The Best Hotels Closest to Pleasure Point in Holliston - 2026 Updated Prices

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

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

1. Aloft by Marriott Framingham

12.1 km from Pleasure Point

monika

฿4,546

฿5,078 total

includes taxes & fees

18 Oct - 19 Oct

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.

2. Hampton Inn Boston - Westborough

17.1 km from Pleasure Point

Cheri

฿4,784

฿5,344 total

includes taxes & fees

29 Oct - 30 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 bar area with a glass shelf displaying various bottles, a granite countertop, and two upholstered chairs.

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

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

3. Courtyard by Marriott Boston Natick

13.3 km from Pleasure Point

Austin

฿4,097

฿4,576 total

includes taxes & fees

18 Oct - 19 Oct

A reception area with wooden paneling and a modern design.

A modern kitchen area with wooden cabinets, a white countertop, and a built-in refrigerator.

A Fairfield Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered parking area.

4. Fairfield Inn & Suites by Marriott Boston Walpole

18 km from Pleasure Point

Zac

฿4,261

฿4,759 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

5. DoubleTree by Hilton Hotel Boston - Westborough

16.3 km from Pleasure Point

Devante

฿3,819

฿4,266 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio with yellow chairs and tables, a barbecue grill, and string lights.

A reception area with a counter, a refrigerator stocked with beverages, and a snack shelf.

An indoor swimming pool with yellow and green chairs, a no diving sign, and a wooden ceiling.

A hotel room with a sofa, a small table, a patterned carpet, and a view of a bedroom with a bed and a nightstand.

6. Home2 Suites by Hilton Walpole Foxboro

17 km from Pleasure Point

Cailin

฿4,104

฿4,584 total

includes taxes & fees

9 Nov - 10 Nov

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

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.

A hotel room with a bed, a desk with a lamp, a TV, a microwave, a mini-fridge, a coat rack, and a coat hanging.

7. Best Western The Inn at Sharon/Foxboro

17.8 km from Pleasure Point

Nicholas

฿3,471

฿3,878 total

includes taxes & fees

15 Oct - 16 Oct

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 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

Danielle

฿4,372

฿4,883 total

includes taxes & fees

5 Nov - 6 Nov

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

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.

9. Towneplace Suites by Marriott Framingham

12.7 km from Pleasure Point

Karol

฿4,661

฿5,206 total

includes taxes & fees

9 Nov - 10 Nov

A modern bar area with a bar counter, stools, and a large window overlooking the city.

An outdoor dining area with tables and chairs, illuminated by wall-mounted lights.

A modern buffet setup with a variety of food options, including fruits, juices, and prepared dishes.

A modern hotel lobby with a curved sofa, a coffee table, and a bar area with stools.

10. Hilton Garden Inn Foxborough Patriot Place

17 km from Pleasure Point

Cindy

฿4,922

฿5,497 total

includes taxes & fees

9 Nov - 10 Nov

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.

11. Hampton Inn Boston Natick

13.1 km from Pleasure Point

Deborah

฿3,822

฿4,269 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

12. Red Roof Inn PLUS+ Boston - Framingham

13.5 km from Pleasure Point

Lily

฿3,410

฿3,809 total

includes taxes & fees

9 Nov - 10 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 modern living room with a large flat-screen TV, a sofa set, and a patterned carpet.

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

13. Courtyard by Marriott Boston Westborough

16.3 km from Pleasure Point

Gerald John

฿4,247

฿4,743 total

includes taxes & fees

25 Oct - 26 Oct

A bar area with a long counter, multiple bar stools, a television mounted on the wall, and a refrigerator.

A conference room with multiple tables and chairs, air conditioning units, and a flat-screen TV mounted on the wall.

A hotel lobby with a reception desk, a seating area, and a patterned rug.

A modern office space with a wooden desk, a flat-screen TV, a cabinet, and a wardrobe.

14. Americas Best Value Inn Foxboro

17 km from Pleasure Point

Jadelyn Bello

฿2,988

฿3,337 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

15. Holiday Inn Express Boston - Milford by IHG

7.1 km from Pleasure Point

Judy

฿3,822

฿4,270 total

includes taxes & fees

10 Nov - 11 Nov

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

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.

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

16. DoubleTree by Hilton Boston - Milford

6.7 km from Pleasure Point

Hannah

฿4,247

฿4,743 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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.

17. Westborough Inn

18.1 km from Pleasure Point

Brendan

฿3,893

฿4,348 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

18. Residence Inn by Marriott Boston-Franklin

11.4 km from Pleasure Point

Melissa

฿4,258

฿4,757 total

includes taxes & fees

2 Nov - 3 Nov

A reception area with a counter, two chairs, a small table with a vase, and a wall with a sign.

A Red Roof Inn with a prominent red sign, a stone facade, and a well-maintained lawn.

19. Red Roof Inn Boston - Southborough/ Worcester

15.7 km from Pleasure Point

Heather

฿3,138

฿3,506 total

includes taxes & fees

2 Nov - 3 Nov

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 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.

20. Sonesta Select Boston Milford

7.4 km from Pleasure Point

Russell

฿3,152

฿3,521 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Compare popular hotels close to Pleasure Point

Property	Property class	Guest rating
Aloft by Marriott Framingham	9.4 Exceptional 859 reviews	View
Hampton Inn Boston - Westborough	9.2 Wonderful 1,000 reviews	View
Courtyard by Marriott Boston Natick	8.8 Excellent 1,028 reviews	View
Fairfield Inn & Suites by Marriott Boston Walpole	9.2 Wonderful 1,004 reviews	View
DoubleTree by Hilton Hotel Boston - Westborough	8.8 Excellent 1,034 reviews	View

Hotels recommended for families near Pleasure Point

Holiday Inn Express Boston - Milford by IHG

Milford

฿3,822

฿4,270 total

includes taxes & fees

10 Nov - 11 Nov

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 hotel bathroom with a sink, mirror, and a trash bin.

Comfort Inn Boston Milford

Milford

฿3,356

฿3,749 total

includes taxes & fees

4 Nov - 5 Nov

DoubleTree by Hilton Boston - Milford

Milford

฿4,247

฿4,743 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Spark by Hilton Milford Boston

Milford

฿2,483

฿2,773 total

includes taxes & fees

25 Oct - 26 Oct

Sonesta Select Boston Milford

Milford

฿3,152

฿3,521 total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a stone fireplace, a reception desk, and blue armchairs.

An indoor swimming pool with clear water, a lifeguard chair, and a glass wall.

A Marriott Fairfield Inn & Suites hotel with a well-lit entrance, multiple floors, and a flag.

A buffet counter with a variety of food items, a refrigerator, and a television screen.

Fairfield Inn & Suites by Marriott Boston Milford

Milford

฿3,392

฿3,788 total

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a large mirror, wooden dresser, and a potted plant.

A living room with a sofa, armchair, dining table, chairs, and a patterned rug.

A staircase with a wooden handrail, a black door at the top, and a light fixture on the wall.

A hallway with a dark door labeled '3 ORCHARD,' a framed picture on the left, and a large floral artwork on the right.

The Inn at Fireside Tavern Sherborn

Sherborn

฿4,536

฿4,976 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

Residence Inn by Marriott Boston Natick

Natick

฿6,694

฿7,478 total

includes taxes & fees

1 Nov - 2 Nov

Top Pleasure Point Hotel Reviews

The Revolution Hotel

10/10 Excellent

"Everything"

Omni Boston Hotel at the Seaport

10/10 Excellent

"No issues"

Arcadian Hotel

10/10 Excellent

"Very spacious rooms"

The Inn on Arsenal

8/10 Good

"Good value for the area but older with some minor plumbing issues"

Sonesta Select Boston Foxborough Mansfield

8/10 Good

"Needed to be more thoroughly cleaned in my opinion, but the staff is great and useful amenities/convenient location. More staff at the front desk would be helpful, but all in all, not too shabby!"

The Atlas Hotel Boston Cambridge

10/10 Excellent

"Luxury hotel next to Harvard Business School. I attended a conference at 1 Milestone, and this was the conference hotel. I was pleasantly surprised overall. The lobby is beautifully appointed, with a large, comfortable lounge area that’s great for working or talking with colleagues. There are plenty of seating options, although more accessible power outlets for charging devices would be helpful. My room was spacious and very comfortable, with a solid bed and down pillows, which I prefer. The onsite restaurant looked great, although I didn’t eat there. Unfortunately, there is no food or beverage service during the day, so you can’t get a cup of coffee while working in the lobby. Free coffee was available early in the morning, but there were no cups when I tried to get some. The restaurant and bar also closed at 10 p.m., which was disappointing for conference guests wanting to continue conversations after dinner. There was no late checkout option either. The Harvard COOP has a branch in the lobby, which is convenient for Harvard souvenirs. At about $700 a night for a king room, the hotel felt expensive given the limited amenities. Beautiful, comfortable and well located, but at this price point I expected more."

Boston Marriott Newton

10/10 Excellent

"Outstanding dining"

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

8/10 Good

"For the standard room we had I felt it was a little pricey for the area...however, multiple places you can walk to for restaurants. We went in to the Violet Thorn for a drink before heading up to our room, but we waited so long we just left. You don't hear any of the adjacent rooms, however you can hear everything happening in the hallway."

Four Points by Sheraton Boston Newton

10/10 Excellent

"Good"

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 traveller 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 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.

Search Hotels Near Pleasure Point, Holliston

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Be picky

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Our top choices for Pleasure Point hotels

1. Aloft by Marriott Framingham

2. Hampton Inn Boston - Westborough

3. Courtyard by Marriott Boston Natick

4. Fairfield Inn & Suites by Marriott Boston Walpole

5. DoubleTree by Hilton Hotel Boston - Westborough

6. Home2 Suites by Hilton Walpole Foxboro

7. Best Western The Inn at Sharon/Foxboro

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

9. Towneplace Suites by Marriott Framingham

10. Hilton Garden Inn Foxborough Patriot Place

11. Hampton Inn Boston Natick

12. Red Roof Inn PLUS+ Boston - Framingham

13. Courtyard by Marriott Boston Westborough

14. Americas Best Value Inn Foxboro

15. Holiday Inn Express Boston - Milford by IHG

16. DoubleTree by Hilton Boston - Milford

17. Westborough Inn

18. Residence Inn by Marriott Boston-Franklin

19. Red Roof Inn Boston - Southborough/ Worcester

20. Sonesta Select Boston Milford

Compare popular hotels close to Pleasure Point

Hotels recommended for families near Pleasure Point

Holiday Inn Express Boston - Milford by IHG

Comfort Inn Boston Milford

DoubleTree by Hilton Boston - Milford

Spark by Hilton Milford Boston

Sonesta Select Boston Milford

Fairfield Inn & Suites by Marriott Boston Milford

The Inn at Fireside Tavern Sherborn

Residence Inn by Marriott Boston Natick

Top Pleasure Point Hotel Reviews

The Revolution Hotel

Omni Boston Hotel at the Seaport

Arcadian Hotel

The Inn on Arsenal

Sonesta Select Boston Foxborough Mansfield

The Atlas Hotel Boston Cambridge

Boston Marriott Newton

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

Four Points by Sheraton Boston Newton

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