Deals on vacations and trips to Pleasant Point

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Pleasant Point flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Harborline Hotel

Harborline Hotel

3 out of 5
Save 100% on your flight
Price was $564, price is now $386 per person
$386
per person
Feb 20 - Feb 27
found 20 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Rockland (RKD)
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Express check-out and luggage storage are also provided.
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Price was $594, price is now $448 per person
$448
per person
Feb 20 - Feb 27
found 20 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Rockland (RKD)
This aparthotel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and laundry facilities are also provided.
The Craignair Inn & Restaurant

The Craignair Inn & Restaurant

3.5 out of 5
Price was $835, price is now $686 per person
$686
per person
Feb 20 - Feb 27
found 20 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Rockland (RKD)
A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
Price was $486, price is now $475 per person
$475
per person
Feb 13 - Feb 15
found 9 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Rockland (RKD)
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Top Pleasant Point hotels deals

Hampton Inn & Suites Rockland

Hampton Inn & Suites Rockland

2.5 out of 5
190 New County Rd Thomaston ME
Free Cancellation
Reserve now, pay when you stay
$139 nightly
The price is $151 total per night
$151 total
Jan 30 - Jan 31
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
8 Country Inn Way Rockport ME
Free Cancellation
Reserve now, pay when you stay
$129 nightly
The price is $141 total per night
$141 total
Jan 11 - Jan 12
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue Boothbay Harbor ME
$121 nightly
The price is $132 total per night
$132 total
Jan 11 - Jan 12
Total with taxes and fees
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
2 Park Dr Rockland ME
Free Cancellation
Reserve now, pay when you stay
$94 nightly
The price is $103 total per night
$103 total
Jan 20 - Jan 21
Total with taxes and fees
This aparthotel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and laundry facilities are also provided.
Tugboat Inn

Tugboat Inn

3 out of 5
80 Commercial St. Boothbay Harbor ME
Get rates
A marina and a hot tub are featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. A restaurant, a terrace, and laundry facilities are also provided.
Rockland Harbor Hotel

Rockland Harbor Hotel

2.5 out of 5
520 Main Street Rockland ME
$134 nightly
The price is $146 total per night
$146 total
Feb 1 - Feb 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a snack bar/deli are also provided.
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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.

Frequently asked questions

How much are vacation packages to Pleasant Point?
$386 is all you need to spend for a wonderful break in Pleasant Point. Bundle your hotel and flights into a vacation package with Travelocity and watch how the savings start to grow. With prices as good as these, there's never been a better time to travel.
Where can I get the best vacation package deals for Pleasant Point?
Landing the best package deal to Pleasant Point is a breeze with Travelocity. With around 400 partner airlines and 1,000,000 worldwide properties, you won't be short of choice when it comes to picking your flights and hotels.
Why should I purchase my Pleasant Point vacation bundle via Travelocity?
Because you'll never roam on your own if you book through us, and we offer round-the-clock customer support and high-quality service to boot. Add to that our Price Match Guarantee and countless destinations to select from. We're here to help you jet off on the vacation of a lifetime.
Can I save on my Pleasant Point car rental if I combine it with hotels and flights?
Bundling your hotel, flight and car into a Pleasant Point vacation package is the best way to score better prices. Plus, having your own rental car gives you the freedom to make your way to all the landmarks you'd like to check out. Located 120 mi from Pleasant Point, Franconia Notch State Park is one place that should be on your agenda. Buckle up and make a day trip of it.
Which airport is best for Pleasant Point?
Portland Intl. Jetport Airport (PWM), located around 55 mi southwest of inner Pleasant Point, is most likely where you'll jet into. Your other options are Hancock County - Bar Harbor Airport (BHB) (55 mi away from central Pleasant Point) and Knox County Regional Airport (RKD) (12 mi away from central Pleasant Point).
Where should I stay when visiting Pleasant Point?
Many travelers spend their nights at the "THE WAY LIFE SHOULD BE" WATERFRONT OASIS / HARBOR VIEWS AND A SHARED DOCK. . It's a terrific base for your Pleasant Point getaway.

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