Best B&B Phillipston in 2026

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Our top choices for Phillipston bed & breakfast

A two-story house with a red door, green shutters, and a snow-covered front yard.

1. Centennial House

Northfield

Alan

₹15,537 total

includes taxes & fees

9 Nov - 10 Nov

A two-story building with a white facade and green shutters, a covered front porch, and a sign for the "M" Inn.

2. Monadnock Inn

Jaffrey

Jim

₹14,145 total

includes taxes & fees

7 Nov - 8 Nov

A well-lit garden area with a gazebo, a small house, and a large tree in the background.

3. Howarth House B&B

Fitchburg

David

₹20,141 total

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a wrap-around porch, a gabled roof, and a front deck.

4. The Inn Crowd Bed and Breakfast

Holden

Dennis

₹21,013 total

includes taxes & fees

2 Nov - 3 Nov

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Top Phillipston Hotel Reviews

Gardner Inn

8/10 Good

"The room overall was ok, but the curtains were absolutely disgustingly dirty. The staff was very nice and overall, the room was fine. But looking at the dirty curtains was a real turn off to me."

Windmill Motel Restaurant

10/10 Excellent

"Wonderful updated king room with a heating element in the bathroom that was cozy and perfect on a cold night. The king bed was comfortable to sleep on. There was a refrigerator with a small freezer and Kureig coffee machine. They also provided some snacks which were appreciated. I highly recommend staying at the Windmill Hotel."

Howarth House B&B

10/10 Excellent

"This was our first visit and were unfamiliar with the area. It was after dusk and we were trusting are map app to guide us to the correct location. When we arrived, the Howarth House was unmistakeable with beautiful and welcoming lighting. As we gathered our overnight bags from the car, host Sarah met us at the door, welcomed us inside and led us to our delightful room that included a working gas fireplace. Very cozy on a cool autumn night! Breakfast the next morning was fantastic. When we are in the Fitchburg area again, we're definitely coming back to the Howarth House."

The Inn Crowd Bed and Breakfast

10/10 Excellent

"This Bed and Breakfast was amazing. Beautiful house and the owners were very friendly and personable. The breakfast was delicious and had a nice variety of choices. We enjoyed visiting with the other guests as well as the owners. We slept so well in our comfortable bed. Location was great. We had never been to Holden but love the area. Trees are so beautiful in October."

The Colonial Hotel

8/10 Good

"This is a dated, solid 3-star hotel. The interior finishes all need a serious refresh. I was on the ground floor in a nice room, but the Wi-Fi was terrible and they stuck me down by the mechanical plant and housekeeping offices. Normally not a bid deal but they left the doors open to the mechanical room the entire time I was in my room. They also need to update the quality and number of WAPs. They were confused when I asked if they had a "business center" because they don't. Given the quality of the Wi-Fi in my room, it would've been nice if they had one.😊 The Colonial Grille is awesome; it is a shining star for this somewhat tired hotel. The restuarant/bar staff are awesome, and the food is good American fare. The bar is a lot of fun, and it's big. This is a local destination for weddings. I was there from Friday to Sunday in late October and I think there were not less than 3 weddings."

Find out more about Phillipston

Phillipston B&B information

Number of reviews	501
Accommodation	5 B&B
Lowest Price	₹14,145
Highest Price	₹21,013

Frequently asked questions

Searching for B&Bs in Phillipston?

If you'd like to find a place to stay with a small number of rooms and a more personalised environment, a B&B might be the perfect option for your trip to Phillipston. When you want to explore some attractions in town, Red Apple Farm and Jacobs Hill are worth a stop.

Why should you consider a B&B over a traditional hotel room?

With attentive service, opportunities to meet guests from other places and of course a full breakfast, B&Bs offer 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 city centre. 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 snack bar/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 temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Phillipston are January, March, February and November, with each month seeing an average of 19 cm of snowfall.

What is there to do in Phillipston?

If you're looking to find something to do during your travels, you might consider visiting Red Apple Farm and Jacobs Hill. You could visit Millers River if you have time to see more of the area.

How can I get to and around Phillipston?

Mapping out your trip in and around Phillipston is easy with these transportation options. Fly into Worcester, MA (ORH-Worcester Regional), which is located 23.5 mi (37.8 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Phillipston bed & breakfast

1. Centennial House

2. Monadnock Inn

3. Howarth House B&B

4. The Inn Crowd Bed and Breakfast

Top Phillipston Hotel Reviews

Gardner Inn

Windmill Motel Restaurant

Howarth House B&B

Chocksett Inn and Restaurant

The Inn Crowd Bed and Breakfast

The Colonial Hotel

Monadnock Inn

Find out more about Phillipston

Phillipston B&B information

Frequently asked questions

Explore a world of travel with Expedia

Search Bed and Breakfasts in Phillipston

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Phillipston bed & breakfast

1. Centennial House

2. Monadnock Inn

3. Howarth House B&B

4. The Inn Crowd Bed and Breakfast

Top Phillipston Hotel Reviews

Gardner Inn

Find out more about Phillipston

Phillipston B&B information

Frequently asked questions

Explore a world of travel with Expedia