The Best Hotels Closest to Pleasure Point in Holliston for 2026

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Our top choices for Pleasure Point hotels

A modern hotel with a prominent entrance, multiple floors, and a well-lit facade.

A modern lounge area with sofas, chairs, and a bar with stools.

An indoor swimming pool with clear glass walls, a tiled edge, and a view of the outdoors.

An outdoor patio with modern seating, a fire feature, and a view of autumn trees.

1. Aloft by Marriott Framingham

12.1 km from Pleasure Point

Franklin

￥25,125

￥28,064 total

includes taxes & fees

Oct 18 - Oct 19

A hotel room with a large bed, a television, a desk with a chair, a wardrobe, and a window with curtains.

A gym with exercise equipment, treadmills, and a wall of dumbbells.

A hotel entrance with a sign reading 'spark by Hilton,' parking spaces with accessibility symbols, and a flagpole with an American flag.

2. Spark by Hilton Milford Boston

7.3 km from Pleasure Point

Laura

￥11,662

￥13,027 total

includes taxes & fees

Oct 25 - Oct 26

A bar area with a long counter, multiple televisions displaying sports, and several seating options.

A spacious kitchen with a long island, bar stools, and shelves with kitchenware.

A hotel room with a bed, two armchairs, a sofa, a coffee table, a TV, and a desk with a lamp.

A hotel room with a sofa, armchair, desk, chair, television, and a mirror.

3. Hampton Inn Boston Natick

13.1 km from Pleasure Point

Deborah

￥18,011

￥20,117 total

includes taxes & fees

Oct 29 - Oct 30

A hotel lobby with a large flat-screen TV displaying news, a comfortable seating area with a sofa and cushions, a small table with a clock, and a view of the dining area through large windows.

A hotel dining area with a long table, chairs, a vase with yellow flowers, and a coffee machine in the background.

A bar area with a glass shelf displaying various bottles, a granite countertop, and two upholstered chairs.

A modern bar area with a large TV, a fireplace, and a patterned carpet.

4. Courtyard by Marriott Boston Natick

13.3 km from Pleasure Point

Austin

￥16,715

￥18,670 total

includes taxes & fees

Oct 29 - Oct 30

A modern hotel dining area with a long table, chairs, and a television on the wall.

A modern hotel with a well-lit entrance, multiple floors, and a parking lot.

A modern room with a sofa, a chair, a small table, and a window with patterned curtains.

A hotel room with a glass shower, a bed, a desk, and a TV.

5. Hampton Inn Boston - Westborough

17.1 km from Pleasure Point

Brittany

￥21,251

￥23,738 total

includes taxes & fees

Nov 1 - Nov 2

A modern living room with a sofa, armchairs, a coffee table, and a unique chandelier.

A modern dining area with multiple tables and chairs, a counter, and decorative wall art.

A gym with weightlifting equipment, a bench, and a wall-mounted dumbbell rack.

A spacious lobby with a modern chandelier, seating area, and artwork on the walls.

6. Fairfield Inn & Suites by Marriott Framingham

12.7 km from Pleasure Point

Ron

￥18,646

￥20,828 total

includes taxes & fees

Nov 15 - Nov 16

A bed with white bedding and pillows against a wooden headboard.

A hotel room with a sofa, a small wooden table, a television, a microwave, and a refrigerator.

A modern living room with a flat-screen TV mounted on a wooden panel, a sectional sofa, and a dining area in the background.

An indoor swimming pool with lounge chairs and a blue umbrella.

7. Holiday Inn Express Boston - Milford by IHG

7.1 km from Pleasure Point

Oleh

￥15,644

￥17,475 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a fireplace, comfortable seating, and a bookshelf.

A modern hotel entrance with a covered walkway, large windows, and a sign reading "Residence Inn."

An outdoor patio with tables and chairs, a sofa, and a brick floor.

A modern bar area with leather barstools, a high bar counter, and pendant lighting.

8. Residence Inn by Marriott Boston Natick

12.8 km from Pleasure Point

Amy

￥29,881

￥33,377 total

includes taxes & fees

Nov 5 - Nov 6

A hotel lobby with a central Panera Bread restaurant, modern furnishings, and a high ceiling with circular lighting fixtures.

A hotel room with a bed, a sofa, a desk, and a chair. There is a window with curtains and a plant on the desk.

A hotel entrance with a modern design, featuring a glass door entrance, illuminated blue ceiling, and decorative wall panels.

A spacious lobby with a central Pantry, high ceilings with a blue geometric design, and modern furnishings.

9. The Verve Hotel Boston Natick, Tapestry Collection by Hilton

12.4 km from Pleasure Point

Vickie Jimenez

￥20,602

￥23,013 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel room with a large bed, a desk with a chair, a sofa, and a large window offering a view of the outdoors.

A modern lobby with a central coffee table, seating area, and artwork on the walls.

10. Towneplace Suites by Marriott Framingham

12.7 km from Pleasure Point

Karol

￥21,333

￥23,829 total

includes taxes & fees

Nov 15 - Nov 16

A modern living room with a fireplace, comfortable seating, and a flat-screen TV mounted on the wall.

A hotel room with a bed, desk, chairs, and a kitchenette.

A hotel kitchen with granite countertops, stainless steel appliances, and a bar area with stools.

A modern living room with a dark grey sofa, patterned armchairs, a coffee table, and a decorative metal shelf.

11. Fairfield Inn Boston Sudbury

19.1 km from Pleasure Point

heather

￥24,035

￥26,847 total

includes taxes & fees

Oct 18 - Oct 19

An outdoor patio with wicker furniture, a stone fire pit, and umbrellas.

A large indoor swimming pool with clear blue water, surrounded by sunlit rooms with large windows and outdoor seating areas.

A modern bar area with a central island, bar stools, and a menu board.

A hotel room with a grey sectional sofa, a desk with a chair, a bed, a TV, and a large window with sheer curtains.

12. Sonesta Select Boston Milford

7.4 km from Pleasure Point

Russell

￥14,854

￥16,592 total

includes taxes & fees

Nov 1 - Nov 2

A spacious lobby with a reception desk, seating area, and a wooden floor.

A modern hotel lobby with a bar area, seating arrangements, and a kitchen visible in the background.

A hotel corridor with a patterned carpet, rows of chairs, and a large window with a view of trees.

An outdoor event space with multiple round tables covered with beige tablecloths, illuminated by lanterns and pendant lights.

13. DoubleTree by Hilton Hotel Boston - Westborough

16.3 km from Pleasure Point

Devante

￥17,998

￥20,104 total

includes taxes & fees

Nov 1 - Nov 2

A modern hotel lobby with a bar area, seating arrangements, and a reception desk.

A reception area with two wooden reception desks, a digital screen, and a wall-mounted display.

A modern living room with a large flat-screen TV, a sofa set, and a patterned carpet.

A hotel room with two beds, a desk, a chair, a lamp, and a window with curtains.

14. Courtyard by Marriott Boston Westborough

16.3 km from Pleasure Point

Gerald John

￥18,670

￥20,854 total

includes taxes & fees

Nov 13 - Nov 14

A modern interior with a reception desk, seating area, and decorative plants.

A modern interior with a seating area, a bar, and a bookshelf.

A bar area with a long counter, multiple stools, shelves with bottles and glasses, and a large screen.

A modern living room with a large fireplace, comfortable seating, and a decorative wall piece.

15. Renaissance Framingham Hotel & Conference Center

12.6 km from Pleasure Point

Lingling

￥23,861

￥26,653 total

includes taxes & fees

Nov 8 - Nov 9

A hotel room with two beds, a desk with a computer, a microwave, a refrigerator, a mirror, and a television.

A hotel room with a television mounted on a wall, a desk with a lamp, a microwave, and a refrigerator.

A Red Roof Plus lounge area with two leather armchairs and a small round table.

A Red Roof Plus hotel with a prominent sign, a modern building facade, and a well-maintained garden area.

16. Red Roof Inn PLUS+ Boston - Framingham

13.5 km from Pleasure Point

Lily

￥15,785

￥17,631 total

includes taxes & fees

Nov 17 - Nov 18

A neatly arranged hotel room with a large bed, bedside lamps, a heater, and a wardrobe.

A compact kitchenette with a refrigerator and microwave.

A reception desk with a computer, a printer, and a plant. There is a door and a window in the background.

Two leather armchairs, a textured gold side table with a candle, and a colorful abstract painting on the wall.

17. Westborough Inn

18.1 km from Pleasure Point

Brendan

￥15,779

￥17,626 total

includes taxes & fees

Nov 17 - Nov 18

A patio area with a fire feature, outdoor seating, and a building in the background.

A hotel room with a bed, a desk, a sofa, and a TV.

A dining area with multiple tables and chairs, a flat-screen TV mounted on a wooden panel, and large windows offering a view of greenery.

A hotel room with a sofa, a small round table, a bed, a kitchenette, and a dining area.

18. Residence Inn by Marriott Boston-Franklin

11.4 km from Pleasure Point

Harry

￥18,646

￥20,828 total

includes taxes & fees

Nov 16 - Nov 17

A spacious dining area with a long table, multiple chairs, and a ceiling fan.

A hotel lobby with a reception desk, a large framed picture, a seating area, and a view through the glass doors.

A Hampton Inn hotel with a stone pillar sign, a covered parking area, and a building with multiple windows and a brick facade.

A Hampton Inn by Hilton sign on a stone pillar with a garden in front.

19. Hampton Inn Franklin/Milford

14.1 km from Pleasure Point

Sostenes

￥15,984

￥17,854 total

includes taxes & fees

Nov 9 - Nov 10

A hotel with a central entrance, columns, and a brick facade.

A hotel lobby with a reception desk, seating area, and a large window with a geometric pattern.

A hotel lobby with a reception desk, seating area, and a kitchenette with a coffee machine.

A spacious room with a large window, a comfortable chair, a flat-screen TV, and a wooden cabinet.

20. Best Western The Inn at Sharon/Foxboro

17.8 km from Pleasure Point

Nicholas

￥14,987

￥16,740 total

includes taxes & fees

Nov 9 - Nov 10

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Compare popular hotels close to Pleasure Point

Property	Star rating	Guest rating
Aloft by Marriott Framingham	9.4 Exceptional 866 reviews	View
Spark by Hilton Milford Boston	9.0 Wonderful 72 reviews	View
Hampton Inn Boston Natick	8.8 Excellent 1,067 reviews	View
Courtyard by Marriott Boston Natick	8.8 Excellent 1,029 reviews	View
Hampton Inn Boston - Westborough	9.2 Wonderful 1,003 reviews	View

Top Pleasure Point Hotel Reviews

Garner Hotel Brockton - Boston by IHG

10/10 Excellent

"Stayed at this hotel for a weekend and it was very nice! Definitely would recommend"

Omni Boston Hotel at the Seaport

10/10 Excellent

"Great location, clean rooms great staff"

Arcadian Hotel

8/10 Good

"The Arcadian was a nice stay for my friends and I. Just beware that most of the rooms have windows that only face the inside of the hotel. The breakfast is mostly just bagels, toast, cereal and oatmeal. But, other than that it was super convenient to be right off the T at St. Paul St."

Sheraton Boston Needham Hotel

10/10 Excellent

"Great checkin staff, Attending bartende was great!"

The Boston Hotel

8/10 Good

"old but clean. Very nice"

Iris Hotel Boston

10/10 Excellent

"Great room and location"

The Farrington Inn

10/10 Excellent

"Staff were helpful and the room was decently clean."

Charles River Inn

10/10 Excellent

"Comfy beds, convenient location, great rates. Everything I needed at a reasonable price!"

Other attractions near Pleasure Point

Stoddard Park

6.0/10 (1 review)

Why not spend a lazy afternoon at Stoddard Park during your trip to Holliston? Wander the lakeside and beaches while you're in the area.

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Pinecrest Golf Club

6.0/10 (1 review)

Enjoy a round of golf in Holliston at Pinecrest Golf Club. Attend a sporting event or simply enjoy the lively bars while you're in the area.

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Niagara Coffee Haus

Niagara Coffee Haus is just one of the places to see in Millis, so why not enjoy the other things to explore during your travels? Make some time to visit the shops while you're in the area.

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Rocky Narrows

Enjoy an outing to Rocky Narrows during your stay in Sherborn. Stroll along the riverfront or seek out the jogging trails.

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Bridge Island Meadows

Commune with nature and explore the great outdoors at Bridge Island Meadows during your travels in Millis. Experience the area's great live music or attend a sporting event.

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Ashland State Park

7.0/10 (2 reviews)

You can take time to visit Ashland State Park during your travels to Ashland. While you're in the area, wander around the parks.

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Medfield Meadow Lots

Enjoy an outing to Medfield Meadow Lots during your stay in Medfield. Experience the area's great live music or attend a sporting event.

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Bellforge Arts Center

Enjoy an outing to Bellforge Arts Center during your stay in Medfield. Amble around the area's riverfront or visit its shops.

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Frequently asked questions

What's the area like around Pleasure Point?

Pleasure Point is located in Holliston. You'll find 35 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay close to Pleasure Point?

Boston Marriott Newton is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and an indoor pool. You'll find it 13.8 mi (22.2 km) from Pleasure Point. Other good options around the area include The Westin Waltham-Boston and Hampton Inn & Suites Boston/Waltham.

How many hotels will I find close to Pleasure Point?

Expedia has 35 hotels and other accommodations a few miles from Pleasure Point.

If I need to cancel the hotel reservation for my stay near Pleasure Point, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to get the top deals on offer near Pleasure Point.

Where can I learn more about changing or cancelling my trip in the area near Pleasure Point?

To access more information about changing or cancelling your stay near Pleasure Point, head over to our customer service page.

What can I see and do near Pleasure Point?

Bring the family to Rocky Narrows, Medfield Meadow Lots, and Bellforge Arts Center while you're checking out the area near Pleasure Point. Enjoy nature at Stoddard Park, Bridge Island Meadows, or Former Medfield State Hospital Grounds. You might plan a visit to Ashland State Park or Pinecrest Golf Club while you're in the area.

Find hotels near Pleasure Point, Holliston from ￥13,027

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Treat yourself

Be picky

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Our top choices for Pleasure Point hotels

1. Aloft by Marriott Framingham

2. Spark by Hilton Milford Boston

3. Hampton Inn Boston Natick

4. Courtyard by Marriott Boston Natick

5. Hampton Inn Boston - Westborough

6. Fairfield Inn & Suites by Marriott Framingham

7. Holiday Inn Express Boston - Milford by IHG

8. Residence Inn by Marriott Boston Natick

9. The Verve Hotel Boston Natick, Tapestry Collection by Hilton

10. Towneplace Suites by Marriott Framingham

11. Fairfield Inn Boston Sudbury

12. Sonesta Select Boston Milford

13. DoubleTree by Hilton Hotel Boston - Westborough

14. Courtyard by Marriott Boston Westborough

15. Renaissance Framingham Hotel & Conference Center

16. Red Roof Inn PLUS+ Boston - Framingham

17. Westborough Inn

18. Residence Inn by Marriott Boston-Franklin

19. Hampton Inn Franklin/Milford

20. Best Western The Inn at Sharon/Foxboro

Compare popular hotels close to Pleasure Point

Top Pleasure Point Hotel Reviews

Garner Hotel Brockton - Boston by IHG

Omni Boston Hotel at the Seaport

Arcadian Hotel

Sheraton Boston Needham Hotel

The Boston Hotel

Iris Hotel Boston

The Farrington Inn

Charles River Inn

Other attractions near Pleasure Point

Stoddard Park

Pinecrest Golf Club

Niagara Coffee Haus

Rocky Narrows

Bridge Island Meadows

Ashland State Park

Medfield Meadow Lots

Bellforge Arts Center

Frequently asked questions