Round Pond Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to €185 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Round Pond

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 €151 per night from 1 Sept to 2 Sept
€151
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very Good! (1,006 reviews)
"Beautiful location with beautiful views and so much to do! We paddleboarded and kayaked every day. Breakfast was excellent."

Reviewed on 9 Aug 2025

Ocean Gate Resort
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is €147 per night from 26 Aug to 27 Aug
€147
26 Aug - 27 Aug
includes taxes & fees
8.2/10 Very Good! (1,015 reviews)
"Stef was very good and very helpful and very friendly"

Reviewed on 7 Aug 2025

Flagship Inn and Suites
Fishermans Wharf Inn

Fishermans Wharf Inn

2.5 out of 5
22 Commercial St, Boothbay Harbor, ME
Fully refundableReserve now, pay when you stay
The price is €215 per night from 7 Sept to 8 Sept
€215
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (787 reviews)
"Very pleasant hotel!"

Reviewed on 8 Aug 2025

Fishermans Wharf Inn
See all 1,427 properties in Round Pond
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 Round Pond holiday package cost?
You'll find cheap prices on Expedia for your Round Pond getaway. However, a range of factors like the season, choice of hotel and length of stay will determine how much your holiday to Round Pond costs.
What are the cheapest months to go to Round Pond?
To pick up cheap Round Pond holiday packages, plan your trip outside of busy periods like public holidays and major events. You'll typically find better availability and lower prices for hotels and flights.
How many days is enough for Round Pond?
The ideal length for your Round Pond holiday depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to tick off all the major sights and discover some hidden gems along the way.
How to find the best Round Pond package deals?
Use Expedia's filters to find some of the best Round Pond package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Round Pond package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your holiday package as early as possible.
Is it cheaper to book a Round Pond holiday as a package?
You can enjoy significant savings on your next Round Pond escape by booking a tailored holiday package. Check the "Package" heading, then select your destination and travel dates to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Round Pond?
Secure incredible discounts by reserving your flights in advance with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for an impromptu Round Pond escape.
How to plan a trip to Round Pond?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the available activities will also help you decide when to visit Round Pond.
  2. Budget wisely: Besides the cost of your hotel, you should factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected expenses that may come up during your trip to Round Pond.
  3. Decide how long to go for: Now that you're more familiar with Round Pond, you can work out the ideal length of your break. Put together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customised Round Pond holiday package.

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