Search B&B in Phillipston

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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Our top choices for Phillipston bed & breakfast

Exterior
The Inn Crowd Bed and Breakfast

The Inn Crowd Bed and Breakfast

The Inn Crowd Bed and Breakfast
2.0 star property
Holden
10.0 out of 10, Exceptional, (48)
"Great b&b. "
United States
James
The price is AED 731
AED 773 total
includes taxes & fees
12 Dec - 13 Dec
The Inn Crowd Bed and Breakfast
Free daily full breakfast
Centennial House

Centennial House

Centennial House
3.5 star property
Northfield
9.6 out of 10, Exceptional, (173)
"The house was cozy and inviting. Felt the history all around me and the breakfast made and served by Joan was great. We recommend this place for those looking for that historical b&b experience. "
United States
Paul
The price is AED 732
AED 774 total
includes taxes & fees
28 Dec - 29 Dec
Centennial House
Front of property - evening/night
Howarth House B&B

Howarth House B&B

Howarth House B&B
3.0 star property
Fitchburg
10.0 out of 10, Exceptional, (110)
"Beautiful place, great hospitality! "
United States
andrew
Howarth House B&B
Exterior
Monadnock Inn

Monadnock Inn

Monadnock Inn
2.5 star property
Jaffrey
7.6 out of 10, Good, (277)
"It is a Beautiful Old Charm Inn. Everything was great. I would definitely come back and stay there again. "
United States
Sharon-Ann C
Monadnock Inn
Terrace/patio
The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast

The Maguire House Bed & Breakfast
3.5 star property
Ashburnham
10.0 out of 10, Exceptional, (36)
"Wonderful bed and breakfast - and remarkable hosts! Definitely worth booking if you plan to be in the area. "
United States
Ranjit
The price is AED 959
AED 959 total
includes taxes & fees
7 Jan - 8 January 2026
The Maguire House 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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Top Phillipston Hotel Reviews

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

10/10 Excellent
"Rooms were comfortable. Only issue is they have pump bottles for shampoo etc & our room was missing the body wash & the lotion had been swapped out for not the standard lotion from double tree. Breakfast was great. Staff was great. Hotel is a little dated & could use some upkeep but all in all pretty nice & well kept"
Robert 6-night trip
Posted 1 day ago
Doubletree by Hilton Hotel Leominster

Frequently asked questions

Searching for B&Bs in Phillipston?
If you want to find a place to stay with a small number of rooms and a more personalized environment, a B&B might be just the right fit for your getaway to Phillipston. When you want to explore some attractions in town, Jacobs Hill and Red Apple Farm are worth a stop.
Why should you consider a B&B versus a traditional hotel?
With attentive service, opportunities to mingle with other guests, and top-rated breakfasts, B&Bs all have a one-of-a-kind setting.
What are the top B&Bs in Phillipston?
Here are some well-liked B&Bs in the surrounding area: Howarth House B&B: 3 rooms. 17.7 mi (28.4 km) from the heart of downtown. Enjoy the free full breakfast and in-room pools. The Maguire House Bed & Breakfast: 3 rooms. Located 12.6 mi (20.3 km) from the core of Phillipston. Enjoy the free full breakfast and deli.
What's the best time of year to stay at a B&B in Phillipston?
When you're dreaming of a trip to Phillipston, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Phillipston are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What is there to do in Phillipston?
If you're looking to find something to do during your travels, you might consider checking out Jacobs Hill and Red Apple Farm. You might check out Millers River if you have time to see more of the area.
How can I get to and around Phillipston?
You can map out your trip in and around Phillipston ahead of time with these transportation options. Fly into Worcester, MA (ORH-Worcester Regional), which is located 23.5 mi (37.8 km) away from the city center. If you'd like to venture out around the area, consider renting a car to take in more sights.