Round Pond Vacation Packages

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Your Round Pond Vacation

Prepare to experience Round Pond on your own terms with a custom Round Pond vacation package! Uncovering the best parts of this interesting city is made easier with a base in a neighborhood such as Medomak, which is good for walking, among lots of other things. If taking in sights is part of the program during your trip to Round Pond, stop by top attractions like Pemaquid Beach Park, La Verna Preserve and Pemaquid Craft Co-op. Your Round Pond vacation is clicks away. Search hotels, flights and more on Expedia for an adventure that's tailored just for you.

Top Round Pond Vacation Deals

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

Harborline Hotel

3 out of 5
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rockland (RKD)
7.8/10 Good! (90 reviews)
We did not get a water view which was sad, but could see it from the streed and the restaurant across from the hotel which had a deck and great food. There was no pool. Disappointed about that.

Reviewed on Aug. 17, 2025

Greenleaf Inn

Greenleaf Inn

2 out of 5
per person
Oct 5 - Oct 8
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Augusta (AUG)
9.4/10 Exceptional! (9 reviews)
The location and view of this property was excellent. The staff gave good dining recommendations. The fire pit at night with s’mores was nice. We were given a nice bouquet of flowers at time of check in. The morning breakfast was a bit different. The kitchen was stocked with eggs, cream cheese, yogurt and condiments and pastries. You were responsible to make your own breakfast in the kitchen.

Reviewed on Jul. 23, 2025

Topside Inn

Topside Inn

3 out of 5
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
10/10 Exceptional! (30 reviews)
One of the best stays I have ever had.

Reviewed on Aug. 8, 2025

Newagen Seaside Inn

Newagen Seaside Inn

3.5 out of 5
per person
Oct 5 - Oct 8
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Augusta (AUG)
9.4/10 Exceptional! (307 reviews)
Great stay. Staff friendly and helpful. Quiet and peaceful.

Reviewed on Aug. 9, 2025

Grand Summit Hotel

Grand Summit Hotel

3 out of 5
per person
Oct 12 - Oct 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
8.2/10 Very Good! (272 reviews)
This is located in a ski- area and i was here in the off season. The hotel was conveniently located to several local pubs and restaurants. Family friendly but quiet i would visit again

Reviewed on Aug. 17, 2025

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Round Pond 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 $191 per night from Sep 1 to Sep 2
CA $191
CA $243 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
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
The price is CA $155 per night from Sep 1 to Sep 2
CA $155
CA $202 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (1,002 reviews)
"This is a very clean place to stay, the rooms were very clean, beds were comfortable and they even gave you breakfast buffet for free. We will definitely be staying here again 😃"

Reviewed on Aug. 14, 2025

Flagship Inn and Suites
Bluebird Ocean Point Inn

Bluebird Ocean Point Inn

3 out of 5
191 Shore Road, East Boothbay, ME
The price is CA $246 per night from Sep 7 to Sep 8
CA $246
CA $291 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (483 reviews)
"Beautiful views from room. Peaceful area away from the crowds of the town."

Reviewed on Aug. 18, 2025

Bluebird Ocean Point Inn
See all 1,415 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.
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Frequently asked questions

How much does a Round Pond vacation package cost?
Offering great value package deals from CA $608 on Expedia, you'll be pleasantly surprised at how much a vacation to Round Pond costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Round Pond?
The off-season is the best time to travel to Round Pond if you're trying to keep costs down. Another tip for scoring cheap Round Pond vacation packages? Avoid visiting during public holidays and any major festivals or events.
How many days is enough for Round Pond?
Generally, a handful of days is enough for a Round Pond vacation. With a well-organized schedule, you can check out all the top attractions such as Penobscot Marine Museum, as well as explore some hidden gems along the way.
How to find the best Round Pond package deals?
Use Expedia's handy filters to find some fabulous Round Pond package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Round Pond package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Round Pond vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights individually. Better still, you can personalize your Round Pond trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Round Pond?
If you're planning a spontaneous Round Pond 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 score amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Round Pond?

  1. Choose your dates: The things you plan to do in Round Pond and your preferred season can help you decide when to travel.
  2. Set your budget: Factor in costs such as flights, food and transportation when working out how much to set aside for your trip to Round Pond. Then, select a hotel that fits your budget, whether that's an affordable option or a high-end retreat.
  3. Determine how many days away: Start by compiling a list of the activities and sights you want to get to in Round Pond. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Round Pond 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.