The Best Hotels in Pleasant Point, Wellfleet - 2026 Updated Prices

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Our top choices for Pleasant Point hotels

A reception area with a counter, a bulletin board, a plant, and a door leading outside.

1. Blue Dolphin Inn

4.1 km from Pleasant Point

Mary

Rp2.041.807 total

includes taxes & fees

23 Oct - 24 Oct

A swimming pool with a house in the background.

2. Wilder Inn South Wellfleet, Outset Collection by Hilton

3.6 km from Pleasant Point

Lawrence

Rp2.178.206 total

includes taxes & fees

8 Nov - 9 Nov

An indoor swimming pool with a wooden ceiling, multiple lounge chairs, and a brick floor.

3. Four Points by Sheraton Eastham Cape Cod

7.4 km from Pleasant Point

Michelle

Rp2.782.987 total

includes taxes & fees

2 Nov - 3 Nov

4. Copper Swan

3.4 km from Pleasant Point

Ruben

Rp4.269.592 total

includes taxes & fees

25 Oct - 26 Oct

A gazebo with a red roof and white trim, surrounded by a well-maintained lawn and a large tree with pink flowers.

5. Eagle Wing Inn - Cape Cod

11.7 km from Pleasant Point

Timothy

Rp3.433.773 total

includes taxes & fees

23 Oct - 24 Oct

A park with green grass, trees, and a clear blue sky.

6. Whalewalk Inn and Spa

12.2 km from Pleasant Point

Purav

Rp5.328.140 total

includes taxes & fees

23 Oct - 24 Oct

A wooden deck with a table and benches, overlooking a beach and ocean.

7. Top Mast Resort

17.3 km from Pleasant Point

Elizabeth

Rp3.137.270 total

includes taxes & fees

23 Oct - 24 Oct

A garden area with a welcome sign, outdoor seating, and a blue umbrella.

8. Rodeway Inn Orleans - Cape Cod

13.3 km from Pleasant Point

Aldrick

Rp2.269.015 total

includes taxes & fees

27 Oct - 28 Oct

A large, red-roofed building with a stone facade, surrounded by well-maintained gardens and a cobblestone driveway.

9. The Mansion at Ocean Edge

16 km from Pleasant Point

Pamela

Rp4.857.349 total

includes taxes & fees

22 Nov - 23 Nov

A small wooden cabin with a white door and a small porch area.

10. Prince of Whales

16.1 km from Pleasant Point

Melia

Rp2.020.142 total

includes taxes & fees

27 Oct - 28 Oct

A hotel room with two beds, a desk with a television, a red chair, and a window with green curtains.

11. Skaket Beach Motel

14.7 km from Pleasant Point

Wayne

Rp2.676.941 total

includes taxes & fees

26 Oct - 27 Oct

A family on a sandy beach with a wooden deck and a wooden railing in the background.

12. Cape Colony Inn

21.7 km from Pleasant Point

Laura

Rp2.038.494 total

includes taxes & fees

2 Nov - 3 Nov

A modern bedroom with a large bed, a wooden nightstand, a woven basket, and a hanging light fixture.

13. AWOL Hotel Provincetown

21.4 km from Pleasant Point

Lisa

Rp4.365.830 total

includes taxes & fees

27 Oct - 28 Oct

A two-story house with a covered porch, a brick pathway leading to the entrance, and a well-maintained lawn.

14. Charm on Main by Ocean Edge

16.8 km from Pleasant Point

Kathleen

Rp3.314.627 total

includes taxes & fees

29 Oct - 30 Oct

A spacious living room with a large window offering a view of the beach and parked cars. There are two sofas and two round woven coffee tables with flower arrangements.

15. Breakwater Hotel

21.2 km from Pleasant Point

Bobby

Rp2.038.494 total

includes taxes & fees

2 Nov - 3 Nov

A two-story house with a symmetrical facade, a central entrance, and a flag.

16. Candleberry Inn on Cape Cod

18.2 km from Pleasant Point

Dvir

Rp6.240.165 total

includes taxes & fees

24 Oct - 25 Oct

A window with a view of the beach and ocean.

17. Nauset Beach Inn

14.8 km from Pleasant Point

Peter

Rp6.052.509 total

includes taxes & fees

2 Nov - 3 Nov

A balcony with wicker furniture, a table with a vase and wine glass, and a view of the sea.

18. Wequassett Resort and Golf Club

21 km from Pleasant Point

Uk Jin

Rp7.851.112 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with tables and chairs, umbrellas, and a view of the ocean.

19. The Villages at Ocean Edge

16.6 km from Pleasant Point

Myunghee

Rp3.301.510 total

includes taxes & fees

8 Nov - 9 Nov

A large, multi-story house with a swimming pool, outdoor seating, and a balcony.

20. Brass Key Guesthouse - Adults Only

21.7 km from Pleasant Point

Stephen

Rp3.569.390 total

includes taxes & fees

2 Nov - 3 Nov

View all properties

Compare popular hotels in Pleasant Point

Property	Property class	Guest rating
Wilder Inn South Wellfleet, Outset Collection by Hilton	3.0 star property	9.4 Exceptional 11 reviews	View
Eagle Wing Inn - Cape Cod	3.0 star property	9.8 Exceptional 466 reviews	View
Blue Dolphin Inn	2.0 star property	8.0 Very good 1,000 reviews	View
Four Points by Sheraton Eastham Cape Cod	3.0 star property	8.2 Very good 944 reviews	View
Prince of Whales	2.0 star property	9.2 Wonderful 232 reviews	View

Where to stay in Pleasant Point

Find the best Pleasant Point areas for the activities you enjoy most.

Indian Neck Heights

Indian Neck Heights

When in Indian Neck Heights, you can plan a visit to Cape Cod National Seashore and Lieutenant Island, some noteworthy sights in the nearby area.

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Top Pleasant Point Hotel Reviews

Crowne Pointe Historic Inn & Spa - Adults Only

8/10 Good

"Had a great room on the property in the corner with a screen door, fireplace, and jetted bathtub. Felt very relaxing. Breakfast good too. Hotel in central location. Was disappointed that restaurant wasn’t open while I was there and so no room service (one of the main reasons I booked this higher-priced property), even though I was there in season. The parking is also tricky too. Very few spots on actual property. Parking is actually a block away. Would have been helpful to know this ahead of time."

Dennis Port Surf Club (Boutique Hotel)

8/10 Good

"Completely updated older hotel. Everything was spotless. The room was nice with an excellent king size mattress. Very comfortable. Because it was older architecture the bathroom was pretty small. Small sink and standard size bathtub with shower. And there was no outlet in the bathroom. Apparently, they said they were going to be doing some updates to that in the winter for next season. They had a nice pool and fire pit. It’s on the main drag of Route 28 but it was quiet there. Of course we were there in October so not high season. Convenient location to everything the Cape has to offer."

Harbor Hotel Provincetown

10/10 Excellent

"This is a wonderful place to stay for any visit to Provincetown. Located at the east end of town with a perfect view of the bay across the street. The staff was very welcoming, friendly and warm. I was there in October so I missed the opportunity to swim in their beautiful pool. The amenities within the building are minimal in October at least, but there was a fantastic fresh coffee, bean grinder server that made me my precious cup of the coffee every day during my visit. I will definitely stay there again since it was just a short walk to downtown. And even a quicker drive. Plus, the east end is full of all the artists from the area. I am an artist, and that was the perfect location for me to be. I would highly recommend this location to all, then again I don’t want you to ruin my favorite spot"

Frequently asked questions

What's it like in Pleasant Point?

Travellers will be sure to enjoy their time in Wellfleet's Pleasant Point neighbourhood.

How many hotels will I be able to find in the Pleasant Point area?

When you want to put your feet up after a day of exploring the sights in Wellfleet, you can choose from 13 Expedia hotels and other accommodation options in Pleasant Point.

If I need to cancel my hotel reservation in Pleasant Point, will I receive a refund?

Yes, the majority of hotel 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 reservation that's non-refundable, it might still be possible to cancel it and get a refund within 24 hours of your booking. Enter dates in and click on "Search", then you can filter by "fully refundable" to get the best options available in Pleasant Point.

What are the top things to see and do in Pleasant Point?

Lieutenant Island, Wellfleet Harbor Actors Theater and White Cedar Swamp are just a few of the places to visit in and around Pleasant Point. While you're out sightseeing, South Lieutenant Island Beach and Meadow Avenue Beach are a couple of additional sights to visit in Wellfleet.

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Treat yourself

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Our top choices for Pleasant Point hotels

1. Blue Dolphin Inn

2. Wilder Inn South Wellfleet, Outset Collection by Hilton

3. Four Points by Sheraton Eastham Cape Cod

4. Copper Swan

5. Eagle Wing Inn - Cape Cod

6. Whalewalk Inn and Spa

7. Top Mast Resort

8. Rodeway Inn Orleans - Cape Cod

9. The Mansion at Ocean Edge

10. Prince of Whales

11. Skaket Beach Motel

12. Cape Colony Inn

13. AWOL Hotel Provincetown

14. Charm on Main by Ocean Edge

15. Breakwater Hotel

16. Candleberry Inn on Cape Cod

17. Nauset Beach Inn

18. Wequassett Resort and Golf Club

19. The Villages at Ocean Edge

20. Brass Key Guesthouse - Adults Only

Compare popular hotels in Pleasant Point

Where to stay in Pleasant Point

Indian Neck Heights

Top Pleasant Point Hotel Reviews

Crowne Pointe Historic Inn & Spa - Adults Only

Frequently asked questions

Explore a world of travel with Expedia