The Best Hotels Closest to Pleasure Point in Holliston for 2026

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Our top choices for Pleasure Point hotels

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.

1. Spark by Hilton Milford Boston

7.3 km from Pleasure Point

Tawanna

₩110,656

₩123,603 total

includes taxes & fees

Oct 11 - Oct 12

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 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.

2. Courtyard by Marriott Boston Natick

13.3 km from Pleasure Point

David

₩145,659

₩162,701 total

includes taxes & fees

Sep 27 - Sep 28

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

3. Hampton Inn Boston Natick

13.1 km from Pleasure Point

bill

₩155,362

₩173,539 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 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.

4. Aloft by Marriott Framingham

12.1 km from Pleasure Point

Tara

₩209,511

₩234,024 total

includes taxes & fees

Sep 24 - Sep 25

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

5. Fairfield Inn & Suites by Marriott Framingham

12.7 km from Pleasure Point

Lizbeth

₩180,387

₩201,492 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

A modern hotel lobby with a seating area, a reception desk, and a decorative vase with flowers.

6. Hilton Garden Inn Foxborough Patriot Place

17 km from Pleasure Point

Stephanie

₩213,407

₩238,375 total

includes taxes & fees

Oct 1 - Oct 2

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

An outdoor dining area with tables and umbrellas, surrounded by trees and a building with large windows.

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

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

7. DoubleTree by Hilton Boston - Milford

6.7 km from Pleasure Point

Hannah

₩145,659

₩162,702 total

includes taxes & fees

Oct 4 - Oct 5

A modern hotel with a flat roof, large windows, and a well-lit entrance.

A swimming pool with sunlit, tiled floors and a view of trees through large windows.

A modern lobby with grey upholstered seating, a reception desk, and a geometric patterned wall.

An outdoor patio with a barbecue grill, seating area, and a building in the background.

8. SpringHill Suites by Marriott Wrentham Plainville

19.3 km from Pleasure Point

Tamia

₩179,010

₩199,954 total

includes taxes & fees

Sep 27 - Sep 28

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 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.

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

12.4 km from Pleasure Point

Danielle

₩163,725

₩182,882 total

includes taxes & fees

Sep 27 - Sep 28

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

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

10. Residence Inn by Marriott Boston-Franklin

11.4 km from Pleasure Point

Melissa

₩219,453

₩245,129 total

includes taxes & fees

Sep 30 - Oct 1

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 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.

11. Holiday Inn Express Boston - Milford by IHG

7.1 km from Pleasure Point

Teresa

₩167,994

₩187,644 total

includes taxes & fees

Sep 27 - Sep 28

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

12. Hampton Inn Boston - Westborough

17.1 km from Pleasure Point

Cheri

₩185,179

₩206,845 total

includes taxes & fees

Sep 27 - Sep 28

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.

13. Hampton Inn Franklin/Milford

14.1 km from Pleasure Point

Prabjot

₩147,559

₩164,823 total

includes taxes & fees

Sep 23 - Sep 24

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.

14. Best Western The Inn at Sharon/Foxboro

17.8 km from Pleasure Point

Robert

₩129,273

₩144,397 total

includes taxes & fees

Sep 24 - Sep 25

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 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.

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

15. Home2 Suites by Hilton Boston Franklin

14.1 km from Pleasure Point

Christopher

₩184,972

₩206,613 total

includes taxes & fees

Oct 15 - Oct 16

A hotel room with two beds, a desk, a chair, and a large window offering a city view.

An indoor swimming pool with clear blue water, surrounded by bright green lounge chairs and tables.

A modern kitchen with a built-in microwave, coffee maker, and dishwasher. There is a dining area with a table and chairs visible in the background.

16. TownePlace Suites by Marriott Wrentham Plainville

19.3 km from Pleasure Point

Lynn

₩212,058

₩236,869 total

includes taxes & fees

Oct 4 - Oct 5

A modern lobby with a central chandelier, a reception desk, seating area, and large windows offering a view of the outside.

A spacious, modern lounge area with a large wooden table, comfortable seating, and large windows offering views of the city.

A modern restaurant with large windows, multiple tables, and chairs arranged for dining.

A bar area with leather barstools, a counter with a beverage display, and a television mounted on the wall.

17. Renaissance by Marriott Boston Patriot Place Hotel

17.1 km from Pleasure Point

King

₩287,793

₩321,465 total

includes taxes & fees

Sep 27 - Sep 28

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 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.

18. Sonesta Select Boston Milford

7.4 km from Pleasure Point

Yosif

₩128,128

₩143,118 total

includes taxes & fees

Sep 20 - Sep 21

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

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

19. DoubleTree by Hilton Hotel Boston - Westborough

16.3 km from Pleasure Point

srikanth

₩177,716

₩198,509 total

includes taxes & fees

Sep 27 - Sep 28

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

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."

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

20. Residence Inn by Marriott Boston Natick

12.8 km from Pleasure Point

Rhonda

₩260,253

₩290,698 total

includes taxes & fees

Sep 20 - Sep 21

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Compare popular hotels close to Pleasure Point

Property	Property class	Guest rating
Spark by Hilton Milford Boston	9.2 Wonderful 43 reviews	View
Courtyard by Marriott Boston Natick	8.8 Excellent 1,029 reviews	View
Hampton Inn Boston Natick	8.8 Excellent 1,016 reviews	View
Aloft by Marriott Framingham	9.4 Exceptional 838 reviews	View
Fairfield Inn & Suites by Marriott Framingham	9.2 Wonderful 425 reviews	View

Top Pleasure Point Hotel Reviews

The Midtown Hotel MOD Collection by Sonesta

8/10 Good

"Very clean rooms and friendly staff!"

The Verb Hotel

10/10 Excellent

"Perfect spot to stay in Boston. Love the decor, staff was friendly and welcoming. Loved it. We will be back for sure!"

Hyatt Regency Boston/Cambridge

8/10 Good

"Great view overlooking River. Wallpaper on walls has joints that are separating. Water dripping from shower faucet."

The Inn on Arsenal

10/10 Excellent

"Clean room, linens, carpet,…front lobby was very helpful with directions. The bathroom mirror was missing but it was taken out for repair….overall a very cost effective clean motel"

The Westin Waltham-Boston

8/10 Good

"Only complaint is the service was quite slow in the restaurant, both waiting for table and the food."

Hampton Inn Boston/Braintree

10/10 Excellent

"Clean room, friendly staff"

citizenM Boston Back Bay

8/10 Good

"Great hotel, but it's the little things that will throw off your day. CitizenM doesn't provide irons to iron clothes in your room, but they have 1 ironing station in every floor for all the rooms to share. However, the iron wasn't working well and I had to settle for a wrinkled shirt and pants."

Hampton Inn & Suites Boston/Waltham

8/10 Good

"Nicely proportioned room with excellent showering facilities in bathroom. Variety of good restaurants close by. Very nice complimentary breakfast."

Hotel Boston

8/10 Good

"Hôtel est très bien situé, seulement 5 minutes de l’arrêt de tram. La réceptionniste Olena est très gentille, elle a pris le temps de nous conseiller les places à visiter aux alentours. Les chambres sont grandes, propres et rénovées mais un de nos lits faisait énormément de bruit quand on bougeait. Territoire de l’hôtel est vaste et bien entretenu, on a même eu une visite des dindes sauvages. À la réception vous pouvez toujours trouver des biscuits, thé/café et de quoi à boire. Déjeuner de style buffet est gratuit avec la réservation. Au menu: yogourt, bagels fromage à la crème, œufs à la coque, crêpes, gaufres, muffins, céréales, toasts, fruits etc"

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 43 hotels and other accommodations within a few miles for a convenient home base.

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

Hampton Inn & Suites Boston/Waltham is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. You'll find it 16.2 mi (26 km) from Pleasure Point. Other good options around the area include The Westin Waltham-Boston and Four Points by Sheraton Boston Newton.

How many hotels will I find close to Pleasure Point?

Expedia has 43 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 ₩123,603

Change your mind

Treat yourself

Be picky

Check prices for these dates

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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. Fairfield Inn & Suites by Marriott Framingham

6. Hilton Garden Inn Foxborough Patriot Place

7. DoubleTree by Hilton Boston - Milford

8. SpringHill Suites by Marriott Wrentham Plainville

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

10. Residence Inn by Marriott Boston-Franklin

11. Holiday Inn Express Boston - Milford by IHG

12. Hampton Inn Boston - Westborough

13. Hampton Inn Franklin/Milford

14. Best Western The Inn at Sharon/Foxboro

15. Home2 Suites by Hilton Boston Franklin

16. TownePlace Suites by Marriott Wrentham Plainville

17. Renaissance by Marriott Boston Patriot Place Hotel

18. Sonesta Select Boston Milford

19. DoubleTree by Hilton Hotel Boston - Westborough

20. Residence Inn by Marriott Boston Natick

Compare popular hotels close to Pleasure Point

Top Pleasure Point Hotel Reviews

The Midtown Hotel MOD Collection by Sonesta

The Verb Hotel

Hyatt Regency Boston/Cambridge

The Inn on Arsenal

The Westin Waltham-Boston

Hampton Inn Boston/Braintree

citizenM Boston Back Bay

Hampton Inn & Suites Boston/Waltham

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