Find Hotels with Bars in Pleasant Point, MA

    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 availability on Pleasant Point Hotels with Bars

Top Pleasant Point Hotels with Bars

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, (772)
"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 NT$32,160
NT$38,647 total
includes taxes & fees
Jul 15 - Jul 16
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, (521)
"Great hotel"
Chatham Wayside Inn
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, (226)
"An absolute delight, had a wonderful stay, can’t wait to return"
Wequassett Resort and Golf Club
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, (817)
"Very great and family friendly place to stay"
The price is NT$7,684
NT$8,794 total
includes taxes & fees
Jul 27 - Jul 28
Four Points by Sheraton Eastham Cape Cod
Wellfleet Motel and Lodge
Relax by the pool surrounded by lush greenery and comfortable seating.

Wellfleet Motel and Lodge

2.5 star property
9.2 out of 10, Wonderful, (1007)
"good location, Harrigan's the restaurant is excellent"
The price is NT$6,574
NT$7,524 total
includes taxes & fees
Jul 16 - Jul 17
Wellfleet Motel and Lodge
The Mansion at Ocean Edge
Relax in style with a curved sofa and fire pit planters on a spacious outdoor terrace.

The Mansion at Ocean Edge

4.0 star property
8.2 out of 10, Very Good, (1001)
"This is a great find in a lesser known part if Cape Cod. Everything is first-class. "
The price is NT$18,990
NT$22,757 total
includes taxes & fees
Jul 15 - Jul 16
The Mansion at Ocean Edge
The Villages at Ocean Edge
Relax by the pool surrounded by shaded seating areas and lifeguard supervision.

The Villages at Ocean Edge

3.5 star property
8.4 out of 10, Very Good, (1005)
"The property had a lot of great activities."
The price is NT$8,619
NT$10,867 total
includes taxes & fees
Jul 15 - Jul 16
The Villages at Ocean Edge
Pelham on Earle
Relax on the covered porch with a bench and enjoy the view of the lush lawn and surrounding trees.

Pelham on Earle

3.0 star property
9.6 out of 10, Exceptional, (65)
"We found the Pelham on Earle to be a really nice boutique style hotel. It was very clean, the pool area was vey nice, the breakfast that was included was very fresh and delicious! Not your typical free breakfast, definitely elevated. Entire stay was seamless. Would definitely return! "
The price is NT$10,491
NT$12,968 total
includes taxes & fees
Jul 27 - Jul 28
Pelham on Earle
Copper Swan
WhiteCrest, 1 Queen Bed, Kitchenette | Private kitchenette

Copper Swan

3.0 star property
8.4 out of 10, Very Good, (100)
"Lovely property and enjoyable stay :-) "
The price is NT$5,218
NT$5,972 total
includes taxes & fees
Jul 15 - Jul 16
Copper Swan
The Corsair & Cross Rip Oceanfront Resort
Relax by the pool with a view of the water from the adjacent balcony.

The Corsair & Cross Rip Oceanfront Resort

2.5 star property
8.6 out of 10, Excellent, (174)
"We had a great stay! The staff in particular were great and what a view of the ocean!"
The price is NT$8,071
NT$9,486 total
includes taxes & fees
Aug 3 - Aug 4
The Corsair & Cross Rip Oceanfront Resort
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.

Frequently asked questions

Searching for hotels with bars in Pleasant Point?
Though you might not find a hotel in Pleasant Point well-known for its bar, you will find 18 properties to choose from, some of which will have an onsite bar where you can unwind with a late-night cocktail after a day out and about. While you're in the area, consider a visit to Wellfleet Bay Wildlife Sanctuary and Cape Cod National Seashore.
What are the best hotels with bars in Pleasant Point?
Here are some favorite hotels with bars in and around Pleasant Point: The Provincetown Inn: Hotel with 3 restaurants. Enjoy the 2 bars, seasonal outdoor pool, and beach locale. Holiday Hill Inn & Suites: Resort with restaurant. Enjoy the bar, free WiFi, and free parking. Chatham Bars Inn: Enjoy the bar, free WiFi, and free parking. Cape Colony Inn: Resort with 3 restaurants. Enjoy the 3 poolside bars, beach bar, and 3 outdoor pools. Dune Crest Hotel: Hotel with restaurant. Enjoy the bar, free breakfast, and free WiFi.
What is there to do in Pleasant Point?
Consider a visit to Wellfleet Bay Wildlife Sanctuary, Cape Cod National Seashore, and Cahoon Hollow Beach, and then find a cozy spot for a nightcap. Other places to see in the area include Mayo Beach and Wellfleet Preservation Hall.
How can I get to Pleasant Point and around the area?
You might want to make the most of these transportation options in and around Pleasant Point: Fly into Provincetown, MA (PVC-Provincetown Municipal), which is located 15.8 mi (25.4 km) away. Otherwise, you can search for flights to Hyannis, MA (HYA-Barnstable Municipal), which is 22.3 mi (35.9 km) away.