Hotels in Pleasant Point

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This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Where to stay in Pleasant Point?

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

1. Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland
2.5 star property
Thomaston
9.2 out of 10, Wonderful, (593 reviews)
Wake up to a complimentary breakfast at this welcoming Thomaston hotel. Take a refreshing dip in the indoor pool, workout at the fitness center, then explore nearby Farnsworth Art Museum. Clean rooms, free parking and helpful staff ensure a comfortable Maine adventure.
The price is $122
$133 total
includes taxes & fees
Nov 21 - Nov 22
Hampton Inn & Suites Rockland
Lobby sitting area

2. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (537 reviews)
Experience waterside comfort at this Rockland aparthotel, just minutes from Maine Lighthouse Museum and Project Puffin Visitor Center. Apartments offer free WiFi and microwaves, while the indoor pool, health club, and café create a relaxing retreat with attentive staff.
The price is $98
$107 total
includes taxes & fees
Nov 5 - Nov 6
Trade Winds on the Bay
A hotel with a large driveway, well-maintained lawn, and a sign indicating the name.

3. Cod Cove Inn, BW Signature Collection

Cod Cove Inn, BW Signature Collection
2.5 star property
Edgecomb
9.0 out of 10, Wonderful, (622 reviews)
Escape to this welcoming Edgecomb hotel where the seasonal outdoor pool invites summer relaxation. Start each day with complimentary continental breakfast before exploring nearby Fort Edgecomb State Historical Site. Clean rooms, helpful staff, and free WiFi create a perfect Maine retreat.
The price is $119
$130 total
includes taxes & fees
Nov 4 - Nov 5
Cod Cove Inn, BW Signature Collection
A modern cafe with a counter, seating area, and large windows.

4. Harborline Hotel

Harborline Hotel
3.0 star property
Rockland
7.4 out of 10, Good, (465 reviews)
Perched on the bay in Rockland, this hotel offers free breakfast, WiFi, and parking. Comfortable beds welcome you after exploring nearby mountain biking and hiking trails. Maine Lighthouse Museum and Project Puffin Visitor Center are just minutes away.
The price is $95
$117 total
includes taxes & fees
Nov 15 - Nov 16
Harborline Hotel
A balcony with a view of a marina and boats, a wooden wall, and a person standing on the balcony.

5. Rockland Harbor Hotel

Rockland Harbor Hotel
2.5 star property
Rockland
9.2 out of 10, Wonderful, (1,004 reviews)
Overlooking the ocean in Rockland, this hotel offers free on-the-go breakfast and convenient parking. Work out in the fitness center before exploring nearby Rockland Ferry Terminal and Strand Theater. Guests rave about the helpful staff and prime waterfront location.
The price is $179
$195 total
includes taxes & fees
Nov 8 - Nov 9
Rockland Harbor Hotel
A spacious dining area with multiple tables and chairs, large windows offering scenic views, and ceiling fans.

6. Ledges by the Bay

Ledges by the Bay
2.5 star property
Rockport
8.6 out of 10, Excellent, (1,003 reviews)
This coastal motel offers refreshing swims in the seasonal pool after exploring nearby Oakland Park Bowling Lanes. Guests rave about the complimentary breakfast, helpful staff, and convenient amenities like free WiFi and parking.
The price is $133
$149 total
includes taxes & fees
Nov 4 - Nov 5
Ledges by the Bay
A breakfast tray with croissant, orange juice, yogurt, and blueberries on a terrace with chairs and a view of the water.

7. 250 Main Hotel

250 Main Hotel
3.0 star property
Rockland
9.8 out of 10, Exceptional, (583 reviews)
Perched in Rockland with stunning harbor vistas, this art-centric hotel offers a complimentary continental breakfast and WiFi. Hike nearby trails then unwind on the rooftop terrace. Rockland Harbor Park and Project Puffin are just moments away.
The price is $191
$208 total
includes taxes & fees
Nov 29 - Nov 30
250 Main Hotel
A stone fireplace with a clock above it, surrounded by shelves and a bench.

8. The Country Inn at Camden Rockport

The Country Inn at Camden Rockport
2.5 star property
Rockport
9.6 out of 10, Exceptional, (1,007 reviews)
The price is $129
$141 total
includes taxes & fees
Nov 5 - Nov 6
The Country Inn at Camden Rockport
A row of white cabins with blue awnings, a covered porch, and a parking lot.

9. Glen Cove Inn & Suites

Glen Cove Inn & Suites
2.5 star property
Rockport
9.4 out of 10, Exceptional, (1,003 reviews)
Enjoy the seasonal outdoor pool at this peaceful motel in Rockport, complete with a garden and terrace. Nearby hiking/biking trails provide adventure while free WiFi and parking add convenience. Oakland Park Bowling Lanes and Chickawaukee Lake are just a short drive away.
The price is $124
$145 total
includes taxes & fees
Nov 5 - Nov 6
Glen Cove Inn & Suites
A two-story Victorian-style house with a turret and a porch.

10. LimeRock Inn

LimeRock Inn
3.0 star property
Rockland
10.0 out of 10, Exceptional, (236 reviews)
Set near the Farnsworth Art Museum in Rockland, this oceanside B&B offers a complimentary full breakfast between 8-9 AM. Free WiFi and parking add convenience while the exceptional staff ensures a memorable stay near Strand Theater.
The price is $141
$154 total
includes taxes & fees
Nov 4 - Nov 5
LimeRock Inn
A coastal view with a white fence, a yellow umbrella, and a golf course.

11. Strawberry Hill Seaside Inn

Strawberry Hill Seaside Inn
2.5 star property
Rockport
9.8 out of 10, Exceptional, (918 reviews)
Imagine waking to ocean breezes at this charming Rockport retreat with 2 outdoor pools. Hike scenic trails, relax on the terrace, or explore nearby Oakland Park Bowling Lanes. Clean rooms and helpful staff create a memorable coastal getaway.
The price is $169
$184 total
includes taxes & fees
Nov 4 - Nov 5
Strawberry Hill Seaside Inn
A historic house with a porch, an American flag, and a sign indicating it is a historic house.

12. Rockland Talbot House

Rockland Talbot House
4.0 star property
Rockland
9.6 out of 10, Exceptional, (42 reviews)
This charming B&B offers a peaceful garden retreat with convenient amenities like free breakfast, WiFi, and parking. A short drive from Knox County Regional Airport, you'll find both a snack bar and in-room refrigerators for added comfort.
The price is $179
$195 total
includes taxes & fees
Nov 4 - Nov 5
Rockland Talbot House
A wooden bridge leading to a building with a sign that reads "CAROUSEL MUSIC THEATER".

13. Flagship Inn and Suites

Flagship Inn and Suites
2.5 star property
Boothbay Harbor
8.0 out of 10, Very good, (1,005 reviews)
Immerse yourself in coastal Maine charm at this welcoming Boothbay Harbor hotel. After exploring nearby Carousel Music Theater, cool off in the seasonal outdoor pool or enjoy a drink at the bar. Free WiFi, parking, and praised breakfast complete your relaxing getaway.
The price is $157
$214 total
includes taxes & fees
Nov 4 - Nov 5
Flagship Inn and Suites
A pier extending into calm water with a boat docked at the end.

14. Berry Manor Inn

Berry Manor Inn
4.0 star property
Rockland
10.0 out of 10, Exceptional, (172 reviews)
Experience coastal Maine from this Victorian B&B with free breakfast, parking, and WiFi. Nearby Rockland Ferry Terminal and hiking trails offer outdoor fun, while in-room fridges and microwaves add convenience for your coastal getaway.
The price is $288
$314 total
includes taxes & fees
Nov 6 - Nov 7
Berry Manor Inn
A balcony with two wooden chairs and a small table, overlooking a body of water with houses in the background.

15. Harborage Inn on the Oceanfront

Harborage Inn on the Oceanfront
3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (241 reviews)
Kayak right from this oceanfront B&B in Boothbay Harbor, where a bubbling hot tub awaits after adventures. The garden terrace provides peaceful moments near Opera House and historical attractions. Friendly staff ensure a memorable coastal getaway.
The price is $176
$192 total
includes taxes & fees
Nov 4 - Nov 5
Harborage Inn on the Oceanfront
A waterfront property with a dock, a boat, and a multi-story building with balconies.

16. Tugboat Inn

Tugboat Inn
3.0 star property
Boothbay Harbor
9.0 out of 10, Wonderful, (1,005 reviews)
Embrace coastal Maine in this harborside retreat with a marina and seafood restaurant. After exploring nearby Burnt Island Lighthouse, unwind in the hot tub or sip drinks at one of 2 bars. Rooms offer microwaves and refrigerators for added convenience.
The price is $170
$185 total
includes taxes & fees
Nov 22 - Nov 23
Tugboat Inn
A hotel lobby with a fireplace, seating area, and a view of the dining area.

17. Rockport Harbor Hotel

Rockport Harbor Hotel
3.5 star property
Rockport
9.8 out of 10, Exceptional, (109 reviews)
Immerse yourself in Rockport's charm at this harborside hotel with massage services and 2 inviting restaurants with bars. Andre the Seal Statue and the Center for Maine Contemporary Art are nearby, with easy access to Portland and Belfast.
The price is $287
$313 total
includes taxes & fees
Nov 4 - Nov 5
Rockport Harbor Hotel
Terrace/patio

18. Greenleaf Inn

Greenleaf Inn
2.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (55 reviews)
Escape to this charming inn in the entertainment district of Boothbay Harbor. Enjoy free WiFi and parking while exploring nearby Burnt Island Living Lighthouse. Hiking trails await outdoor enthusiasts, and a 24-hour business center keeps you connected.
The price is $258
$299 total
includes taxes & fees
Nov 4 - Nov 5
Greenleaf Inn
A hotel room with a bed, a desk, a chair, a television, and a picture on the wall.

19. The Thistle Inn

The Thistle Inn
2.0 star property
Boothbay Harbor
7.2 out of 10, Good, (107 reviews)
Experience Maine's coastal allure at this charming hotel, steps from the Opera House and historical museum. The restaurant serves local flavors while the welcoming bar offers the perfect nightcap. Enjoy free WiFi and convenient parking during your harbor adventure.
The price is $179
$195 total
includes taxes & fees
Nov 22 - Nov 23
The Thistle Inn
Balcony view

20. Admirals Quarters Inn

Admirals Quarters Inn
2.0 star property
Boothbay Harbor
9.4 out of 10, Exceptional, (46 reviews)
Escape to this waterfront retreat with a rooftop terrace overlooking the scenic harbor. Just minutes from Burnt Island Living Lighthouse and near hiking trails for outdoor adventures. Enjoy free WiFi, parking, and easy access to kayaking and canoeing.
The price is $258
$332 total
includes taxes & fees
Nov 4 - Nov 5
Admirals Quarters Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Check out reviews of Pleasant Point hotels guests love

Flagship Inn and Suites

Flagship Inn and Suites

8/10 Good
"Amenities were basic. Breakfast was cold continental , with toast available. Room was in need of updating- ie: rusted towel rack in bathroom, tile floors with no rug to wipe feet when coming in from the rainy outdoors. But, The retro frig and microwave were fun and staff was polite and responsive."
catherine 2-night trip
Posted 8 hours ago
Flagship Inn and Suites

Frequently asked questions

Can I book a refundable hotel in Pleasant Point?
If you want the flexibility to change your travel plans to Pleasant Point, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Pleasant Point if I want a vacation rental instead of a traditional hotel?
Browse 8 vacation homes on our site.
What will the weather in Pleasant Point be like during my trip?
July and August are typically the warmest months in Pleasant Point when the average temp is 64°F. January and February are the coldest months when the average temperature is 29°F. December and October are the months with the most rain.
Why should I book my Pleasant Point accommodation with Hotels.com?
There are lots of reasons to book your Pleasant Point trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.