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


Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor
per person
Sep 27 - Oct 4
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
8.2/10 Very Good! (1,006 reviews)
This is a great place to stay - affordable and clean and so close to Acadia and Bar Harbor! The staff is amazing and very helpful. And it's so affordable! Would stay here again!!!
Reviewed on Aug. 4, 2025

Flagship Inn and Suites
per person
Sep 27 - Oct 4
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
8.2/10 Very Good! (1,023 reviews)
A very pleasant facility, clean and convenient to Boothbay harbor. The room and the bathroom were perfectly adequate and the staff were friendly and professional.
Reviewed on Aug. 5, 2025

Spruce Point Inn
per person
Sep 27 - Oct 4
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Augusta (AUG)
8.8/10 Excellent! (363 reviews)
We enjoyed our stay at Spruce Point. The amenities were great, the food was delicious, staff were kind and courteous.Housekeeping was awesome, we received service daily which some hotels do not do anymore.
Reviewed on Aug. 1, 2025
Windsor Hotel Deals

Maine Evergreen Hotel, Ascend Hotel Collection
65 Whitten Rd, Augusta, ME
Fully refundableReserve now, pay when you stay
The price is CA $236 per night from Aug 24 to Aug 25
CA $236
CA $257 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"great staff, and facilities were awesome! rooms are quite small but we were only there for one night, so totally doable!"
Reviewed on Aug. 3, 2025

Holiday Inn Express & Suites Waterville - North by IHG
332 Main St, Waterville, ME
Fully refundable
The price is CA $202 per night from Sep 4 to Sep 5
CA $202
CA $221 total
Sep 4 - Sep 5
includes taxes & fees
8.6/10 Excellent! (778 reviews)
"The beds were extremely comfortable. The facility is clean , and the staff is very friendly."
Reviewed on Aug. 3, 2025

The Elmwood
455 Kennedy Memorial Dr, Waterville, ME
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Aug 7 to Aug 8
CA $205
CA $224 total
Aug 7 - Aug 8
includes taxes & fees
8.4/10 Very Good! (437 reviews)
"Great front desk staff. Very clean and updated rooms."
Reviewed on Aug. 1, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.