Winthrop Vacations from $603
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Your Winthrop Vacation
With all the details organized before you head off, our Winthrop vacation packages mean you can focus more on having a great time. Whether you're staying in the neighborhood of Readfield, which is good for culture, or someplace else in town, this city offers a wealth of discoveries. Fill your days with tours of Cobbosseecontee Lake, Augusta Country Club and Maranacook Lake, some of the top attractions you really should see during your trip to Winthrop. A couple of quick clicks is all it takes to create a tailored Winthrop vacation on Expedia.
The Latest Winthrop vacation packages
Price found within the past 48 hours. Click for updated prices.
Flagship Inn and Suites
Price was $762, price is now $603 per person
$603
per person
Nov 19 - Nov 23
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
8.2/10 Very Good! (1,020 reviews)
Perfectly located for the activities we wanted to pursue. Staff very friendly and helpful. The exterior grounds were delightful. If we ever return to Boothbay Harbor I can’t imagine why we would stay anywhere else.
Reviewed on Sep 16, 2025
Admirals Quarters Inn
Price was $1,234, price is now $983 per person
$983
per person
Nov 19 - Nov 23
found 8 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
9.6/10 Exceptional! (24 reviews)
Admiral Quarters, and the Greenleaf are both very conveniently located. Although they are Inns that were built many years ago they are tastefully, renovated, and cozy. The Inn keeper, Jersey, goes above and beyond to make his guests feel comfortable. His hospitality was a highlight of our stay. He shared his knowledge of the area, places to eat, and things to do. He took us on a boat ride of the harbor area and had a fire pit with marshmallows and s’mores when weather permitted. We will be back.
Reviewed on Sep 9, 2025
Little Landing Cottage-gorgeous View BBQ Wi-fi
Price was $1,601, price is now $1,386 per person
$1,386
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
10/10 Exceptional! (1 review)
I love this little cottage. I will definitely be staying again. Thank you.!!!!!
Reviewed on May 26, 2025
Winthrop Hotel Deals
Escape to our cozy Winthrop cabin on Dexter Pond
Winthrop
10/10 Exceptional! (22 reviews)
"What a wonderful, peaceful stay! The cabin was perfect, well thought out amenities, comfortable, clean, and loved hearing the loons calling. We brought our own Keurig coffee maker as my Client preferred ut. But the coffee/tea station was lovely!We stayed a whole week and when we weren't gathering ..."
Reviewed on Aug 27, 2025
Cozy Keyes Cottage-family-friendly Amazing Views
Winthrop
$752 nightly
The price is $820 total per night from Sep 25 to Sep 26
$820 total
Sep 25 - Sep 26
Total with taxes and fees
Maine Evergreen Hotel, an Ascend Collection Hotel
65 Whitten Rd, Augusta, ME
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $173 total per night from Sep 21 to Sep 22
$173 total
Sep 21 - Sep 22
Total with taxes and fees
9/10 Wonderful! (1,019 reviews)
"Quiet and pricate"
Reviewed on Sep 16, 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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- Maranacook Lake
- Visit North Monmouth
- Theatre at Monmouth
- Visit Wayne
- Manchester Vacations
- Cobbossee Colony Golf Course
- Visit Manchester
- Purgatory Vacations
- Visit Purgatory
- Fayette Vacations
- Turnpike Mall
- Visit Fayette
- Kennebec Ice Arena
- Holocaust Human Rights Center of Maine
- Augusta Civic Center
- Harlow Gallery
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.