Cushing Vacation Packages

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Your Cushing Vacation

The coastal scenery and spectacular views are just the start of the things Cushing has going for it. Enjoy the best of this interesting city the way you want with a tailor-made Cushing vacation package. There's plenty to explore during your trip to Cushing, including Maine State Prison Store and General Henry Knox Museum. A few clicks is all it takes to put together your ideal Cushing vacation on Expedia.

Top Cushing Vacation Deals

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

Harborline Hotel

3 out of 5
Price was CA $831, price is now CA $710 per person
CA $710
per person
Sep 27 - Sep 30
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
7.8/10 Good! (90 reviews)
Everything was great. Highly recommend

Reviewed on Aug. 19, 2025

Captain Sweetser's Inn

Captain Sweetser's Inn

2 out of 5
Price was CA $1,127, price is now CA $1,003 per person
CA $1,003
per person
Sep 27 - Sep 30
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rockland (RKD)
10/10 Exceptional! (116 reviews)
This is an outstanding historical property, gorgeous inside and out. Our hosts are friendly, accomodating, and highly talented in the kitchen. The room was spotless, private, and very comfortable. The yard was spectacular, with a fountain, sculptures, and large lawn even including a visiting young family of deer. Great view of the ocean from the front porch.

Reviewed on Aug. 11, 2025

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
Price was CA $1,224, price is now CA $1,222 per person
CA $1,222
per person
Sep 27 - Sep 30
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rockland (RKD)
9.6/10 Exceptional! (1,000 reviews)
We really enjoyed our stay at this property. The cleanliness was excellent as well as the staff we interacted with. The room was clean and comfortable. Although somewhat outdated, it was quaint. We stayed in the Rockport King Suite that provided most everything we needed. It had a small kitchenette with a microwave, larger refrigerator, and even a sink. It would have been nice to have a coffee pot of some kind in the room. However, coffee was available downstairs. Breakfast was provided daily, but self-serve options, not a true restaurant. The location was great! Close to everything we wanted to visit. There is also a miniature golf course on site which was unique! There is an indoor pool and hot tub which was nice and a small gym that was clean and provided enough to get in a good workout. I would stay here again. Overall it was very nice.

Reviewed on Aug. 20, 2025

East Wind Inn

East Wind Inn

2.5 out of 5
Price was CA $839, price is now CA $839 per person
CA $839
per person
Sep 27 - Sep 30
found 12 hours ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
9.4/10 Exceptional! (112 reviews)
The Inn was perfectly situated for view of the harbor. Food was excellent dinner and breakfast. Definitely going back

Reviewed on Jul. 29, 2025

Ready to book your vacation to Cushing?

 

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Cushing Hotel Deals

Ocean Gate Resort

Ocean Gate Resort

3 out of 5
70 Ocean Gate Rd, Southport, ME
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Sep 1 to Sep 2
CA $190
CA $242 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"The hotel is comfortable and great ocean view. Staff are nice and helpful. Quiet and it offers many activities. Free basic and delicious breakfast. Highly recommended."

Reviewed on Aug. 17, 2025

Ocean Gate Resort
Harborline Hotel

Harborline Hotel

3 out of 5
6 Park Drive, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Aug 24 to Aug 25
CA $206
CA $239 total
Aug 24 - Aug 25
includes taxes & fees
7.6/10 Good! (130 reviews)
"Love this place"

Reviewed on Aug. 20, 2025

Harborline Hotel
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is CA $156 per night from Aug 24 to Aug 25
CA $156
CA $203 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"Ok for the price in the area. Breakfast would be better with multigrain bread choices."

Reviewed on Aug. 19, 2025

Flagship Inn and Suites
See all 1,687 properties in Cushing
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.
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Frequently asked questions

How much does a Cushing vacation package cost?
You'll find cheap prices from CA $710 on Expedia for your Cushing escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Cushing costs.
What are the cheapest months to go to Cushing?
The off-season is the best time to travel to Cushing if you're on a budget. Another tip for scoring cheap Cushing vacation packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Cushing?
The ideal length for your Cushing vacation depends on what you'd like to do and see. Usually, a few days to a week will give you plenty of time to go to all the major attractions and discover some hidden gems along the way.
How to find the best Cushing package deals?
Use Expedia's filters to find some fabulous Cushing package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Cushing package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Cushing vacation as a package?
You can enjoy significant savings on your Cushing escape by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Cushing?
If you're considering an impromptu Cushing adventure, check out our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Cushing?

  1. Choose your dates: What you'd like to do in Cushing and your preferred season can help you decide when to get away.
  2. Set your budget: Factor in expenses like flights, transportation and food when working out how much to put aside for your trip to Cushing. Then, pick a property that works with your budget, whether that's an economical option or a high-end retreat.
  3. Decide how long to go away for: Now that you know more about Cushing, you can figure out the right length of your vacation. Pull together a rough itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a Cushing vacation package that brings all your bookings together.

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