A lighthouse with a house nearby, under a starry night sky with visible Milky Way.

Pleasant Point Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Pleasant Point Holiday Packages

Price found within the past 48 hours. Click for updated prices.
  • 27 Dec - 2 Jan

    Sheraton Commander Hotel + Flight

    West Cambridge
    6 nights
    3.5 star property
    9.0/10 - Wonderful (448 reviews)
    "Great access to Harvard Law, visiting our L1 son."
    Reviewed November 8, 2026
    Return • Dublin (DUB) - Boston (BOS)
    DUB - BOS • 1 stop BOS - DUB • 1 stop
    €1,140
    €1,104
    per traveller
    found 17 hours ago
    Sheraton Commander Hotel
  • 27 Dec - 2 Jan

    Club Quarters Hotel Faneuil Hall, Boston + Flight

    Downtown Boston
    6 nights
    4.0 star property
    9.0/10 - Wonderful (3,503 reviews)
    "The stay was wonderful. But a refrigerator in the room would have been great"
    Reviewed November 14, 2026
    Return • Dublin (DUB) - Boston (BOS)
    DUB - BOS • Direct BOS - DUB • 1 stop
    €1,696
    €1,369
    per traveller
    found 1 day ago
    Club Quarters Hotel Faneuil Hall, Boston
  • 27 Dec - 2 Jan

    Residence Inn by Marriott Boston Cambridge + Flight

    MIT
    6 nights
    3.0 star property
    9.4/10 - Exceptional (1,000 reviews)
    "construction right outside the front door. The laundry was out of service"
    Reviewed November 8, 2026
    Return • Dublin (DUB) - Boston (BOS)
    DUB - BOS • Direct BOS - DUB • 1 stop
    €1,395
    €1,338
    per traveller
    found 1 day ago
    Residence Inn by Marriott Boston Cambridge
  • 27 Dec - 2 Jan

    Harborside Inn Of Boston + Flight

    Downtown Boston
    6 nights
    4.0 star property
    9.2/10 - Wonderful (7,238 reviews)
    "Stayed in a cabin room (1 king bed). So at check in they gave us 2 keys. To get to our room we had to go back outside about 10-20 steps away and unlock the outside door and then use the keys again to unlock our assigned room. They need to update this system to a cardless/touch system."
    Reviewed November 14, 2026
    Return • Dublin (DUB) - Boston (BOS)
    DUB - BOS • Direct BOS - DUB • 1 stop
    €1,455
    €1,396
    per traveller
    found 1 day ago
    Harborside Inn Of Boston

Where to stay in Pleasant Point

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

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.

Frequently Asked Questions

How much does a Pleasant Point holiday package cost?

The cheapest Pleasant Point holiday package is €1,104, so your dream trip can become a reality — without spending an arm and a leg. Bundle flights, hotels, car rentals and more to tailor a package that's perfect for you.

How do I get a cheap travel package to Pleasant Point?

You'll save tons of cash if you combine your flights, car rentals and hotels into a Pleasant Point holiday package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 airlines and 1,000,000 hotels worldwide, so you'll always have plenty of options to choose from. Eager to save even more? Add some exciting activities to your package deal to unlock even bigger discounts! After all, travel is about more than simply getting to your destination.

Where should I stay in Pleasant Point?

A trip to Pleasant Point wouldn't be complete without stopping by Mayo Beach, Indian Neck Beach and Wellfleet Harbour Actors Theatre. Spend your nights near these popular sights and make sightseeing simple.

What are the top hotels in Pleasant Point?

If it's comfort and convenience you're after, look no further than Waterfront Views Of Creek - Beach Access. Spend your nights relaxing here and your days wandering around Pleasant Point's most well-known attractions.

How far in advance should I book my Pleasant Point holiday?

It's difficult to pick the ideal time for airfares, but we normally say the earlier, the better. Plenty of international journeys on Expedia become available up to 12 months in advance. If you can't book ahead, don't fret. Budget prices appear from time to time just weeks before departure dates.

What does an Expedia Pleasant Point travel package include?

Flights, hotels and rental cars — we've got them well covered. With Expedia, you can shape your Pleasant Point travel package however you want. All you have to do is figure out just what you need. Once you've made your booking, you can add on extras like activities and tours. The more you bundle, the greater your savings!

What should I know before booking a Pleasant Point travel package?

You can save big by combining your flights, hotels and rental cars. Once you've made your booking, you can add on things like tours and activities. Your next unforgettable holiday is only a few clicks away.

Can I choose my airline with a Pleasant Point Expedia holiday package?

Yes, and with more than 550 airlines to pick from throughout the world, you've got lots of choice. Browse the available options and find out which airline fits your needs and budget.

If I'm not able to travel, can I cancel my Pleasant Point holiday package?

Don't worry if you're rethinking your Pleasant Point holiday package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your hotel, airline or car rental company. We know your circumstances can suddenly change, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.