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B&B in Holliston

Homestay In Boston -

2.0 star property
Dorchester
10.0 out of 10, Exceptional, (1)
"Very clean and cozy"
United States
Vladimir
$62 nightly
The price is $72
Jan 1 - Jan 2, 2026
Total with taxes and fees
Homestay In Boston -

Homestay In Fields Corner Area Boston

2.0 star property
Dorchester
10.0 out of 10, Exceptional, (1)
"Great house!"
United States
Liang
$59 nightly
The price is $68
Dec 10 - Dec 11
Total with taxes and fees
Homestay In Fields Corner Area Boston

Homestay Near Downtown Boston

2.0 star property
Dorchester
$77 nightly
The price is $89
Dec 10 - Dec 11
Total with taxes and fees
Homestay Near Downtown Boston

The Pistachio Room at TPH - Boston

Brighton
9.6 out of 10, Exceptional, (60)
"Great location and wonderful host"
United States
Robert M.
$150 nightly
The price is $172
Dec 10 - Dec 11
Total with taxes and fees
The Pistachio Room at TPH - Boston

Irving House At Harvard

3.0 star property
Mid-Cambridge
9.0 out of 10, Wonderful, (1001)
"The staff was friendly and prompt, I got an upgrade, and the room and bathroom were spotless!"
United States
Frederick
$135 nightly
The price is $155
Dec 17 - Dec 18
Total with taxes and fees
Irving House At Harvard

Josiah Keith House

2.0 star property
Easton
9.8 out of 10, Exceptional, (33)
"Amazing house, owner is wonderful and talks about the history of the house.house is very clean just a beautiful experience will definitely go back "
Canada
Nancy
$209 nightly
The price is $263
Dec 22 - Dec 23
Total with taxes and fees
Josiah Keith House

The Proctor Mansion Inn

3.0 star property
Wrentham
9.2 out of 10, Wonderful, (112)
"This is the sweetest little gem of an Inn. We loved it "
United States
Ashley H
$380 nightly
The price is $425
Dec 15 - Dec 16
Total with taxes and fees
The Proctor Mansion Inn

North Bridge Inn

3.5 star property
Concord
8.4 out of 10, Very Good, (349)
"Hot breakfast, attentive staff, proximity to a lot of history including Boston"
United States
Martin
$195 nightly
The price is $218
Dec 11 - Dec 12
Total with taxes and fees
North Bridge Inn
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 Holliston Hotel Reviews

Find out more about Holliston

Holliston B&B information

Number of reviews
1,279
Accommodation
13 B&B
Lowest Price
$155
Highest Price
$425

Frequently asked questions

What is the nightly rate for a Bed & Breakfast in Holliston?
Prices for B&Bs in Holliston often vary, but you can find a great deal from $155 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Holliston 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 Holliston?
The best time to book a B&B in Holliston is during the delightful spring months of May to June. This period marks the peak travel season, as the weather becomes pleasantly warm, with temperatures ranging from the mid-50s to mid-80s Fahrenheit. Visitors can enjoy the blooming landscapes while exploring local parks and charming downtown shops, all while basking in the cheerful ambiance of the season.

May, in particular, is a wonderful month to visit Holliston. Travelers can indulge in various outdoor activities, such as hiking and biking along scenic trails, or simply enjoy leisurely strolls through the historic neighborhoods. The town's vibrant community events during this time also offer a unique glimpse into local culture and hospitality.

For those looking for a more budget-friendly experience, consider visiting in December. While temperatures may dip into the low 30s to mid-40s Fahrenheit, the festive atmosphere and holiday decorations create a cozy charm. This quieter month allows for a relaxed exploration of Holliston's winter festivities, including local markets and seasonal events.
What is the difference between a Holliston B&B and a hotel?
Every Holliston 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 Holliston B&Bs.

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