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.
Trade Winds on the Bay

Trade Winds on the Bay

3.5 out of 5
Price was CA $938, price is now CA $808 per person
CA $808
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Rockland (RKD)
8.6/10 Excellent! (419 reviews)
I enjoyed my stay here very much, which was conveniently located near the windjammer docks which was the main reason that brought me here… staff is very courteous attentive to detail, and there is one hell of a great steamed muscle restaurant called Park Street Grille which I had to go to three times! During the time I was initially there, the main parking lot was being resurfaced, but as I didn’t need a car didn’t immediately affect me…

Reviewed on Jul 5, 2026

Spruce Point Inn

Spruce Point Inn

3.5 out of 5
Price was CA $1,723, price is now CA $1,349 per person
CA $1,349
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Augusta (AUG)
8.8/10 Excellent! (411 reviews)
More than just a hotel, Spruce Point is a waterfront resort. There are two restaurants on site, two pools (a heated pool near the back of the property and a second pool ocean-side), kayaks, giant chess, and more. As a family of 5 we appreciate that the family-sized rooms have a pull out couch and ample space. We weren’t on top of each other other despite all of us in one room. Check in was a little bumpy. Our room wasn’t ready until almost 5 (check in was 4:00) on the hottest day of the year and with no offer to have our kids change for the pool anywhere, they changed in the car. The girls at the desk were apathetic at best, but another woman who was there the second to me we went was at least trying to be empathetic to our situation. When we finally got to our room the AC unit started spitting water out onto the floor and the tv. Maintenance was there within 5 minutes and fixed it. Top ratings for the maintenance guy!

Reviewed on Jul 5, 2026

Grand Summit Hotel

Grand Summit Hotel

3 out of 5
Price was CA $1,149, price is now CA $962 per person
CA $962
per person
Sep 12 - Sep 18
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
8.4/10 Very good! (381 reviews)
Loved the pool and natural surroundings. Staff was friendly. Our room was very dated and in need of update. Patio door difficult to operate. Television did not work, no signal. Maintenance tried to fix but I don’t think there was a fix to it. Did not like the Murphy bed setup. No headboard to sit up in bed to read, watch tv. No end tables by the bed. We just felt this was a strange setup. Overall though we enjoyed our stay.

Reviewed on Jul 5, 2026

Jordan Hotel

Jordan Hotel

3 out of 5
Price was CA $1,147, price is now CA $961 per person
CA $961
per person
Sep 12 - Sep 18
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
8.8/10 Excellent! (540 reviews)
Best experoence so far. We will be back again

Reviewed on Jul 6, 2026

Linekin Bay Resort

Linekin Bay Resort

3 out of 5
Price was CA $1,332, price is now CA $1,147 per person
CA $1,147
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Augusta (AUG)
9.2/10 Wonderful! (214 reviews)
The resort was beautiful and we really enjoyed ourselves! The food at the Resturant was excellent! There was no ac in our room and the outdoor temps were mid 90's, so our room was very warm but there was a fan at least. We definitely will go back!

Reviewed on Jul 6, 2026

Ready to book your vacation to Waldoboro?

 

Choose your dates

Waldoboro Hotel Deals

Farmstay, 2 bedrooms with 2 private baths, private entrance.

Farmstay, 2 bedrooms with 2 private baths, private entrance.

Waldoboro ME
The price is CA $213 per night from Jul 30 to Jul 31
CA $213
CA $263 total
Jul 30 - Jul 31
includes taxes & fees
10/10 Exceptional! (160 reviews)
"Excellent communication and easy check in. Very pleasant hosts. Pretty property. Perfect overnight stay before traveling on the next day. Had everything we needed. Would stay again."

Reviewed on Jun 30, 2026

Farmstay, 2 bedrooms with 2 private baths, private entrance.
Ocean Gate Inn

Ocean Gate Inn

3 out of 5
70 Ocean Gate Rd Southport ME
The price is CA $361 per night from Aug 6 to Aug 7
CA $361
CA $413 total
Aug 6 - Aug 7
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Ocean Gate was a wonderful experience. The attention to details from the smores kits at the firepits to the beautiful flowers everywhere was obvious. The staff was beyond nice and so helpful. We will definitely be back!"

Reviewed on Jul 6, 2026

Ocean Gate Inn
The Country Inn at Camden Rockport

The Country Inn at Camden Rockport

2.5 out of 5
8 Country Inn Way Rockport ME
The price is CA $273 per night from Jul 8 to Jul 9
CA $273
CA $298 total
Jul 8 - Jul 9
includes taxes & fees
9.6/10 Exceptional! (1,004 reviews)
"Clean and spacious room. Comfortable beds. Great staff. Pool and hot tub both clean and nice. I would definitely stay again."

Reviewed on Jul 6, 2026

The Country Inn at Camden Rockport
See all 1,865 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.
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Stay near popular Waldoboro attractions

Morse's Sauerkraut

10.0/10 (4 reviews)
Enjoy an outing to Morse's Sauerkraut during your stay in Waldoboro. Wander the forest or discover the area's sunrises.
See properties

Frequently asked questions

How much does a Waldoboro vacation package cost?
You can pick up a vacation package to this top destination from CA $808 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.

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