Pleasant Point Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Pleasant Point Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
East Wind Inn
Save 100% on your flight
per person
Sep 13 - Sep 20
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Rockland (RKD)
Stay at this hotel in Tenants Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tenants Harbor Marina and Marshall Point Lighthouse are located nearby.
Harborline Hotel
Save 100% on your flight
per person
Sep 13 - Sep 20
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Rockland (RKD)
Stay at this 3-star hotel in Rockland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Maine Lighthouse Museum and Project Puffin Visitor Center are located nearby.
The Craignair Inn & Restaurant
Save 100% on your flight
per person
Sep 13 - Sep 20
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Rockland (RKD)
Stay at this 3.5-star beach inn in Spruce Head. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tenants Harbor Marina and Birch Point Beach are located nearby.
Homeport Inn and Tavern
per person
Oct 11 - Oct 15
found 8 hours ago
Roundtrip flight included
Baton Rouge (BTR) to Rockland (RKD)
Stay at this 3-star inn in Searsport. Enjoy daily housekeeping, a garden, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions Penobscot Marine Museum and Long Cove are located nearby.
The Country Inn at Camden Rockport
per person
Sep 13 - Sep 20
found 6 hours ago
Roundtrip flight included
Chicago (ORD) to Rockland (RKD)
Book a stay at this business-friendly hotel in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Golfer's Crossing Mini Golf and Merryspring Park are located nearby.
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The Country Inn at Camden Rockport
8 Country Inn Way, Rockport, ME
30.81 km from city center
Book a stay at this business-friendly hotel in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Flagship Inn and Suites
200 Townsend Avenue, Boothbay Harbor, ME
29.06 km from city center
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in our reviews. Popular ...
Ledges by the Bay
930 Commercial St, Rockport, ME
25.13 km from city center
Book a stay at this beach motel in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our ...
Harborline Hotel
6 Park Drive, Rockland, ME
21.15 km from city center
Stay at this 3-star hotel in Rockland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions ...
Glen Cove Inn & Suites
866 Commercial St., Route 1, Rockport, ME
25.56 km from city center
Stay at this motel in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Bluebird Ocean Point Inn
191 Shore Road, East Boothbay, ME
29.78 km from city center
Stay at this 3-star beach hotel in East Boothbay. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Grimes Cove Beach and Linekin Bay are ...
Fishermans Wharf Inn
22 Commercial St, Boothbay Harbor, ME
29.65 km from city center
Stay at this hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff in our reviews. Popular attractions Boothbay ...
Island View Inn
908 Commercial Street, Rockport, ME
25.32 km from city center
Book a stay at this beach hotel in Rockport. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Boothbay Harbor Inn
31 Atlantic Ave, Boothbay Harbor, ME
29.45 km from city center
Book a stay at this business-friendly motel in Boothbay Harbor. Enjoy free WiFi, free parking, and a marina. Our guests praise the helpful staff and the clean ...
Tugboat Inn
80 Commercial St., Boothbay Harbor, ME
29.81 km from city center
Stay at this 3-star hotel in Boothbay Harbor. Enjoy free WiFi, free parking, and a marina. Our guests praise the restaurant and the helpful staff in our reviews. ...
Topside Inn
60 McKown St, Boothbay Harbor, ME
29.83 km from city center
Stay at this 3-star hotel in Boothbay Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Burnt Island Living Lighthouse and Boothbay ...
Spruce Point Inn
88 Grandview Ave, Boothbay Harbor, ME
30.38 km from city center
Stay at this 3.5-star beach hotel in Boothbay Harbor. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. ...
Trade Winds on the Bay
2 Park Dr, Rockland, ME
21.14 km from city center
Stay at this 3.5-star aparthotel in Rockland. Enjoy free WiFi, free parking, and a health club. Our guests praise the helpful staff and the clean rooms in our ...
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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Aug 4 - Thu, Aug 7
BDL
Bradley Intl.
RKD
Knox County Regional
$939 Roundtrip, found 1 day ago
$939
Roundtrip
found 1 day ago
Mon, Aug 4 - Fri, Aug 8
BDL
Bradley Intl.
RKD
Knox County Regional
$939 Roundtrip, found 1 day ago
$939
Roundtrip
found 1 day ago
Fri, Aug 1 - Tue, Aug 5
BDL
Bradley Intl.
RKD
Knox County Regional
$1,251 Roundtrip, found 1 day ago
$1,251
Roundtrip
found 1 day ago
Fri, Aug 1 - Tue, Aug 5
BDL
Bradley Intl.
RKD
Knox County Regional
$1,263 Roundtrip, found 1 day ago
$1,263
Roundtrip
found 1 day ago
Best points of interest in Cushing
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