
East Waterboro Vacation Packages
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Top East Waterboro Vacation Deals
Price found within the past 48 hours. Click for updated prices.

By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,765, price is now CA $1,147 per person
CA $1,147
per person
Jul 1 - Jul 5
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (185 reviews)
Our room had an wonderful Ocean View. The room was excellent and meals were awesome. Staff were very helpful. We will be going back next year!
Reviewed on Sep 20, 2025

Hilton Boston Park Plaza
Bay Village
Price was CA $2,544, price is now CA $1,522 per person
CA $1,522
per person
Jun 17 - Jun 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very Good! (3,127 reviews)
Everything was great except for the shower, which is too small.
Reviewed on Apr 29, 2026

The Inn at Hastings Park, Relais & Chateaux - Boston
Price was CA $2,579, price is now CA $1,584 per person
CA $1,584
per person
Jul 19 - Jul 24
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9.6/10 Exceptional! (254 reviews)
Splendid bed and breakfast
Reviewed on Apr 29, 2026

Staypineapple, A Delightful Hotel, South End
South End
Price was CA $2,001, price is now CA $1,303 per person
CA $1,303
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Boston (BOS)
9/10 Wonderful! (1,003 reviews)
I had a great experience staying at Staypineapple in the South End. The hotel has a really fun, unique vibe while still feeling clean and well put together. The rooms were cozy but thoughtfully designed, and the bed was honestly one of the most comfortable I’ve slept in.
The staff was friendly and welcoming, and the location made it easy to get around Boston and explore nearby restaurants and shops. Small touches like the complimentary coffee and overall atmosphere made the stay feel a little more special.
Would definitely stay here again and recommend it to anyone looking for something a bit different from a typical hotel.
Reviewed on Apr 30, 2026

Chatham Tides
Price was CA $2,902, price is now CA $1,982 per person
CA $1,982
per person
Jul 1 - Jul 5
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (682 reviews)
Excellent
Such a great surprise
Amazing view.
Great staff, very helpful with restaurant recommendations
We loved it
Reviewed on Apr 23, 2026
East Waterboro Hotel Deals

HomeAwhile
205 Southborough Drive Scarborough ME
Fully refundableReserve now, pay when you stay
The price is CA $149 per night from May 10 to May 11
CA $149
CA $162 total
May 10 - May 11
includes taxes & fees
9.2/10 Wonderful! (30 reviews)
Check in was a nightmare. Key machine did not work and it took over an hour to get in to a room where the key only worked once. After finally getting in I was assigned a different room as we couldn’t get the key to work.
Reviewed on Apr 30, 2026

Embassy Suites by Hilton Portland Maine
1050 Westbrook Street Portland ME
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from May 10 to May 11
CA $192
CA $213 total
May 10 - May 11
includes taxes & fees
9.4/10 Exceptional! (1,138 reviews)
My experience was very good even when I called to ask questions. When I arrived at the airport and called it was literally minutes before the shuttle came and the check in was prompt. I would stay here again and definitely recommend.
Reviewed on Apr 29, 2026

Comfort Inn South Portland Airport
90 Maine Mall Rd South Portland ME
Fully refundable
The price is CA $110 per night from May 10 to May 11
CA $110
CA $120 total
May 10 - May 11
includes taxes & fees
8.6/10 Excellent! (2,025 reviews)
The staff was wonderful, no problem there, the room was ok bed was comfy, breakfast was just so so, but for the price I have no big complaints, exercise room left a little to be desired, not much of a workout room, 2 people would be crowded, It was ok not horrible not great, but again you cant beat ...
Reviewed on Apr 29, 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.
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