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 spacious lobby with a modern design, featuring a central seating area with colorful cushions, a reception desk, and a mezzanine level with seating and a bar area.

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.

1. Aloft by Marriott Framingham

12.1 km from Pleasure Point

Franklin

SAR 597

SAR 666 total

includes taxes & fees

30 Oct - 31 Oct

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

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

2. Spark by Hilton Milford Boston

7.3 km from Pleasure Point

Laura

SAR 277

SAR 309 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

3. Hampton Inn Boston Natick

13.1 km from Pleasure Point

Deborah

SAR 428

SAR 478 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

4. Courtyard by Marriott Boston Natick

13.3 km from Pleasure Point

Austin

SAR 397

SAR 443 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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

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

5. Fairfield Inn & Suites by Marriott Framingham

12.7 km from Pleasure Point

Ron

SAR 443

SAR 495 total

includes taxes & fees

15 Nov - 16 Nov

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

A coffee station with two coffee machines and a variety of coffee pods and cups.

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.

6. Holiday Inn Express Boston - Milford by IHG

7.1 km from Pleasure Point

Oleh

SAR 372

SAR 415 total

includes taxes & fees

15 Nov - 16 Nov

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

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

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

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

7. Hampton Inn Boston - Westborough

17.1 km from Pleasure Point

Brittany

SAR 505

SAR 564 total

includes taxes & fees

15 Nov - 16 Nov

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

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.

A modern lobby with a high ceiling, a red and white sofa set, a patterned armchair, and a large window with a view of the city.

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

12.4 km from Pleasure Point

Vickie Jimenez

SAR 489

SAR 547 total

includes taxes & fees

15 Nov - 16 Nov

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.

9. Residence Inn by Marriott Boston Natick

12.8 km from Pleasure Point

Amy

SAR 709

SAR 792 total

includes taxes & fees

5 Nov - 6 Nov

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

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

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.

10. Towneplace Suites by Marriott Framingham

12.7 km from Pleasure Point

Karol

SAR 507

SAR 566 total

includes taxes & fees

15 Nov - 16 Nov

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 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.

11. Fairfield Inn Boston Sudbury

19.1 km from Pleasure Point

heather

SAR 571

SAR 638 total

includes taxes & fees

15 Nov - 16 Nov

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

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

12. Sonesta Select Boston Milford

7.4 km from Pleasure Point

Russell

SAR 353

SAR 394 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

SAR 427

SAR 477 total

includes taxes & fees

1 Nov - 2 Nov

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

A Courtyard by Marriott hotel with a two-story structure, balconies, and a covered entrance area.

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.

14. Courtyard by Marriott Boston Westborough

16.3 km from Pleasure Point

Gerald John

SAR 443

SAR 495 total

includes taxes & fees

13 Nov - 14 Nov

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

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

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.

15. Renaissance Framingham Hotel & Conference Center

12.6 km from Pleasure Point

Lingling

SAR 567

SAR 633 total

includes taxes & fees

12 Nov - 13 Nov

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

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.

A vending machine and a refrigerator in a room with a tiled floor and a red wall.

16. Red Roof Inn PLUS+ Boston - Framingham

13.5 km from Pleasure Point

Lily

SAR 375

SAR 419 total

includes taxes & fees

17 Nov - 18 Nov

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.

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

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

17. Westborough Inn

18.1 km from Pleasure Point

Brendan

SAR 370

SAR 414 total

includes taxes & fees

2 Nov - 3 Nov

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

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

18. Hampton Inn Franklin/Milford

14.1 km from Pleasure Point

Sostenes

SAR 380

SAR 424 total

includes taxes & fees

9 Nov - 10 Nov

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

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.

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

19. Residence Inn by Marriott Boston-Franklin

11.4 km from Pleasure Point

Harry

SAR 443

SAR 495 total

includes taxes & fees

16 Nov - 17 Nov

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

SAR 356

SAR 398 total

includes taxes & fees

9 Nov - 10 Nov

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Compare popular hotels close to Pleasure Point

Property	Property class	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 1,065 reviews	View
Courtyard by Marriott Boston Natick	8.8 Excellent 1,028 reviews	View
Fairfield Inn & Suites by Marriott Framingham	9.2 Wonderful 439 reviews	View

Top Pleasure Point Hotel Reviews

The Revolution Hotel

8/10 Good

"The bed was very comfortable. Staff responsive. The shared bathrooms were manageable. Just had to be organized."

Arcadian Hotel

10/10 Excellent

"Easy checkin, nice/clean room. Only complaint is breakfast starts at 7. Hard for business travelers."

Sheraton Boston Needham Hotel

10/10 Excellent

"Great checkin staff, Attending bartende was great!"

The Inn on Arsenal

10/10 Excellent

"Clean and courteous staff"

citizenM Boston Back Bay

10/10 Excellent

"Great location! Hotel was close to shops and restaurants. The interior is super cute with a retro vibe. The room was clean and the bed was decent. Front desk staff was very friendly and helpful. The only negative experience was the waitstaff at the bar. Both nights they showed their annoyance when asking for service because it was near closing time."

The Boston Hotel

8/10 Good

"old but clean. Very nice"

Iris Hotel Boston

10/10 Excellent

"Great room and location"

Four Points by Sheraton Boston Newton

10/10 Excellent

"The room was great overall. It was clean and I really liked the large windows. One minor suggestion would be to add a light source for the desk. It was a little difficult to see whenever I’m trying to get some work done at night since the other light sources were coming from behind me."

The Westin Waltham-Boston

10/10 Excellent

"The room was really clean and staff was helpful. Breakfast was fantastic, both the buffet and ordering off of the menu."

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 SAR 309

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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. Fairfield Inn & Suites by Marriott Framingham

6. Holiday Inn Express Boston - Milford by IHG

7. Hampton Inn Boston - Westborough

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

9. Residence Inn by Marriott Boston Natick

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. Hampton Inn Franklin/Milford

19. Residence Inn by Marriott Boston-Franklin

20. Best Western The Inn at Sharon/Foxboro

Compare popular hotels close to Pleasure Point

Top Pleasure Point Hotel Reviews

The Revolution Hotel

Arcadian Hotel

Sheraton Boston Needham Hotel

The Inn on Arsenal

citizenM Boston Back Bay

The Boston Hotel

Iris Hotel Boston

Four Points by Sheraton Boston Newton

The Westin Waltham-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