Book The Best Hotels in Phillipston, MA for 2026 from CA $144 - Fully Refundable Options - Expedia

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Go beyond your typical stay in Phillipston

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Family friendly

Waterpark

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Check prices for these dates

Tonight

Oct 25 - Oct 26

Tomorrow

Oct 26 - Oct 27

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Our top choices for Phillipston hotels

A grand lobby with a staircase, a piano, comfortable seating, and large windows.

A wooden pergola structure in a garden setting with a paved walkway leading to it.

A pool area with lounge chairs and potted plants.

A brick building with a steeple, arched windows, and flags.

1. The Colonial Hotel

Gardner

United States

Mollie

CA $187

CA $209 total

includes taxes & fees

Nov 1 - Nov 2

A hotel lobby with a check-in counter, a reception desk, a clock, a potted plant, and seating areas.

A hotel hallway with red doors, numbered room signs, and a patterned carpet.

A hotel room with two beds, a desk, a chair, a window with curtains, and two wall-mounted lamps.

A hotel lobby with a coffee machine, a Coca-Cola refrigerator, and a map on the wall.

2. Gardner Inn

Gardner

United States

Leila

CA $129

CA $144 total

includes taxes & fees

Oct 26 - Oct 27

A windmill, a row of cabins, and a grassy field at night.

A windmill, a row of cabins, and a forest backdrop.

A room with a round table and two leather chairs, a window with curtains, and a view of a parking lot outside.

A grassy area with picnic tables and a clock tower.

3. Windmill Motel Restaurant

Bernardston

United States

Donna

CA $130

CA $145 total

includes taxes & fees

Nov 4 - Nov 5

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

A red building with white trim, surrounded by lush greenery and fruit trees.

A dining area with round tables, chairs, and a kitchen counter with a refrigerator.

A wooden gazebo with a peaked roof, surrounded by a gravel area with potted plants.

4. Centennial House

Northfield

United Kingdom

Alan

CA $236

CA $250 total

includes taxes & fees

Oct 28 - Oct 29

A hotel lobby with a central circular skylight, a reception desk, and a seating area with sofas.

A hotel with a modern design, featuring a prominent tree in the foreground and a clear view of the sky.

A bar area with a long counter, multiple bar stools, hanging pendant lights, and a bar stocked with bottles.

An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.

5. Doubletree by Hilton Hotel Leominster

Leominster

United States

louis

CA $202

CA $225 total

includes taxes & fees

Nov 15 - Nov 16

A modern hotel room with a large bed, a bedside table, a nightstand, a mirror, and a bathroom with a sink and towel rack.

A motel with a prominent '6' sign, a balcony, and a 'Welcome' entrance.

A motel lobby with two red chairs, a reception desk, and a large window offering a view of parked cars and trees outside.

A laundromat with multiple washing machines, a Coca-Cola refrigerator, and a snack vending machine.

6. Motel 6 Leominster, MA

Leominster

United States

Ruth

CA $133

CA $151 total

includes taxes & fees

Nov 1 - Nov 2

A room with a fireplace, a large mirror, and a window with a view of the outside.

A grand chandelier with multiple light fixtures hanging from the ceiling, a large arched window above a set of double doors with an exit sign, and a patterned floor.

A spacious hallway with large windows, chandeliers, and classic furniture.

A banquet hall with round tables set for a formal event, featuring chandeliers and table settings.

7. Chocksett Inn and Restaurant

Sterling

United States

Lisa

CA $223

CA $249 total

includes taxes & fees

Oct 26 - Oct 27

A spacious lobby with a fireplace, a large chandelier, and a view of the surrounding area.

A group of people engaged in a craft activity at a table with various colored markers and papers.

An indoor recreational area with a pool, seating, and a bar area labeled 'The Watering Hole.'

An indoor swimming pool with a spectator area and a stage.

8. Great Wolf Lodge Boston / Fitchburg, MA

Fitchburg

United States

Abderaouf

CA $262

CA $293 total

includes taxes & fees

Oct 26 - Oct 27

A hotel room with two beds, a TV, a desk, a chair, a small table, and a window with curtains.

A compact kitchen with a microwave, stove, sink, and a small refrigerator.

A reception desk with a display of travel guides and a potted plant.

A hotel room with a bed, a desk with a chair, a television, and a view of the outdoors through a sliding door.

9. Copper Lantern Motor Lodge

West Brookfield

United States

Karen

CA $162

CA $181 total

includes taxes & fees

Nov 24 - Nov 25

A covered porch with Adirondack chairs and a table with wine glasses, overlooking a lake and lush greenery.

A bedroom with a large bed, a view of a lake, and a table with flowers.

A living room with a chessboard, a glass of beer, a sofa, and a chair.

A table with a plate of strawberries, a mug, and binoculars, set against a window with a view of greenery and a body of water.

10. The Maguire House Bed & Breakfast

Ashburnham

United States

Jeffrey

CA $401

CA $401 total

includes taxes & fees

Nov 5 - Nov 6

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

A cozy living room with a sofa, armchairs, a coffee table, and a dining table. There is a large window with curtains, a fireplace, and a lamp.

A dining area with two tables, chairs, and a radiator.

A porch with a wooden bench and a bench with cushions.

11. Monadnock Inn

Jaffrey

United States

Jim

CA $192

CA $208 total

includes taxes & fees

Nov 1 - Nov 2

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

A living room with a chandelier, a fireplace with stockings, a staircase, and a bookshelf.

A bathroom with a freestanding bathtub, a window with a white frame, and a wooden floor.

A room with a round table, a chandelier, a radiator, and a door with stained glass windows.

12. The Inn Crowd Bed and Breakfast

Holden

United States

Dennis

CA $293

CA $309 total

includes taxes & fees

Oct 28 - Oct 29

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

A swimming pool surrounded by lush greenery and a white fence.

A bedroom with a fireplace, a bed, a chair, and a table with a lamp.

A white wooden pergola with a lattice design, surrounded by lush greenery and flowering plants.

13. Howarth House B&B

Fitchburg

United States

David

CA $296

CA $296 total

includes taxes & fees

Oct 26 - Oct 27

View all properties

Hotels recommended for families in Phillipston

A grand lobby with a staircase, a piano, comfortable seating, and large windows.

A wooden pergola structure in a garden setting with a paved walkway leading to it.

A pool area with lounge chairs and potted plants.

A brick building with a steeple, arched windows, and flags.

The Colonial Hotel

Gardner

CA $187

CA $209 total

includes taxes & fees

Nov 1 - Nov 2

A house with a stone wall and a dock extending into a calm body of water.

A modern living room with a dark sofa, wooden coffee table, and a view of a water body through large sliding glass doors.

A house with a porch, a bench, and a small dock extending into a body of water.

A room with a sliding glass door leading to a deck with a barbecue grill, a white table, and a black sofa with a cushion.

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Westminster

A spacious lobby with a fireplace, a large chandelier, and a view of the surrounding area.

A group of people engaged in a craft activity at a table with various colored markers and papers.

An indoor recreational area with a pool, seating, and a bar area labeled 'The Watering Hole.'

An indoor swimming pool with a spectator area and a stage.

Great Wolf Lodge Boston / Fitchburg, MA

Fitchburg

CA $262

CA $293 total

includes taxes & fees

Oct 26 - Oct 27

A windmill, a row of cabins, and a grassy field at night.

A windmill, a row of cabins, and a forest backdrop.

A room with a round table and two leather chairs, a window with curtains, and a view of a parking lot outside.

A grassy area with picnic tables and a clock tower.

Windmill Motel Restaurant

Bernardston

CA $130

CA $145 total

includes taxes & fees

Nov 4 - Nov 5

A hotel lobby with a central circular skylight, a reception desk, and a seating area with sofas.

A hotel with a modern design, featuring a prominent tree in the foreground and a clear view of the sky.

A bar area with a long counter, multiple bar stools, hanging pendant lights, and a bar stocked with bottles.

An indoor swimming pool with clear blue water, surrounded by brick walls and large windows.

Doubletree by Hilton Hotel Leominster

Leominster

CA $202

CA $225 total

includes taxes & fees

Nov 15 - Nov 16

A modern hotel room with a large bed, a bedside table, a nightstand, a mirror, and a bathroom with a sink and towel rack.

A motel with a prominent '6' sign, a balcony, and a 'Welcome' entrance.

A motel lobby with two red chairs, a reception desk, and a large window offering a view of parked cars and trees outside.

A laundromat with multiple washing machines, a Coca-Cola refrigerator, and a snack vending machine.

Motel 6 Leominster, MA

Leominster

CA $133

CA $151 total

includes taxes & fees

Nov 1 - Nov 2

A room with a fireplace, a large mirror, and a window with a view of the outside.

A grand chandelier with multiple light fixtures hanging from the ceiling, a large arched window above a set of double doors with an exit sign, and a patterned floor.

A spacious hallway with large windows, chandeliers, and classic furniture.

A banquet hall with round tables set for a formal event, featuring chandeliers and table settings.

Chocksett Inn and Restaurant

Sterling

CA $223

CA $249 total

includes taxes & fees

Oct 26 - Oct 27

A staircase with a wooden handrail and white steps, leading to a landing with a wooden table and a clock.

A kitchen with white cabinets, a built-in dishwasher, a toaster, and a window with two hanging pendant lights.

A bedroom with a wooden headboard, a bed with multiple pillows, two bedside tables with lamps, and a window with blinds.

A two-story white house with black shutters, a porch, and an American flag.

Enjoy your stay in an antique home in an antique toy museum!

Winchendon

CA $455

CA $545 total

includes taxes & fees

Oct 26 - Oct 27

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Stay near popular Phillipston attractions

Jacobs Hill

Enjoy an outing to Jacobs Hill during your stay in Phillipston. Discover the mountain views while you're in the area.

Red Apple Farm

Enjoy an outing to Red Apple Farm during your stay in Phillipston.

Top Phillipston Hotel Reviews

Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent

"Super volvería una y otra ves"

Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

10/10 Excellent

"We are happy with our stay. Room was clean, bed comfortable, quiet for sleep. Staff very friendly. I did find locating the inn a bit confusing, but once I found it OK."

"Pondlife" - Waterfront home in a peaceful, wooded setting.

"Pondlife" - Waterfront home in a peaceful, wooded setting.

10/10 Excellent

"Pondlife was clean, calm, cozy, and peaceful...exactly what we wanted...fall foliage was gorgeous....rail trail hiking adjacent to the property and plenty of mountain hiking nearby. If you want to be immersed in nature's beauty, this is perfect..."

Monadnock Inn

Monadnock Inn

8/10 Good

"The building and interior was big on ambiance and charm. The staff was very cordial and helpful. I would suggest the addition of an ice machine"

Lakefront Orange Vacation Rental - Pet Friendly!

Lakefront Orange Vacation Rental - Pet Friendly!

10/10 Excellent

"The apartment was spotless and exactly as presented. We contacted host a few times and the response was always quick and concise. The many personal touches, dog towels, dog bed and treats, for humans too. We look forward to staying here many times while visiting family in the area. We have stayed at numerous rentals and this was one of the best."

Howarth House B&B

Howarth House B&B

10/10 Excellent

"We needed somewhere near Mt. Wachusett to stay and this was a perfect spot. Very cozy and well decorated. The breakfast was such a nice touch."

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

10/10 Excellent

"Wonderful, comfortable little house! Host very attentive to details and very welcoming!"

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

10/10 Excellent

"Fantastic place!! Had a great time."

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

8/10 Good

"I really loved the location of this VRBO and the overall decor and cleanliness. I was a little surprised by how small it was and that guests would have to come into a bedroom and sidestep around a trundle bed to get to the bathroom. I appreciated the extra touches like having a bottle of wine waiting for us once we got there. I did enjoy my visit overall but think it was a little pricey for the accommodations."

More cheap stays in Phillipston

Gardner Inn

Gardner Inn

22 Pearson Blvd Gardner MA

CA $129

CA $144 total

Oct 26 - Oct 27

includes taxes & fees

Windmill Motel Restaurant

Windmill Motel Restaurant

497 Northfield Rd Bernardston MA

CA $130

CA $145 total

Nov 4 - Nov 5

includes taxes & fees

Motel 6 Leominster, MA

Motel 6 Leominster, MA

48 Commercial Rd Leominster MA

CA $133

CA $151 total

Nov 1 - Nov 2

includes taxes & fees

Copper Lantern Motor Lodge

Copper Lantern Motor Lodge

184 W Main St West Brookfield MA

CA $162

CA $181 total

Nov 24 - Nov 25

includes taxes & fees

Monadnock Inn

Monadnock Inn

379 Main Street Jaffrey NH

CA $192

CA $208 total

Nov 1 - Nov 2

includes taxes & fees

7.8/10 Good! (296 reviews)

Econo Lodge

Econo Lodge

183 Main St Westminster MA

Hotels in Phillipston with star rating

4 Star Hotels

3 Star Hotels

2 Star Hotels

Frequently asked questions

What is the best area to stay in Phillipston?

The best area to stay in Phillipston for most visitors is around the Phillipston Common, which offers convenient access to local amenities and a pleasant, central location.This area is the heart of Phillipston and provides a good base for exploring. You'll find the town hall, the historic Congregational Church, and a few local shops and eateries clustered around the Common itself. The layout is quite traditional for a New England town, with buildings facing the central green space.Couples looking for a relaxing getaway will appreciate the quiet surroundings and the ease of access to nearby natural attractions. It's a lovely spot for leisurely strolls and enjoying the local atmosphere.For those travelling with family, staying near the Common offers a practical and comfortable option.

When is the best time to go to Phillipston?

The best time to visit Phillipston is during the autumn months, specifically from late September through October, when the region is renowned for its spectacular fall foliage.During this period, the weather is typically crisp and pleasant, ideal for outdoor activities like hiking or scenic drives. The landscape transforms into a breathtaking display of reds, oranges, and yellows, making it a popular destination for those seeking natural beauty.Couples looking for a romantic getaway will find the autumn particularly appealing. Imagine cosy evenings by a fireplace after a day spent exploring picturesque country roads and stopping at local orchards or craft shops. The cooler temperatures and stunning scenery provide a great backdrop for a relaxing escape.Families also enjoy Phillipston in the autumn. Many local farms offer apple picking, pumpkin patches, and corn mazes, which are great fun for all ages.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Phillipston.

How much is the nightly rate at a Phillipston hotel?

Prices for hotels in Phillipston often vary, but you can find a great deal from CA $144 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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