Plan, book, travel with confidence
Better together
Save up to CA $775 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
Top Holiday Package Deals in Pleasant Point
Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Boston Somerville
Assembly Square
Save 100% on your flight
per person
Aug. 20 - Aug. 27
found 10 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
7.4/10 Good! (1,944 reviews)
Great time great room great service alot of construction around the property so road os pretty bad to get into the parking lot
Reviewed on Jun. 4, 2024
Boston Harbor Hotel
North End
Save 100% on your flight
per person
Aug. 22 - Aug. 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,001 reviews)
Always a great stay. Property is getting a little bit dated and could use a refresh. The house keeping staff is the best!
Reviewed on Jun. 3, 2024
Mandarin Oriental, Boston
Back Bay
Save 100% on your flight
per person
Aug. 31 - Sep. 3
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Boston (BOS)
9.4/10 Exceptional! (274 reviews)
Awesome, awesome, awesome. I could not find another word to describe my stay! Awesome.
Reviewed on May 22, 2024
Beacon Hill Hotel
Beacon Hill
Save 100% on your flight
per person
Jul. 9 - Jul. 13
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Boston (BOS)
9/10 Wonderful! (153 reviews)
From the moment we walked into the lobby at Beacon Hill Hotel we were greeted and treated like VIPs. The room, was a corner, looking out over Charles Street. Perfectly comfortable and artfully appointed. My only complaint and this is silly the pillows too puffy. We dined there as well and the food and service was superb.
Reviewed on May 23, 2024
Pleasant Point Hotel Deals
The Provincetown Inn
1 Commercial Street, Provincetown, MA
The price is CA $203 per night from Jun. 10 to Jun. 11
CA $203
CA $279 total
includes taxes & fees
Jun 10 - Jun 11
8.2/10 Very Good! (947 reviews)
"Check in was easy, the staff were great. Loved being able to walk out of my room on to the beach, it was a great view to wake up to. No breakfast offerings though which is a bummer because you have to walk a descent ways to find anything to eat. Noise from rooms above mine and next door was terrible, ..."
Reviewed on May 30, 2024
Chatham Bars Inn
297 Shore Rd, Chatham, MA
The price is CA $695 per night from Jun. 9 to Jun. 10
CA $695
CA $835 total
includes taxes & fees
Jun 9 - Jun 10
9/10 Wonderful! (694 reviews)
"I really liked the high flow of water in the showers. Room was quiet and relaxing"
Reviewed on May 31, 2024
The Villages at Ocean Edge
One Villages Drive, Brewster, MA
The price is CA $307 per night from Jun. 10 to Jun. 11
CA $307
CA $389 total
includes taxes & fees
Jun 10 - Jun 11
8/10 Very Good! (921 reviews)
"Very accommodating staff. Convenient shuttle. Enjoyed the option of 3 outdoor pools and 2 indoor pools."
Reviewed on May 29, 2024
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.
Explore other types of vacation packages
Frequently asked questions
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
5/5(1 review)
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.