Rockland Vacations

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Find the Best Rockland Vacation Packages

Rockland Hotel Deals

Trade Winds on the Bay
Trade Winds on the Bay
4 out of 5
2 Park Dr, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is AED 469 per night from Apr 30 to May 1
AED 469
AED 557 total
includes taxes & fees
30 Apr - 1 May
8.2/10 Very Good! (206 reviews)
"I liked that it was centrally located."

Reviewed on 17 April 2025

Trade Winds on the Bay
Rockland Harbor Hotel
Rockland Harbor Hotel
2.5 out of 5
520 Main Street, Rockland, ME
Fully refundableReserve now, pay when you stay
The price is AED 506 per night from Apr 20 to Apr 21
AED 506
AED 552 total
includes taxes & fees
20 Apr - 21 Apr
9.2/10 Wonderful! (1,000 reviews)
"Very clean. Great staff. Wonderful breckfast. Close to everything."

Reviewed on 11 April 2025

Rockland Harbor Hotel
250 Main Hotel
250 Main Hotel
3 out of 5
250 Main Street, Rockland, ME
The price is AED 657 per night from Apr 28 to Apr 29
AED 657
AED 717 total
includes taxes & fees
28 Apr - 29 Apr
9.6/10 Exceptional! (477 reviews)
"Comfortable bed, great view of the harbour, and fresh coffee brought to your room in the morning. Selection of games was nice too."

Reviewed on 13 April 2025

250 Main Hotel
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 does a Rockland vacation package cost?
Offering great value package deals on Expedia, you’ll be surprised at how little a vacation to Rockland costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Rockland?
If you’d like to book a cheap Rockland vacation package, consider planning a trip in February, March and April. You’ll typically find better rates on hotels and airfares during these months — perfect for a budget-friendly getaway.
How to find the best Rockland package deals?
Use Expedia’s handy filters to help you find some terrific Rockland package deals. When you start your search, simply set your maximum budget and then sort the results by “Price: low to high.” If you’re looking to save, plan your adventure for midweek, or look for Rockland package deals in the low season. Play around with your travel dates and you may land even better discounts. As a rule of thumb, it’s typically best to book your vacation package well in advance.
Is it cheaper to book a Rockland vacation as a package?
You can enjoy significant savings on your Rockland retreat by booking a tailored vacation package. Check the “Package” heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Rockland?
If you’re considering a spontaneous Rockland getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Rockland?

  1. Choose when to travel: Check your calendar and get your bags packed. Your favorite time of year and the activities on offer will also help you decide when to vacation in Rockland.
  2. Set your budget: Consider costs such as transportation, flights and meals when working out how much to save for your trip to Rockland. Then, choose a hotel that matches your budget, whether that’s an affordable stay or a more luxurious getaway.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you’d like to experience in Rockland. Then, estimate how long you’ll need for each, including any travel time.
  4. Combine your airfare and accommodations: After you’ve nailed down your dates and duration, lock in the perfect Rockland vacation package for you.

Discover the most popular places to visit in Rockland