Waldoboro Vacation Packages

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Your Waldoboro Vacation

When you organize a vacation package to Waldoboro, you can relax and enjoy your break knowing your travel plans have been worked out ahead of time. Discover the wonders of this vibrant city while based in a neighborhood like Medomak, which is good for walking. Fill your trip to Waldoboro with tours of its top attractions. First stop? Don't miss Fawcetts Antique Toy and Art Museum. Whatever your travel plans or budget, organizing your ultimate tailored Waldoboro vacation is a piece of cake with Expedia.

Top Waldoboro Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Augusta (AUG)
8.2/10 Very Good! (1,005 reviews)
Liked: The ice machine for our Yeti insulated drinks "mugs" and food cooler was amazing, Free breakfast was great. White picnic table and chairs in the shade under the big tree was very enjoyable. Disliked: Too many jumping kids on the second floor during the late hours whilewe were trying to sleep is unacceptable

Reviewed on Jul. 21, 2025

Spruce Point Inn

Spruce Point Inn

3.5 out of 5
Save 100% on your flight
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Augusta (AUG)
8.8/10 Excellent! (355 reviews)
Great place for a family with young kids. Highly recommend.

Reviewed on Jul. 11, 2025

Topside Inn

Topside Inn

3 out of 5
Save 100% on your flight
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Augusta (AUG)
10/10 Exceptional! (13 reviews)
As per its name, the hilltop overlooks a classic New England bay with small boats at anchor. And the property takes full advantage of it with lots of porch and lawn seating. It's a lovely place with a lovely vibe and excellent breakfast.

Reviewed on Jul. 15, 2025

The Lodge at Pleasant Point

The Lodge at Pleasant Point

2 out of 5
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Augusta (AUG)
No reviews
OneSixtyFive

OneSixtyFive

3 out of 5
per person
Sep 5 - Sep 12
found 6 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Augusta (AUG)
9.4/10 Exceptional! (126 reviews)
Great landing spot to enjoy the town of Brunswick or the beautiful nature nearby. Lovely gardens.

Reviewed on Jul. 7, 2025

Ready to book your vacation to Waldoboro?

 

Choose your dates

Waldoboro Hotel Deals

The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
8 Country Inn Way, Rockport, ME
Fully refundableReserve now, pay when you stay
The price is CA $300 per night from Jul 28 to Jul 29
CA $300
CA $327 total
Jul 28 - Jul 29
includes taxes & fees
9.4/10 Exceptional! (1,009 reviews)
Great place to stay!!
"Staying at the Country Inn is always as expected. Clean, friendly, comfy, and well appointed rooms with an added attention to details. The fire pit area out back is a lovely spot to sit and relax in the evening. The Country in is close to Camden and all the quaint seaside communities along Rt. 1. ..."

Reviewed on Jul. 20, 2025

The Country Inn at Camden Rockport
Cedar Crest Inn

Cedar Crest Inn

2.5 out of 5
115 Elm Street, Camden, ME
The price is CA $220 per night from Jul 23 to Jul 24
CA $220
CA $240 total
Jul 23 - Jul 24
includes taxes & fees
8.6/10 Excellent! (636 reviews)
"Very clean, beds comfy and hot water with good pressure."

Reviewed on Jul. 17, 2025

Cedar Crest Inn
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 $235 per night from Jul 27 to Jul 28
CA $235
CA $290 total
Jul 27 - Jul 28
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"We needed a place for a one night stay close to the Botanical Gardens. This place was only 10 minutes away and the price of $250 was reasonable. Staff was friendly and we got a king suit overlooking the ocean. Unfortunately our view was blocked by trees but it was sunset anyway and we were leaving ..."

Reviewed on Jul. 17, 2025

Ocean Gate Resort
See all 1,843 properties in Waldoboro
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.

All Inclusive Vacations

All Inclusive Vacations

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Frequently asked questions

How much does a Waldoboro vacation package cost?
You can pick up a vacation package to this top destination from CA $921 on Expedia. But how much your vacation to Waldoboro costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Waldoboro?
Plan your trip for the off-peak season and you're likely to score cheap Waldoboro vacation packages. Keep in mind that public holidays and major local events can impact prices, so do some research before you go.
How many days is enough for Waldoboro?
With a well-planned schedule, you can easily visit the main Waldoboro attractions in a few days. But if you'd like to explore off the beaten track or take day trips, think about booking your Waldoboro vacation for longer.
How to find the best Waldoboro package deals?
Begin your search for a Waldoboro package deal by entering your destination and travel dates under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Waldoboro package deal straight away, simply change your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Waldoboro escape underway.
Is it cheaper to book a Waldoboro vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking accommodations and flights individually. Better still, you can customize your Waldoboro trip to fit your exact style. Choose 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 Waldoboro?
If you've got your Waldoboro vacation dates confirmed, book as soon as you can to grab some awesome deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Waldoboro?

  1. Pick your travel dates: The things you'd like to do in Waldoboro and your favourite season will help you decide when to go.
  2. Set a budget: Factor in costs such as flights, food and transportation when working out how much to put aside for your trip to Waldoboro. Then, select a property that fits your budget, whether that's an economical stay or a lavish retreat.
  3. Decide how many days away: Start by compiling a list of the activities and attractions you'd like to get to in Waldoboro. 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 right Waldoboro vacation package for you.

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