A white building with a sign reading "TOWN HALL" and a rainbow flag.

Book Holliston Bed & Breakfast

Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

Our top choices for Holliston bed & breakfast

Property grounds

1. The Proctor Mansion Inn

The Proctor Mansion Inn
3.0 star property
Wrentham
9.2 out of 10, Wonderful, (124 reviews)
"The innkeeper was amazing. The place has a very unique history and atmosphere. If you are looking for something unusual and different this is the place for you."
United States
Jacob
$249 nightly
The price is $278
Sep 24 - Sep 25
Total with taxes and fees
The Proctor Mansion Inn
Smart TV, fireplace

2. The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston
Brighton
9.6 out of 10, Exceptional, (78 reviews)
"There room and common areas were very clean neat. It was a very pleasant stay. I would stay there again."
United States
L M C.
$150 nightly
The price is $172
Sep 27 - Sep 28
Total with taxes and fees
The Pistachio Room at TPH - Boston
Full-size fridge, microwave, toaster, cleaning supplies

3. Homestay In Fields Corner Area Boston

Homestay In Fields Corner Area Boston
2.0 star property
Dorchester
7.8 out of 10, Good, (81 reviews)
"Great property, the hosts are very helpful. The property also had things in fridge for breakfast"
United States
Abhinav
$118 nightly
The price is $136
Sep 30 - Oct 1
Total with taxes and fees
Homestay In Fields Corner Area Boston
Full-size fridge, microwave, oven, stovetop

4. Homestay BnB Near Downtown Boston

Homestay BnB Near Downtown Boston
2.0 star property
Dorchester
8.6 out of 10, Excellent, (150 reviews)
"Nice clean room, great for a quick stay! I only needed to be in Boston for one night and this was a great option. 15 minute walk to the Red Line, and it wasn't a bad walk at all. Got back to the place my first night pretty late, but the area was clean and I wasn't nervous about feeling unsafe or anything of that nature. I didn't use the kitchen or some of the other offered amenities but regardless was a pleasant stay. Would definitely come back for any quick trips!"
United States
Ellie
Homestay BnB Near Downtown Boston
Desk, WiFi (free), bed sheets

5. Homestay Near Near Savin Hill Area

Homestay Near Near Savin Hill Area
2.0 star property
Dorchester
8.0 out of 10, Very good, (57 reviews)
"God value for money, close to subway"
United Kingdom
Daniel
$118 nightly
The price is $136
Sep 29 - Sep 30
Total with taxes and fees
Homestay Near Near Savin Hill Area
Full-size fridge, microwave, toaster, cookware/dishes/utensils

6. Homestay In Boston -

Homestay In Boston -
2.0 star property
Dorchester
8.2 out of 10, Very good, (99 reviews)
"I really enjoyed my time there"
United States
Markessee
$120 nightly
The price is $138
Sep 27 - Sep 28
Total with taxes and fees
Homestay In Boston -
Full-size fridge, microwave, oven, stovetop

7. Homestay Near Downtown Boston

Homestay Near Downtown Boston
2.0 star property
Dorchester
8.4 out of 10, Very good, (55 reviews)
"Really clean space with a cozy vibe. Everything worked for us during the stay and the location was convenient. The walls were super thin so sound definitely travels but overall a safe, and comfy stay!"
Canada
Meagan
$118 nightly
The price is $135
Sep 30 - Oct 1
Total with taxes and fees
Homestay Near Downtown Boston
Coffee/tea maker

8. Josiah Keith House

Josiah Keith House
3.0 star property
Easton
10.0 out of 10, Exceptional, (42 reviews)
"A lovely inn. Good stay."
United States
Judith
$244 nightly
The price is $301
Sep 23 - Sep 24
Total with taxes and fees
Josiah Keith House
Front of property

9. North Bridge Inn

North Bridge Inn
3.5 star property
Concord
8.4 out of 10, Very good, (353 reviews)
"Nice staff, lovely room and great location"
United States
Robert
North Bridge Inn
Exterior detail

10. Irving House At Harvard

Irving House At Harvard
3.0 star property
Mid-Cambridge
9.0 out of 10, Wonderful, (1,001 reviews)
"Irving House is in a good location close to what we wanted to see. Breakfast was good with lots of choices. There is a laundry area but we did not use it. Quiet at night. I’m BeReal we would stay there again."
United States
Sue
$315 nightly
The price is $361
Sep 27 - Sep 28
Total with taxes and fees
Irving House At Harvard
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

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

10/10 Excellent
"The staff were incredibly helpful and welcoming. When we checked into the room (an hour past the check-in time), there were dirty dishes and wine glasses outside the door as well as a displaced, hanging light fixture in the entry…a fixture that was not flush and secured into the ceiling. When I told the front desk, they were very apologetic and appreciated being told. A beautiful hotel and really great staff. Very centrally located!"
Kristiana 1-night trip
Posted 3 hours ago
Sheraton Boston, a Marriott Hotel

Find out more about Holliston

Holliston B&B information

Number of reviews
1,959
Accommodation
18 B&B
Lowest Price
$135
Highest Price
$361

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 $135 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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