
Pleasant Point Vacations from $296
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Your Pleasant Point Vacation
With a personalized vacation package to Pleasant Point, you'll spend less time planning and more time uncovering this sought-after neighborhood. From its nature to its views, there's plenty to discover here. Hoping to see the sights during your trip to Pleasant Point? Don't miss nearby attractions such as Marconi Beach, Cahoon Hollow Beach and Indian Neck Beach. Stop daydreaming and start doing. When it's time to book your vacation to Pleasant Point, Expedia will help get you there.
The Latest Pleasant Point Vacation Packages


Raffles Boston
Reviewed on Oct 7, 2025

The Charles Hotel
Reviewed on Oct 11, 2025

Porter Square Hotel
Reviewed on Oct 9, 2025

Beacon Hill Hotel
Reviewed on Oct 1, 2025
Pleasant Point Hotel Deals

Chatham Bars Inn
Reviewed on Oct 6, 2025

Sandcastle Resort and Club
Reviewed on Oct 8, 2025

Captains Quarters Motel & Conference Center
Reviewed on Oct 6, 2025
Discover the most popular places to visit in Pleasant Point

Marconi Beach
Why not spend a carefree afternoon at Marconi Beach during your travels in Wellfleet? Discover the area's seafood restaurants or seek out the hiking trails.

Cahoon Hollow Beach
Enjoy a relaxing day at the beach and a lively night at the bar at this favorite daytrip destination.

Mayo Beach
If a restful vacation is part of your travel plans, Mayo Beach might be the perfect place to seek out during your trip to Wellfleet. Discover the area's seafood restaurants or seek out the hiking trails.