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  • Upfront pricing

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Check prices for these dates

Next weekend
May 8 - May 10
In two weeks
May 15 - May 17
In one month
May 29 - May 31
In two months
Jun 26 - Jun 28

Our top choices for Holliston bed & breakfast

Full-size fridge, microwave, oven, stovetop

Homestay In Fields Corner Area Boston

Homestay In Fields Corner Area Boston
2.0 star property
Dorchester
8.8 out of 10, Excellent, (37 reviews)
"Great place "
United States
Robert
$58 nightly
The price is $67
Apr 30 - May 1
Total with taxes and fees
Homestay In Fields Corner Area Boston
Full-size fridge, microwave, oven, stovetop

Homestay Near Downtown Boston

Homestay Near Downtown Boston
2.0 star property
Dorchester
9.0 out of 10, Wonderful, (23 reviews)
"Great place and friendly host. Host was very accommodating even when we arrived later in the night. Large bedroom with great amenities. Close to public transportation."
United States
Kantinant
$80 nightly
The price is $92
May 4 - May 5
Total with taxes and fees
Homestay Near Downtown Boston
Full-size fridge, microwave

Homestay In Boston -

Homestay In Boston -
2.0 star property
Dorchester
8.8 out of 10, Excellent, (38 reviews)
"Good place for a night. "
United States
René
$129 nightly
The price is $149
Apr 30 - May 1
Total with taxes and fees
Homestay In Boston -
Desk, laptop workspace, free WiFi

Homestay Near Near Savin Hill Area

Homestay Near Near Savin Hill Area
2.0 star property
Dorchester
7.4 out of 10, Good, (10 reviews)
"The house was quite very clean awesome place to stay "
United States
Alexadria
$55 nightly
The price is $64
Apr 30 - May 1
Total with taxes and fees
Homestay Near Near Savin Hill Area
Property grounds

The Proctor Mansion Inn

The Proctor Mansion Inn
3.0 star property
Wrentham
9.2 out of 10, Wonderful, (113 reviews)
"Our stay was great. The rooms are clean and reflect the antique nature of the inn. It is warm and inviting. The inn keep is wonderful. Looking forward to following the renovations. "
United States
Thomas
$249 nightly
The price is $278
May 3 - May 4
Total with taxes and fees
The Proctor Mansion Inn
Shared kitchen facilities

Josiah Keith House

Josiah Keith House
2.0 star property
Easton
9.8 out of 10, Exceptional, (35 reviews)
"I was pleasantly surprised at the authenticity of the building and decor of the 18th century era. The owner puts great effort into making it an enjoyable experience. As a history fan this place surpassed my expectations. The breakfast was wonderful too!"
United States
Cara
$179 nightly
The price is $230
Apr 30 - May 1
Total with taxes and fees
Josiah Keith House
Front of property

North Bridge Inn

North Bridge Inn
3.5 star property
Concord
8.4 out of 10, Very Good, (350 reviews)
"Hot breakfast, attentive staff, proximity to a lot of history including Boston"
United States
Martin
$259 nightly
The price is $289
May 3 - May 4
Total with taxes and fees
North Bridge Inn
Smart TV, fireplace

The Pistachio Room at TPH - Boston

The Pistachio Room at TPH - Boston
Brighton
9.6 out of 10, Exceptional, (64 reviews)
"A fantastic stay! Host was very accommodating and quick to respond to messages! Would absolutely stay here again. Our favorite part was the shower with the fun colored lights. Definitely a highlight of our trip! "
United States
Mauri C.
$150 nightly
The price is $172
May 4 - May 5
Total with taxes and fees
The Pistachio Room at TPH - Boston
Full-size fridge, microwave, oven, stovetop

Homestay BnB Near Downtown Boston

Homestay BnB Near Downtown Boston
2.0 star property
Dorchester
8.6 out of 10, Excellent, (149 reviews)
"Stayed here for the Boston Marathon as a 23 y/o female and it worked well. The host was kind and responsive. The property was also nice for a home stay situation. I never felt unsafe, each room had a key lock and the bathroom sharing was never a problem. The rooms were spacious and comfortable."
United States
Jenna
$179 nightly
The price is $206
May 1 - May 2
Total with taxes and fees
Homestay BnB Near Downtown Boston
Exterior detail

Irving House At Harvard

Irving House At Harvard
3.0 star property
Mid-Cambridge
9.0 out of 10, Wonderful, (1,001 reviews)
"Breakfast options were excellent and everything high quality and fresh."
United States
Scott
$215 nightly
The price is $246
May 2 - May 3
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 Needham Hotel

Sheraton Boston Needham Hotel

10/10 Excellent
"Clean room staff very friendly property lovely Didn’t eat at the hotel Parking easy"
Barbara 2-night trip
Posted 4 hours ago
Sheraton Boston Needham Hotel

Find out more about Holliston

Holliston B&B information

Number of reviews
1,783
Accommodation
15 B&B
Lowest Price
$64
Highest Price
$289

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 $64 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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