The Best Hotels Closest to Pleasure Point in Holliston for 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Pleasure Point hotels

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.

1. Spark by Hilton Milford Boston

7.3 km from Pleasure Point

Inez

￥13,026

￥14,550 total

includes taxes & fees

Oct 4 - Oct 5

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 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.

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

2. Courtyard by Marriott Boston Natick

13.3 km from Pleasure Point

David

￥16,637

￥18,584 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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

Trudy

￥17,927

￥20,025 total

includes taxes & fees

Oct 4 - Oct 5

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.

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

4. Aloft by Marriott Framingham

12.1 km from Pleasure Point

monika

￥21,256

￥23,742 total

includes taxes & fees

Oct 8 - Oct 9

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

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.

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

5. DoubleTree by Hilton Boston - Milford

6.7 km from Pleasure Point

Hannah

￥19,216

￥21,465 total

includes taxes & fees

Oct 4 - Oct 5

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

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

Lizbeth

￥23,907

￥26,704 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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

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

￥20,506

￥22,904 total

includes taxes & fees

Oct 12 - Oct 13

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.

8. Residence Inn by Marriott Boston-Franklin

11.4 km from Pleasure Point

Melissa

￥25,322

￥28,284 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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.

9. Holiday Inn Express Boston - Milford by IHG

7.1 km from Pleasure Point

james

￥17,930

￥20,027 total

includes taxes & fees

Oct 26 - Oct 27

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

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

10. Hampton Inn Boston - Westborough

17.1 km from Pleasure Point

Cheri

￥22,014

￥24,590 total

includes taxes & fees

Oct 18 - Oct 19

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

Ryan

￥23,215

￥25,931 total

includes taxes & fees

Oct 11 - Oct 12

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.

12. Towneplace Suites by Marriott Framingham

12.7 km from Pleasure Point

Emilio

￥26,580

￥29,689 total

includes taxes & fees

Oct 4 - Oct 5

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

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

An outdoor patio with a barbecue grill, yellow and gray chairs, and red umbrellas.

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

￥22,059

￥24,639 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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.

14. Westborough Inn

18.1 km from Pleasure Point

Brendan

￥15,217

￥16,997 total

includes taxes & fees

Sep 28 - Sep 29

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

￥20,506

￥22,905 total

includes taxes & fees

Oct 25 - Oct 26

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 snow-covered landscape with a large tree in the foreground and a house partially visible on the left.

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

16. The Proctor Mansion Inn

16 km from Pleasure Point

Jacob

￥39,163

￥43,745 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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

17. Hampton Inn Franklin/Milford

14.1 km from Pleasure Point

Prabjot

￥17,246

￥19,264 total

includes taxes & fees

Oct 19 - Oct 20

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

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

￥31,299

￥34,960 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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

19. Comfort Inn Boston Milford

6.8 km from Pleasure Point

DIONISIO

￥16,845

￥18,816 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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

20. Sonesta Select Boston Milford

7.4 km from Pleasure Point

Russell

￥14,784

￥16,514 total

includes taxes & fees

Sep 30 - Oct 1

View all properties

Compare popular hotels close to Pleasure Point

Property	Star rating	Guest rating
Spark by Hilton Milford Boston	9.2 Wonderful 56 reviews	View
Courtyard by Marriott Boston Natick	8.8 Excellent 1,034 reviews	View
Hampton Inn Boston Natick	8.8 Excellent 1,036 reviews	View
Aloft by Marriott Framingham	9.4 Exceptional 851 reviews	View
DoubleTree by Hilton Boston - Milford	8.4 Very good 1,000 reviews	View

Top Pleasure Point Hotel Reviews

citizenM Boston Back Bay

10/10 Excellent

"Convenient location! Clean, staff was pleasant and helpful. New favorite hotel."

Hampton Inn & Suites Boston/Waltham

10/10 Excellent

"You are in for a real treat here. Aside from being clean and well maintained, this Hampton had the BEST mini Denver omelettes. There's no reason they should have slapped as hard as they did...but here we are! I'd be back for those alone!!!"

The Atlas Hotel

10/10 Excellent

"nice and clean"

Charles River Inn

8/10 Good

"Stationnement facile"

The Inn on Arsenal

10/10 Excellent

"Nice places to stay 👌 ,,,,,,,,,"

Hyatt Regency Boston/Cambridge

10/10 Excellent

"Room was clean"

Studio Allston Hotel

8/10 Good

"The room was very clean, the food was very very good in the restaurant and the bartender was very friendly and polite. The woman at the front desk I think her name was Dez if I remember correctly was a HUGE help to me and was very kind. I would definitely come again."

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."

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."

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.

See properties

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.

See properties

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.

See properties

Rocky Narrows

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

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

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 traveler data, and this hotel offers an indoor pool and a fitness center. 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 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 ￥14,550

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Pleasure Point hotels

1. Spark by Hilton Milford Boston

2. Courtyard by Marriott Boston Natick

3. Hampton Inn Boston Natick

4. Aloft by Marriott Framingham

5. DoubleTree by Hilton Boston - Milford

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. Hampton Inn Boston - Westborough

11. Fairfield Inn Boston Sudbury

12. Towneplace Suites by Marriott Framingham

13. Home2 Suites by Hilton Boston Franklin

14. Westborough Inn

15. DoubleTree by Hilton Hotel Boston - Westborough

16. The Proctor Mansion Inn

17. Hampton Inn Franklin/Milford

18. Residence Inn by Marriott Boston Natick

19. Comfort Inn Boston Milford

20. Sonesta Select Boston Milford

Compare popular hotels close to Pleasure Point

Top Pleasure Point Hotel Reviews

citizenM Boston Back Bay

Hampton Inn & Suites Boston/Waltham

The Atlas Hotel

Charles River Inn

The Inn on Arsenal

Hyatt Regency Boston/Cambridge

Studio Allston Hotel

Four Points by Sheraton Boston Newton

DoubleTree Suites by Hilton Hotel Boston - Cambridge

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