Find a Bed and Breakfast in Holliston from CA $131

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Holliston B&B

Homestay BnB Near Downtown Boston
Front of property

Homestay BnB Near Downtown Boston

2.0 star property
8.6 out of 10, Excellent, (81)
"Very clean, comfortable and quiet B&B. Highly recommend staying here"
The price is CA $150
CA $212 total
includes taxes & fees
Aug 28 - Aug 29
Homestay BnB Near Downtown Boston
Josiah Keith House
Shared kitchen facilities

Josiah Keith House

2.0 star property
9.8 out of 10, Exceptional, (25)
"Very charming historic inn run by warm couple who make us feel very welcome and made an excellent country-style breakfast. High recommended! "
The price is CA $283
CA $372 total
includes taxes & fees
Aug 21 - Aug 22
Josiah Keith House
HomeStay - B&B - Near South Boston - JFK-Umass Area
Basic Room | Bathroom

HomeStay - B&B - Near South Boston - JFK-Umass Area

2.0 star property
8.4 out of 10, Very good, (49)
"Affordable and close to public transit! "
The price is CA $167
CA $232 total
includes taxes & fees
Aug 31 - Sep 1
HomeStay - B&B - Near South Boston - JFK-Umass Area
Irving House At Harvard
Exterior detail

Irving House At Harvard

3.0 star property
8.8 out of 10, Excellent, (1001)
"Pleasant stay"
The price is CA $270
CA $309 total
includes taxes & fees
Sep 2 - Sep 3
Irving House At Harvard
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."
The price is CA $442
CA $618 total
includes taxes & fees
Aug 21 - Aug 22
The Proctor Mansion Inn
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"
The price is CA $359
CA $401 total
includes taxes & fees
Aug 30 - Aug 31
North Bridge Inn
The Pistachio Room at TPH - Boston
Property grounds

The Pistachio Room at TPH - Boston

9.6 out of 10, Exceptional, (49)
"Decent Stay"
The price is CA $131
CA $238 total
includes taxes & fees
Sep 1 - Sep 2
The Pistachio Room at TPH - Boston
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Holliston Hotel Reviews

Sheraton Boston, a Marriott Hotel

Sheraton Boston, a Marriott Hotel

10/10 Excellent
"Had a great stay. Concierge Amy could not have been more helpful and accommodating. My wife and I were celebrating our anniversary, and Amy helped to make it a special trip to the city. Thank you! Room was clean and hotel was well kept. Staff was very friendly and helpful. "
Christopher 1-night trip
Posted 8 hours ago
Sheraton Boston, a Marriott Hotel