𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Pleasant Point (2026)

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Go beyond your typical stay in Pleasant Point

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Our top choices for Pleasant Point hotels

A spacious lobby with a large grey sofa, multiple tables, and hanging chandeliers.

A coffee station with four dispensers labeled DARK ROAST, LIGHT ROAST, DECAF ROAST, and HOT WATER.

A conference room with a long table, six chairs, a flat-screen TV, and a window with curtains.

A hotel entrance with a covered walkway, columns, and a sign reading 'HamptOn Inn & Suites by Hilton'.

1. Hampton Inn & Suites Rockland

Thomaston

William

₹12,613

₹13,748 total

includes taxes & fees

13 Nov - 14 Nov

A balcony with a view of a marina and boats, a wooden wall, and a person standing on the balcony.

A hotel room with two beds, a sofa, a table, and a window with a view of boats.

A reception area with wooden reception desks, a refrigerator stocked with beverages, and a window with a view of the outside.

2. Rockland Harbor Hotel

Rockland

Mike

₹15,298

₹16,675 total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with lounge chairs and a hot tub.

A modern living room with a glass coffee table, a sofa with a colorful throw, a TV on a wooden cabinet, and a view of the outdoors through large windows.

A living room with a sofa, armchair, coffee table, and a painting on the wall.

3. Trade Winds on the Bay

Rockland

Allene

₹8,238

₹8,979 total

includes taxes & fees

20 Oct - 21 Oct

Two white Adirondack chairs facing a wooden deck with a view of the city skyline.

A spacious living area with multiple seating options, a fireplace, and large windows providing natural light.

A spacious lobby with a wooden floor, a grey sofa with yellow cushions, and several chairs.

A hotel room with a large bed, two armchairs, a small table, and a desk. There are large windows with curtains, a lamp, and a view of the sea.

4. 250 Main Hotel

Rockland

Christine

₹19,052

₹20,767 total

includes taxes & fees

15 Nov - 16 Nov

A bedroom with a bed, two windows with shutters, a lamp, a chair, and a wall-mounted light fixture.

A cozy living room with a fireplace, a dining table set with food, and comfortable seating.

A bedroom with a bed, a chair, a window, and a door.

A dining table with a cake, cookies, and a vase of flowers.

5. Five Gables Inn

East Boothbay

Maja

₹20,891

₹22,771 total

includes taxes & fees

20 Oct - 21 Oct

A hotel room with two beds, a TV, a desk, and a balcony with a view of trees.

A hotel lobby with a reception desk, seating area, and large windows.

A breakfast buffet with various food items and a coffee station.

A hotel room with two beds, a TV, a desk, and a balcony with a view.

6. Harborline Hotel

Rockland

Susan

₹9,476

₹11,562 total

includes taxes & fees

19 Nov - 20 Nov

A swimming pool with umbrellas, surrounded by a white fence, and a view of a lake.

A sign for Island View Inn surrounded by lush greenery and a flag.

A coastal view with a grassy area, a white fence, and a yellow umbrella.

A cozy living room with a plaid carpet, a wooden cabinet with various items, a sofa, and a fireplace.

7. Island View Inn

Rockport

Davoud

₹19,846

₹21,632 total

includes taxes & fees

20 Oct - 21 Oct

A spacious dining area with multiple tables and chairs, large windows offering scenic views, and ceiling fans.

A swimming pool with a white fence, lounge chairs, and umbrellas.

A deck with a table and chairs, overlooking a body of water and a grassy area with umbrellas.

A reception desk with a dark wall and a sign reading "The XLEGES by the Bay".

8. Ledges by the Bay

Rockport

Charles

₹12,627

₹13,764 total

includes taxes & fees

20 Oct - 21 Oct

A bathroom with two sinks, a toilet, and a window with blinds.

A pool area with a white fence, surrounded by lush greenery and trees.

A street lined with white mobile homes, each with a porch and a small garden.

A white building with a blue awning, a deck with hanging flower baskets, and a sign indicating a coffee shop.

9. Glen Cove Inn & Suites

Rockport

Joan

₹10,352

₹12,233 total

includes taxes & fees

19 Nov - 20 Nov

A two-story Victorian-style house with a turret and a porch.

A living room with a sofa, chairs, a coffee table, and a radiator. There are windows with curtains and a framed picture on the wall.

A dining area with wooden tables and chairs, set with white napkins, cutlery, and glassware.

A gazebo with a green roof and white drapery, surrounded by a garden with various flowers and a bench.

10. LimeRock Inn

Rockland

Philip

₹16,556

₹18,046 total

includes taxes & fees

1 Nov - 2 Nov

A coastal view with a white fence, a yellow umbrella, and a golf course.

A rectangular swimming pool with a clear blue water, surrounded by white lounge chairs and umbrellas, and a white building with balconies in the background.

A large house with a garage and a driveway, surrounded by trees and a body of water.

A lush green landscape with a pathway leading to a seating area with blue umbrellas.

11. Strawberry Hill Seaside Inn

Rockport

Heather

₹17,050

₹18,584 total

includes taxes & fees

29 Oct - 30 Oct

A pier extending into calm water with a boat docked at the end.

A room with a fireplace, a bed, a desk with a lamp, and a chair.

A cozy living room with a fireplace, plush seating, and a decorative giraffe.

A cozy living room with a fireplace, a sofa, and a table with a fruit platter and champagne glasses.

12. Berry Manor Inn

Rockland

Chelsea

₹25,449

₹27,739 total

includes taxes & fees

25 Oct - 26 Oct

A stone fireplace with a clock above it, surrounded by shelves and a bench.

A residential garden with a white fence, a hanging flower basket, and various shrubs.

An indoor swimming pool with a tiled floor, a lifeguard chair, and lounge chairs.

An outdoor patio area with multiple tables and chairs, surrounded by a well-maintained lawn and trees.

13. The Country Inn at Camden Rockport

Rockport

Wenjing

₹11,392

₹12,417 total

includes taxes & fees

3 Nov - 4 Nov

A historic house with a porch, an American flag, and a sign indicating it is a historic house.

A cozy room with a blue sofa, a small round ottoman, and a potted plant.

A porch with a sofa, chairs, a table, and a decorative rug.

A hallway with a wooden cabinet, two red armchairs, a table with flowers, and a staircase with a railing.

14. Rockland Talbot House

Rockland

Susan

₹17,000

₹18,530 total

includes taxes & fees

1 Nov - 2 Nov

A hotel with a large driveway, well-maintained lawn, and a sign indicating the name.

A modern dining area with tables and chairs, a kitchen area with appliances, and a TV screen.

A hotel room with a bed, a desk, a television, a minibar, and a view of the outdoors.

15. Cod Cove Inn, BW Signature Collection

Edgecomb

Kathleen

₹11,301

₹12,318 total

includes taxes & fees

25 Oct - 26 Oct

A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

A marina with various boats docked and a pier extending into the water.

A modern kitchen with a wooden panel wall, a built-in TV, and a dining area with patterned chairs.

A waterfront dock with chairs, a stone wall, and a building labeled "Harborage Inn" in the background.

16. Harborage Inn on the Oceanfront

Boothbay Harbor

David

₹17,866

₹19,474 total

includes taxes & fees

20 Oct - 21 Oct

A wooden bridge leading to a building with a sign that reads "CAROUSEL MUSIC THEATER".

Three white Adirondack chairs in a grassy field with trees in the background.

The exterior of Flagship Inn with a prominent sign, a large window, and a blue awning.

A buffet setup with various food items and beverages, including a fruit bowl, yogurt containers, and a juice dispenser.

17. Flagship Inn and Suites

Boothbay Harbor

MICHELLE

₹13,157

₹18,200 total

includes taxes & fees

25 Oct - 26 Oct

A hotel lobby with a fireplace, seating area, and a view of the dining area.

A bedroom with a fireplace, a bed with patterned bedding, a television mounted above the fireplace, and a painting on the wall.

A spacious lobby with a wooden reception desk, a chandelier, and a large mirror.

18. Rockport Harbor Hotel

Rockport

charlotte

₹29,826

₹32,511 total

includes taxes & fees

28 Oct - 29 Oct

A bedroom with a large bed, white walls, wooden ceiling, and a view of the water.

A room with a wooden parquet floor, white wainscoting, large windows with a view, and a glass table with chairs.

A bright, well-lit room with a glass table, a tufted sofa, patterned armchairs, and large windows offering a view of the outdoors.

19. Topside Inn

Boothbay Harbor

Mike

₹20,705

₹22,568 total

includes taxes & fees

21 Oct - 22 Oct

A large, two-story house with a prominent turret and multiple windows, surrounded by lush greenery.

A wooden deck with wicker chairs and hanging flower baskets.

A lakeside house with a dock extending over the water, surrounded by lush greenery and flowering plants.

A room with a white wicker sofa, two white armchairs, a small table with a plant, and a radiator.

20. Harbour Towne Inn on the Waterfront

Boothbay Harbor

Floyd

₹21,183

₹23,090 total

includes taxes & fees

21 Oct - 22 Oct

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Top Pleasant Point Hotel Reviews

Glen Cove Inn & Suites

10/10 Excellent

"Very nice room, although the hot water in the bath did not work. The breakfast was fine for a continental breakfast, however, it was set up outside when the temperature was 38 degrees. Some outdoor patio heaters would be a good idea for unexpected cold weather. The room itself was very nice with good amenities. Would stay there again in warmer weather."

Island View Inn

10/10 Excellent

"Beautiful setting and room."

The Country Inn at Camden Rockport

10/10 Excellent

"Beautiful Inn! Continental breakfast, pool and jacuzzi, drinks and snacks to buy. The beds are very comfortable, rooms and bathrooms very clean. I have stayed here before and I plan on coming back. I will refer the Country Inn to family and friends."

250 Main Hotel

10/10 Excellent

"The location is great. The room is clean and bed is very comfortable. Shops are easy walking distance."

Rockland Harbor Hotel

8/10 Good

"The room was nice, carpet in hallways need replaced."

Strawberry Hill Seaside Inn

10/10 Excellent

"Cute seaside location, unfortunately it rained the day we were there so didn’t get to enjoy the outdoor spaces. Beautiful views helped to make up for the weather."

Flagship Inn and Suites

8/10 Good

"Good location, decent breakfast and rooms were average"

Cod Cove Inn, BW Signature Collection

10/10 Excellent

"Beautiful view of the City of Wiscoset, Maine. Very nice room and beds"

Ledges by the Bay

8/10 Good

"Everything ok"