Pleasant Point Hotels from S$135

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Top 10 trending Pleasant Point hotels

The Country Inn at Camden Rockport

2.5 star property
Rockport
9.6 out of 10, Exceptional, (1001)
"Clean room and friendly staff. Good breakfast too!"
United States
Tracy
The price is S$168
includes taxes & fees
8 Dec - 9 Dec
The Country Inn at Camden Rockport

Tugboat Inn

3.0 star property
Boothbay Harbor
9.0 out of 10, Wonderful, (1000)
"We had a wonderful 2 night stay over Thanksgiving! Dinner in the Tugboat Restaurant was good. Convienient location to the shops and the Gardens aglow. "
United States
Allison
The price is S$226
includes taxes & fees
22 Dec - 23 Dec
Tugboat Inn

Flagship Inn and Suites

2.5 star property
Boothbay Harbor
8.2 out of 10, Very good, (1008)
"Would stay again"
United States
Mark
The price is S$242
includes taxes & fees
21 Dec - 22 Dec
Flagship Inn and Suites

Cod Cove Inn, BW Signature Collection

2.5 star property
Edgecomb
9.0 out of 10, Wonderful, (488)
"Beautiful area and a beautiful place to stay"
United States
CHERIE
The price is S$135
includes taxes & fees
4 Jan - 5 Jan, 2026
Cod Cove Inn, BW Signature Collection

Trade Winds on the Bay

3.5 star property
Rockland
8.4 out of 10, Very good, (321)
"Very nice place to stay. Staff helpful and friendly."
Canada
Dan
Trade Winds on the Bay

Rockland Harbor Hotel

2.5 star property
Rockland
9.2 out of 10, Wonderful, (1000)
"Clean, spacious rooms, great views! "
United States
Kevin
The price is S$173
includes taxes & fees
12 Dec - 13 Dec
Rockland Harbor Hotel

250 Main Hotel

3.0 star property
Rockland
9.8 out of 10, Exceptional, (519)
"Loved the hotel!"
United States
Amy
The price is S$256
includes taxes & fees
1 Jan - 2 Jan, 2026
250 Main Hotel

Harborline Hotel

3.0 star property
Rockland
7.6 out of 10, Good, (222)
"The room was very clean and staff was friendly and courteous. "
United States
tina
The price is S$162
includes taxes & fees
13 Dec - 14 Dec
Harborline Hotel

Hampton Inn & Suites Rockland

2.5 star property
Thomaston
9.2 out of 10, Wonderful, (525)
"Staff was very attentive and helpful"
United States
Joshua
The price is S$178
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Rockland

Rockport Harbor Hotel

3.5 star property
Rockport
9.8 out of 10, Exceptional, (72)
"While the property itself is absolutely beautiful, what really makes this hotel special is the staff. The people here are simply amazing, friendly, attentive, and welcoming. The service truly elevated the experience beyond just a nice location."
United States
Nabil
The price is S$309
includes taxes & fees
4 Jan - 5 Jan, 2026
Rockport Harbor Hotel

Ledges by the Bay

2.5 star property
Rockport
8.6 out of 10, Excellent, (1001)
"We loved our stay there. The breakfast room was very nice with a great view of the bay."
United States
David
The price is S$164
includes taxes & fees
9 Dec - 10 Dec
Ledges by the Bay

Harborage Inn on the Oceanfront

3.5 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (219)
"Beautiful "
United States
Sherry
The price is S$266
includes taxes & fees
7 Dec - 8 Dec
Harborage Inn on the Oceanfront

Harbour Towne Inn on the Waterfront

3.0 star property
Boothbay Harbor
9.6 out of 10, Exceptional, (76)
"Excellent location, easy to walk."
United States
Brian
The price is S$372
includes taxes & fees
14 Dec - 15 Dec
Harbour Towne Inn on the Waterfront

Greenleaf Inn

2.0 star property
Boothbay Harbor
9.0 out of 10, Wonderful, (14)
"Our host is the best! Such a beautiful property. "
United States
Lee
The price is S$466
includes taxes & fees
7 Dec - 8 Dec
Greenleaf Inn

Admirals Quarters Inn

2.0 star property
Boothbay Harbor
9.4 out of 10, Exceptional, (30)
"The room was great. Lots of space. The bed was super comfortable. The breakfast items were delicious. We enjoyed the many selections of tea and coffee. The proprietor,Jersey was terrific. He explained the property and area Had a wonderful time "
United States
Linda
Admirals Quarters Inn

LimeRock Inn

3.0 star property
Rockland
10.0 out of 10, Exceptional, (226)
"Excellent breakfast; spotless facility; very friendly and helpful staff all in a beautifully restored 1890s home"
United States
Thomas
The price is S$239
includes taxes & fees
7 Dec - 8 Dec
LimeRock Inn

Strawberry Hill Seaside Inn

2.5 star property
Rockport
9.8 out of 10, Exceptional, (828)
"Great stay !"
United States
Patrick
The price is S$215
includes taxes & fees
2 Jan - 3 Jan, 2026
Strawberry Hill Seaside Inn

The Thistle Inn

2.0 star property
Boothbay Harbor
7.6 out of 10, Good, (85)
"Beautiful Boothbay Harbor!"
United States
Charles
The Thistle Inn

Berry Manor Inn

4.0 star property
Rockland
9.6 out of 10, Exceptional, (165)
"The property is beautiful and so well taken care of. Attention to details with Victorian atmosphere and setting was amazing. The morning breakfast was delicious and plated beautifully! Would love to return next summer."
United States
Kerry
The price is S$408
includes taxes & fees
6 Dec - 7 Dec
Berry Manor 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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Frequently asked questions

What's the best place for a stay in Pleasant Point?
The Country Inn at Camden Rockport, located 19.1 mi (30.8 km) from the heart of Pleasant Point, is a top choice for your stay, based on our traveller data. Other good options for your visit to the area are Hampton Inn & Suites Rockland and Flagship Inn and Suites. See all available top hotels, or vacation rentals in Pleasant Point.
If I need to cancel my hotel reservation in Pleasant Point, will I receive a refund?
Yes, the majority of room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before check in. If you have a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pleasant Point.
What are some hotels with pools in Pleasant Point?
The Country Inn at Camden Rockport: Features a health club, an indoor pool and daily. Hampton Inn & Suites Rockland and Flagship Inn and Suites are two additional hotels that feature an on-site pool. View all hotels with pools in Pleasant Point.
What's it like staying in Pleasant Point?
Travellers to Pleasant Point will find plenty to explore and enjoy. In Pleasant Point, there are 14 hotels and other accommodation options to choose from. Find out more about Pleasant Point.
What should I see while I'm in Pleasant Point?
Places to visit in the wider area include Marshall Point Lighthouse, La Verna Preserve and St. George River. You'll also find Owls Head Transportation Museum and Sandy Beach in the area. Take a look at what more there is to see and do in Expedia's Pleasant Point guide.
What's the seasonal weather in Pleasant Point?
The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Pleasant Point are January, March, December and February, with each month seeing an average of 17 cm of snowfall.

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