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Pleasant Point Vacation Packages

Pleasant Point Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston - Rockland
The Inn at Hastings Park, Relais & Chateaux - Boston
The Hotel Salem
Holly Tree Resort
Riverview Resort
Sea Mist Resort
The Coach House
Encore Boston Harbor

3-4 Night Vacations in Pleasant Point

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge
YOTEL Boston
Holly Tree Resort
Riverview Resort

5-7 Night Vacations in Pleasant Point

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston - Rockland
Holly Tree Resort
The Inn at Hastings Park, Relais & Chateaux - Boston
The Hotel Salem

Cheap Hotel Deals in Pleasant Point

The Provincetown Inn

The Provincetown Inn

3 out of 5
1 Commercial Street, Provincetown, MA
Stay at this 3-star beach hotel in Provincetown. Enjoy an outdoor pool, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in ...
The Provincetown Inn
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3 out of 5
698 Commercial St, Provincetown, MA
Book a stay at this beach hotel in Provincetown. Enjoy free parking, an outdoor pool, and a beach locale. Our guests praise the pool and the helpful staff in ...
Harbor Hotel Provincetown
Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
Chatham Bars Inn
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The Corsair & Cross Rip Oceanfront Resort

The Corsair & Cross Rip Oceanfront Resort

2.5 out of 5
41 Chase Ave, Dennis Port, MA
Book a stay at this beach hotel in Dennis Port. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions West Dennis Beach and Sea Street Beach ...
The Corsair & Cross Rip Oceanfront Resort
Surfside Hotel and Suites

Surfside Hotel and Suites

2.5 out of 5
543 Commercial Street, Provincetown, MA
Book a stay at this beach hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Surfside Hotel and Suites
The Villages at Ocean Edge

The Villages at Ocean Edge

3.5 out of 5
One Villages Drive, Brewster, MA
Stay at this 3.5-star beach resort in Brewster. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. ...
The Villages at Ocean Edge
Cape Colony Inn

Cape Colony Inn

2.5 out of 5
280 Bradford Street, Provincetown, MA
Stay at this hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
Cape Colony Inn
Chatham Tides

Chatham Tides

2.5 out of 5
394 Pleasant St, PO Box 215, South Chatham, MA
Book a stay at this beach motel in South Chatham. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms ...
Chatham Tides
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
American Airlines
Swiss International Air Lines
Korean Air