon Weekend. A fantastic experience, would whole heartedly recommend the Wyman B&B."
Wyman Bed & Breakfast
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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Frequently asked questions

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 $210 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 & Breakfast in Ashland?
March to May is the prime time to book a B&B in Ashland, as this period draws visitors eager to experience the famed Oregon Shakespeare Festival and the vibrant arts scene. During these spring months, the mild weather encourages outdoor exploration, with daytime temperatures typically ranging from the mid-50s to low 70s Fahrenheit, creating a comfortable environment for sightseeing and enjoying the lush landscapes of Lithia Park.

April, in particular, stands out as a wonderful month to visit. As the festival kicks into full swing, you'll find a rich array of performances and cultural events, all set against a backdrop of blooming flowers and lively greenery. This is also a great time to stroll through the charming downtown area, where art galleries, shops, and delightful eateries line the streets, inviting leisurely exploration.

For those looking for a more budget-friendly option, December can be a lovely time to visit Ashland. The holiday season brings a unique charm to the town, with festive decorations and seasonal events that create a warm and inviting space. It's an opportunity to enjoy quieter surroundings while appreciating the beauty of the area without the hustle and bustle of peak tourist 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.