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Your Waterboro Vacation
Build a custom vacation package to Waterboro and get ready to experience this exciting city the way you want. Consider spending some time in the neighborhood of South Sanford, which is great for walking and tons more. If taking in sights is on the agenda during your trip to Waterboro, visit top attractions like Little Ossipee Pond, Kennebunk Pond and Swan Pond. No matter your travel plans or budget, organizing your ultimate tailored Waterboro vacation is a walk in the park with Expedia.
The Latest Waterboro vacation packages
Price found within the past 48 hours. Click for updated prices.

Sea Crest Beach Resort
Save 100% on your flight
Price was $1,093, price is now $699 per person
$699
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
7.8/10 Good! (315 reviews)
We recently stayed at the Sea Crest in Falmouth and overall had a nice experience. The biggest downside was check-in. Our room wasn't ready until much later than expected, and we didn't receive a text that it was available until 6:15 PM. Many guests appeared frustrated, and the staff seemed stressed as they handled numerous complaints about the delayed check-in process.
That said, we were able to use the pools and other amenities while we waited, which helped make the delay more manageable. Our room was clean, a good size, and had very comfortable bedding. The indoor and outdoor pools were well maintained, and we especially enjoyed the heated outdoor pool. We also had a great time listening to a live band on the outdoor deck.
The private beach was clean and had plenty of loungers available for guests. Food and drink prices at the bar and restaurant were a bit inflated, but it was very convenient to have everything right on-site.
Despite the check-in issues, the amenities, beach, pools, and comfortable accommodations made for an enjoyable stay.
Reviewed on Jun 22, 2026

Boston Harbor Hotel
North End
Price was $1,691, price is now $925 per person
$925
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026

The Charles Hotel
West Cambridge
Save 100% on your flight
Price was $2,101, price is now $1,266 per person
$1,266
per person
Aug 29 - Sep 5
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
had a delicious muffin and coffee. Parking was safe and convenient.
Reviewed on Jun 22, 2026

Ogunquit River Inn & Suites
Moody
Save 100% on your flight
Price was $1,635, price is now $990 per person
$990
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Islip (ISP) to Portland (PWM)
9/10 Wonderful! (1,011 reviews)
The staff was very welcoming and pleasant. The view from our balcony room overlooking the Ogunquit river was beautiful and tranquil. The breakfast included was better than average with many offerings including warm entrees. Nice comfy robes (even slippers included) was a bonus.
Reviewed on Jun 22, 2026

Raffles Boston
Back Bay
Price was $4,106, price is now $2,580 per person
$2,580
per person
Aug 29 - Sep 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (274 reviews)
This was an interesting hotel and if you have any experience of the raffles brand elsewhere then I would recommend be prepared. The venue is central but overlooking an 8storey multi story car park and rather cramp rooms was not really value add. The suite on the other hand in higher floors were. A butler system which I must say working off some mediocre phone prompts just doesn’t cut it . One looses the will to live when saying I need a shaving kit and al you get back is “is there something else I can help you would”- yes you can some recognition of using ChatGPT or Claude prompts would have been better! For the higher end of hotels in boston the food in the long room was also disappointing. If you are meet and meat you’re not able to be accommodated with much inspiration. Vegetables ala zucchini is about it and although the boston favourites of clam chowder and boston cream pie remain I am not sure how well thought out the menu has been, even the word tofu should appear in this day and age! The pool was good and very much accessible and they had a number of hoists next to the pool to allow people with access issues a dip. The jacuzzi was hotter than a flombe but good for your joints I am told as your joints may melt if you are there long enough. I think my main issue is the staff still need to have a bit more understanding and training on what the raffles hospitality and service constitutes. Great place for influencers but lacks the
Mature understanding of what it is.
Reviewed on May 28, 2026
Waterboro Hotel Deals

Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
Fully refundable
$116 nightly
The price is $127 total per night from Jun 28 to Jun 29
$127 total
Jun 28 - Jun 29
Total with taxes and fees
8.6/10 Excellent! (2,148 reviews)
"Great stay."
Reviewed on Jun 24, 2026

Ogunquit - The Milestone
687 Main Street Ogunquit ME
$100 nightly
The price is $109 total per night from Jun 25 to Jun 26
$109 total
Jun 25 - Jun 26
Total with taxes and fees
9/10 Wonderful! (1,323 reviews)
"Overall our stay was good, but our room smelled like cat pee. I think it must have been whatever cleaning agent they used, but it was strong and distracting. However the bed was comfortable and the hotel was in a convenient location."
Reviewed on Jun 24, 2026

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
80 John Roberts Rd. South Portland ME
Fully refundable
$123 nightly
The price is $134 total per night from Jun 28 to Jun 29
$134 total
Jun 28 - Jun 29
Total with taxes and fees
8.4/10 Very Good! (2,934 reviews)
"The room was modern and quiet, but had a strong odor of having been cleaned with an old or dirty rag. The smell lingered throughout the stay. There was also other people's hair on the shower wall, which was off-putting. One set of bed sheets, while clean, had black spotted stains .The breakfast was ..."
Reviewed on Jun 23, 2026
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.
Find the Best Waterboro Vacation Packages
Waterboro Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portland Intl. Jetport Airport (PWM) |
Population | 7,500 |
Top Sights | Bowl A Rama, Mousam Lake and Blueberry Hill |
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