Pleasant Point Hotels near Wellfleet

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 20 - Jul 21
Tomorrow
Jul 21 - Jul 22
Next weekend
Jul 25 - Jul 27
In two weeks
Aug 1 - Aug 3

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Pleasant Point, Wellfleet

Surfside Inn Chatham
Relax on the covered porch with comfortable wicker sofas and chairs.

Surfside Inn Chatham

2.5 star property
7.8 out of 10, Good, (137)
"A beautiful inn on a quiet street! "
The price is P16,300
P18,656 total
includes taxes & fees
Jul 28 - Jul 29
Surfside Inn Chatham
The Hawthorne
Seals rest on the shore, while a seagull soars overhead in this serene coastal setting.

The Hawthorne

2.0 star property
9.4 out of 10, Exceptional, (183)
"Will definitely be staying there again! Perfect location and beautiful location."
The price is P24,850
P28,442 total
includes taxes & fees
Jul 22 - Jul 23
The Hawthorne
Chatham Bars Inn
Relax by the pool surrounded by lounge chairs and umbrellas, with ocean views and manicured lawns.

Chatham Bars Inn

5.0 star property
9.2 out of 10, Wonderful, (776)
"Absolutely gorgeous property. Everything was top notch and close enough to be able to walk into town. Just what we were looking for. "
The price is P45,468
P54,641 total
includes taxes & fees
Aug 17 - Aug 18
Chatham Bars Inn
Chatham Wayside Inn
Guests can walk along the beachside path, flanked by fences, to the ocean.

Chatham Wayside Inn

4.0 star property
9.2 out of 10, Wonderful, (526)
"Great hotel"
Chatham Wayside Inn
Old Harbor Inn
Walk along the beach pathway to the ocean's edge.

Old Harbor Inn

3.5 star property
9.6 out of 10, Exceptional, (161)
"The innkeepers,Judy and Ray, make you feel welcome and at home. The breakfast was terrific. They have food and snacks and drinks available without additional charge all day and night. This is a wonderful and run by terrific people."
The price is P26,252
P30,045 total
includes taxes & fees
Aug 6 - Aug 7
Old Harbor Inn
Greyfinch Chatham Inn
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Greyfinch Chatham Inn

3.0 star property
8.8 out of 10, Excellent, (229)
"Beautiful pool, clean rooms, easy walk to town, friendly professional staff, especially Loshanti! "
Greyfinch Chatham Inn
Nauset Beach Inn
Enjoy a serene beach view from the comfort of your room, featuring a large window, a dresser, and a cushioned bench.

Nauset Beach Inn

3.0 star property
9.4 out of 10, Exceptional, (169)
"Beautiful views! Can’t wait to stay here again!"
The price is P29,597
P36,076 total
includes taxes & fees
Aug 5 - Aug 6
Nauset Beach Inn
Ship's Knees Inn
Enjoy a serene outdoor space with a patio area, outdoor furniture, and lush greenery.

Ship's Knees Inn

3.0 star property
9.6 out of 10, Exceptional, (26)
"This property is so quaint and adorable! The rooms are decorated so nicely and everything you could need for your stay has been anticipated. Extremely clean and well kept! "
The price is P17,209
P19,696 total
includes taxes & fees
Jul 21 - Jul 22
Ship's Knees Inn
The Chatham Motel
Efficient kitchen with a refrigerator, microwave, coffee maker, sink, and stove with four burners.

The Chatham Motel

2.0 star property
9.2 out of 10, Wonderful, (615)
"Excellent stay. It met all of our needs for the holiday weekend."
The price is P12,520
P14,329 total
includes taxes & fees
Aug 11 - Aug 12
The Chatham Motel
Pleasant Bay Village Resort
Relax by the pool surrounded by lush landscaping and comfortable seating options.

Pleasant Bay Village Resort

3.0 star property
9.6 out of 10, Exceptional, (275)
"Great stay at Pleasant Bay and would highly recommend it. Rooms were spacious and very clean. The grounds are really nice with a koi pond, gardens and lots of seating areas. Pool and hot tub area also really nice. Staff was very friendly and helpful. Shout out to Peter at the front desk, who was incredibly "
The price is P23,349
P26,723 total
includes taxes & fees
Jul 24 - Jul 25
Pleasant Bay Village Resort
Wequassett Resort and Golf Club
Relax in a serene gazebo-style seating area with a central bar, overlooking a scenic view.

Wequassett Resort and Golf Club

5.0 star property
9.4 out of 10, Exceptional, (227)
"An absolute delight, had a wonderful stay, can’t wait to return"
Wequassett Resort and Golf Club
The Seagrove Suites & Guest Rooms
Enjoy a serene beach experience with a gentle wave breaking on the shore.

The Seagrove Suites & Guest Rooms

3.0 star property
9.2 out of 10, Wonderful, (123)
"The rooms were clean and spacious. Our little kitchen had everything we needed. The rooms are tucked away from the main road, so peaceful at night. The pool was clean and the water were warm. The owners were kind and accommodating and immediately available via txt"
The price is P15,442
P19,961 total
includes taxes & fees
Jul 21 - Jul 22
The Seagrove Suites & Guest Rooms
Eagle Wing Inn - Cape Cod
Situated on a lush lawn, this gazebo offers a serene escape amidst the surrounding greenery and traditional architecture.

Eagle Wing Inn - Cape Cod

3.0 star property
9.8 out of 10, Exceptional, (380)
"place was excellent to stay at"
The price is P16,403
P18,774 total
includes taxes & fees
Jul 23 - Jul 24
Eagle Wing Inn - Cape Cod
Rodeway Inn Orleans - Cape Cod
Two single beds, a flat-screen TV, desk, and refrigerator are featured in this hotel room.

Rodeway Inn Orleans - Cape Cod

2.0 star property
8.0 out of 10, Very Good, (749)
"Property was very clean staff was very friendly and inviting "
The price is P11,725
P13,419 total
includes taxes & fees
Jul 22 - Jul 23
Rodeway Inn Orleans - Cape Cod
Chatham Tides
Enjoy a serene coastal retreat with a large bed, sea views, and a kitchenette.

Chatham Tides

2.5 star property
9.4 out of 10, Exceptional, (602)
"Place is beautiful! We will definitely return. "
The price is P26,252
P30,045 total
includes taxes & fees
Jul 30 - Jul 31
Chatham Tides
Olde Tavern Motel And Inn
Relax by the pool surrounded by lush greenery and enjoy a refreshing swim.

Olde Tavern Motel And Inn

2.5 star property
9.4 out of 10, Exceptional, (210)
"Wonderful stay at this newly renovated property."
The price is P12,525
P14,335 total
includes taxes & fees
Jul 27 - Jul 28
Olde Tavern Motel And Inn
Whalewalk Inn and Spa
Escape to a serene oasis with lush greenery and a picturesque gazebo.

Whalewalk Inn and Spa

3.5 star property
10.0 out of 10, Exceptional, (72)
"Beautiful property, beautiful grounds, great location, nice room, charming 1830s B&B, helpful staff, excellent breakfast (included)"
The price is P15,728
P18,001 total
includes taxes & fees
Aug 10 - Aug 11
Whalewalk Inn and Spa
Skaket Beach Motel
Traditional building with a covered porch and lush greenery.

Skaket Beach Motel

2.0 star property
9.2 out of 10, Wonderful, (405)
"Great place and location"
The price is P12,582
P14,401 total
includes taxes & fees
Jul 22 - Jul 23
Skaket Beach Motel
Endless Dunes, A Modern Motel
Enjoy sunbathing and relaxation on this serene beach with calm waters and lush coastal vegetation.

Endless Dunes, A Modern Motel

2.0 star property
9.0 out of 10, Wonderful, (104)
"Overall experience, great !!!!"
The price is P14,813
P16,953 total
includes taxes & fees
Jul 21 - Jul 22
Endless Dunes, A Modern Motel
Four Points by Sheraton Eastham Cape Cod
Relax by the pool surrounded by lounge chairs and umbrellas, with a lifeguard on duty.

Four Points by Sheraton Eastham Cape Cod

3.0 star property
8.2 out of 10, Very Good, (818)
"Very great and family friendly place to stay"
The price is P15,042
P17,215 total
includes taxes & fees
Jul 27 - Jul 28
Four Points by Sheraton Eastham Cape Cod
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.

Where to stay in Pleasant Point

Find the best Pleasant Point areas and neighborhoods for the activities you enjoy most.
Indian Neck Heights map

Indian Neck Heights

Though Indian Neck Heights might not have many top sights, you can venture to the surrounding area to see attractions like Cape Cod National Seashore and Mayo Beach.

Top Pleasant Point Hotel Reviews

Cape Colony Inn

Cape Colony Inn

10/10 Excellent
"The pool and continental breakfast were great."
Robert 4-night trip
Posted 22 hours ago
Cape Colony Inn

Frequently asked questions

What's it like in Pleasant Point?

Travelers will be sure to enjoy their time in Wellfleet's Pleasant Point neighborhood.

How many hotels are there in the Pleasant Point area?

When you want to kick up your feet after a day of exploring the sights in Wellfleet, you can choose from 18 Expedia hotels and other accommodations in Pleasant Point.

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

Yes! Most room reservations are refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and be given a refund within a 24-hour period of your booking. Add dates, click "Search", then filter by "fully refundable" to review the best deals available in Pleasant Point.

Where can I learn more about changing or cancelling my trip to Pleasant Point?

For additional details about updating your trip to Pleasant Point or cancelling it, go to https://www.expedia.com/service/.

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

Wellfleet Historical Society ­Museum, Blue Heron Gallery, and Left Bank Gallery are just a few of the places to visit in and around Pleasant Point. While you're out sightseeing, Lieutenant Island and Wellfleet Harbor Actors Theater are a couple of additional sights to visit in Wellfleet.