Top 10 Hotels Near Pleasure Point in Holliston for 2026

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Our top choices for Pleasure Point hotels

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.

1. Spark by Hilton Milford Boston

7.3 km from Pleasure Point

Inez

RM334

RM373 total

includes taxes & fees

4 Oct - 5 Oct

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

A multi-story hotel with a central entrance, a covered parking area, and a landscaped front yard.

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

2. Courtyard by Marriott Boston Natick

13.3 km from Pleasure Point

David

RM431

RM481 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

3. Aloft by Marriott Framingham

12.1 km from Pleasure Point

monika

RM551

RM615 total

includes taxes & fees

4 Oct - 5 Oct

A pool area with a clear view of the surrounding greenery through large windows.

A reception area with a wooden reception desk, a large vase of flowers, framed artwork on the walls, and a carpeted floor.

A buffet setup with various food items and a syrup dispenser.

A hotel room with a large bed, a desk with a laptop, a TV, and a window with curtains.

4. DoubleTree by Hilton Boston - Milford

6.7 km from Pleasure Point

Hannah

RM498

RM556 total

includes taxes & fees

4 Oct - 5 Oct

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

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

A snack and treat section with shelves stocked with various snacks, a chalkboard with a message, and two refrigerated display cases.

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

5. Hampton Inn Boston Natick

13.1 km from Pleasure Point

Trudy

RM464

RM519 total

includes taxes & fees

4 Oct - 5 Oct

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

A modern building entrance with a glass door, two potted plants, and a bench.

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.

6. Fairfield Inn & Suites by Marriott Framingham

12.7 km from Pleasure Point

Lizbeth

RM619

RM692 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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.

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

12.4 km from Pleasure Point

Danielle

RM531

RM593 total

includes taxes & fees

12 Oct - 13 Oct

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 residential building with a flagpole, well-maintained lawns, and a clear sky.

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

8. Residence Inn by Marriott Boston-Franklin

11.4 km from Pleasure Point

Melissa

RM656

RM733 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

9. Holiday Inn Express Boston - Milford by IHG

7.1 km from Pleasure Point

james

RM464

RM519 total

includes taxes & fees

26 Oct - 27 Oct

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

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

A modern kitchen with dark cabinets, a tiled backsplash, and a built-in coffee station.

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

10. Fairfield Inn Boston Sudbury

19.1 km from Pleasure Point

Ryan

RM601

RM672 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

A conference room with a long table, chairs, and a modern chandelier.

11. Hampton Inn Boston - Westborough

17.1 km from Pleasure Point

Cheri

RM572

RM639 total

includes taxes & fees

18 Oct - 19 Oct

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

A modern building entrance with a glass door, two potted plants, and a bench outside.

12. Towneplace Suites by Marriott Framingham

12.7 km from Pleasure Point

Emilio

RM689

RM769 total

includes taxes & fees

1 Oct - 2 Oct

A patio area with a fire feature, red and yellow striped chairs, and yellow chairs.

A swimming pool with a tiled edge, yellow and red chairs, and a view of trees through the glass doors.

A hotel room with a bed, a desk with a chair, a television, a sofa, and a patterned rug.

A modern hotel building with a sign reading "HOME 2 Suites by Hilton." It features a multi-story structure with a mix of brick and glass facade, outdoor seating, and a parking area with directional arrows.

13. Home2 Suites by Hilton Boston Franklin

14.1 km from Pleasure Point

Daniel

RM575

RM642 total

includes taxes & fees

19 Oct - 20 Oct

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

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

A compact kitchenette with a refrigerator and microwave.

A covered outdoor seating area with tables and chairs, a blue umbrella, and a potted plant.

14. Westborough Inn

18.1 km from Pleasure Point

Brendan

RM394

RM440 total

includes taxes & fees

28 Sept - 29 Sept

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

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

An indoor swimming pool with clear blue water, sunlit by large windows, and surrounded by lounge chairs.

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

15. DoubleTree by Hilton Hotel Boston - Westborough

16.3 km from Pleasure Point

Devante

RM531

RM593 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A modern living room with a large sofa, a coffee table, and a TV mounted on the wall. There are several chairs and a fireplace.

16. Sonesta Select Boston Milford

7.4 km from Pleasure Point

Russell

RM383

RM428 total

includes taxes & fees

29 Sept - 30 Sept

A large white building with a prominent entrance, a flag, and a smaller attached structure.

A hallway with a white door, a fireplace with a framed painting, and a light fixture.

A gazebo with white columns and a bench, surrounded by a well-maintained lawn and trees with autumn foliage.

A grand piano in a spacious room with a wooden staircase and stained glass windows.

17. The Proctor Mansion Inn

16 km from Pleasure Point

Jacob

RM1,014

RM1,133 total

includes taxes & fees

28 Sept - 29 Sept

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

A modern kitchen with a buffet setup, including plates, bowls, and food containers.

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

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

18. Residence Inn by Marriott Boston Natick

12.8 km from Pleasure Point

Amy

RM811

RM906 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A hotel room with a large bed, a desk, a chair, a desk lamp, a bedside table, and a wall-mounted mirror.

19. Hampton Inn Franklin/Milford

14.1 km from Pleasure Point

Prabjot

RM447

RM499 total

includes taxes & fees

19 Oct - 20 Oct

A hotel room with two beds, a nightstand with a lamp, and framed pictures on the wall.

A modern living room with a grey sofa, a wooden coffee table with a plant, a desk with a computer, and a large window with a view of the outdoors.

A sign indicating face coverings are required to enter, a hand sanitizer dispenser, and a reception desk with a laptop.

A modern bathroom with a bathtub, shower, sink, and toilet.

20. Comfort Inn Boston Milford

6.8 km from Pleasure Point

DIONISIO

RM427

RM477 total

includes taxes & fees

25 Oct - 26 Oct

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Compare popular hotels close to Pleasure Point

Property	Property class	Guest rating
Spark by Hilton Milford Boston	9.2 Wonderful 55 reviews	View
Courtyard by Marriott Boston Natick	8.8 Excellent 1,034 reviews	View
Aloft by Marriott Framingham	9.4 Exceptional 850 reviews	View
DoubleTree by Hilton Boston - Milford	8.4 Very good 1,000 reviews	View
Hampton Inn Boston Natick	8.8 Excellent 1,036 reviews	View

Top Pleasure Point Hotel Reviews

The Westin Waltham-Boston

10/10 Excellent

"Friendly and respectful staff. Also the breakfast was delicious."

The Atlas Hotel

10/10 Excellent

"Excellent"

Hotel Commonwealth

8/10 Good

"The hotel is clean and smells nice. Our view was a rooftop of a building, the lights were all pretty dim, the bed not comfortable (backache next day upon waking). No coffee maker in room or really anything fancy to be considered a luxury hotel. Pretty expensive place to stay for nothing to brag about. However...the front desk staff were great! Loved them!"

The Revolution Hotel

10/10 Excellent

"Shared bathrooms worried me but not a problem. Lots of available cubicles, spotlessly clean. Room was adequate."

Four Points by Sheraton Boston Newton

10/10 Excellent

"It was a beautiful place to stay in a nice area. Will definitely stay there again."

Hyatt Place Boston/Braintree

8/10 Good

"I stayed at the Hampton Inn in Braintree while attending a funeral in the Dorchester area, about 15 minutes away, so the location was very convenient. The surrounding area was pleasant, with restaurants and shopping nearby and Macy’s right across the street. That was a big plus for me. The room was clean, and the staff were pleasant. Breakfast was good, with eggs, sausage, roasted potatoes, and fresh orange juice. I also appreciated having coffee, tea, and water available throughout the day. I would stay here again and recommend it to others."

DoubleTree Suites by Hilton Hotel Boston - Cambridge

10/10 Excellent

"Room was as requested, river view, top floor. Very clean and quiet. Breakfast menu prices were reasonable and tasty. Dinner menu was also good, there was no need to dine out."

Hotel Boston

10/10 Excellent

"I liked it"

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?

Sheraton Boston Needham Hotel is one of the top choices for your stay based on our traveller data, and this hotel offers an indoor pool and a fitness centre. You'll find it 13.1 mi (21.1 km) from Pleasure Point. Other good options around the area include Boston Marriott Newton and The Westin Waltham-Boston.

How many hotels will I find near Pleasure Point?

Expedia has 35 hotels and other accommodation options 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 hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it might still be possible to cancel it and get a refund within 24 hours of your booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get top deals close to Pleasure Point.

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.

Hotels near Pleasure Point

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Our top choices for Pleasure Point hotels

1. Spark by Hilton Milford Boston

2. Courtyard by Marriott Boston Natick

3. Aloft by Marriott Framingham

4. DoubleTree by Hilton Boston - Milford

5. Hampton Inn Boston Natick

6. Fairfield Inn & Suites by Marriott Framingham

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

8. Residence Inn by Marriott Boston-Franklin

9. Holiday Inn Express Boston - Milford by IHG

10. Fairfield Inn Boston Sudbury

11. Hampton Inn Boston - Westborough

12. Towneplace Suites by Marriott Framingham

13. Home2 Suites by Hilton Boston Franklin

14. Westborough Inn

15. DoubleTree by Hilton Hotel Boston - Westborough

16. Sonesta Select Boston Milford

17. The Proctor Mansion Inn

18. Residence Inn by Marriott Boston Natick

19. Hampton Inn Franklin/Milford

20. Comfort Inn Boston Milford

Compare popular hotels close to Pleasure Point

Top Pleasure Point Hotel Reviews

The Westin Waltham-Boston

The Atlas Hotel

Hotel Commonwealth

The Revolution Hotel

Four Points by Sheraton Boston Newton

Hyatt Place Boston/Braintree

DoubleTree Suites by Hilton Hotel Boston - Cambridge

Hotel Boston

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