Winthrop Vacations from $428

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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.
Bingham Motor Inn

Bingham Motor Inn

2 out of 5
Price was $513, price is now $428 per person
$428
per person
Oct 5 - Oct 11
found 21 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Augusta (AUG)
8.4/10 Very Good! (28 reviews)
A clean spacious room with good accomodations and a quiet environment.

Reviewed on Aug 24, 2025

Greenleaf Inn

Greenleaf Inn

2 out of 5
Price was $1,226, price is now $836 per person
$836
per person
Oct 3 - Oct 6
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
9.4/10 Exceptional! (10 reviews)
The location and view of this property was excellent. The staff gave good dining recommendations. The fire pit at night with s’mores was nice. We were given a nice bouquet of flowers at time of check in. The morning breakfast was a bit different. The kitchen was stocked with eggs, cream cheese, yogurt and condiments and pastries. You were responsible to make your own breakfast in the kitchen.

Reviewed on Jul 23, 2025

Topside Inn

Topside Inn

3 out of 5
Price was $1,455, price is now $1,172 per person
$1,172
per person
Oct 3 - Oct 6
found 16 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
10/10 Exceptional! (38 reviews)
A perfect stay for our mother-daughter trip! We look forward to a future stay.

Reviewed on Aug 19, 2025

Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
Price was $656, price is now $548 per person
$548
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Augusta (AUG)
8.2/10 Very Good! (1,007 reviews)
It's a solid value hotel. Not fancy, but clean and convenient for our short stay in Booth Bay Harbor for a wedding.

Reviewed on Aug 24, 2025

House near Acadia National Park

House near Acadia National Park

4 out of 5
Price was $1,741, price is now $1,458 per person
$1,458
per person
Sep 27 - Oct 1
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Augusta (AUG)
9.8/10 Exceptional! (19 reviews)
This was the perfect stay for our family of 8. The 3 bathrooms, well-stocked kitchen and laundry machines made everything very convenient and enjoyable versus all of us being separated in hotel rooms. The owner was super responsive to all of our questions. Location is perfect as it’s close to downtown Bar Harbor, Acadia National Park and is right by a beautiful river just down the street! Highly recommend this property.

Reviewed on Aug 23, 2025

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Winthrop Hotel Deals

Escape to our cozy Winthrop cabin on Dexter Pond

Escape to our cozy Winthrop cabin on Dexter Pond

Winthrop
10/10 Exceptional! (21 reviews)
"Lou-Anne and Rick are the cream of the crop as hosts. Lou-Anne came right over to fix my wi-fi connection. We had a good conversation, too, about the history of the cabin. It is small but adorable! Not too much Maine decor, just right, cleverly displayed. The owners have made their cabin fully functional ..."

Reviewed on Aug 22, 2025

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Escape to our cozy Winthrop cabin on Dexter Pond
Maine Evergreen Hotel, Ascend Hotel Collection

Maine Evergreen Hotel, Ascend Hotel Collection

2.5 out of 5
65 Whitten Rd, Augusta, ME
Fully refundableReserve now, pay when you stay
$151 nightly
The price is $165 total per night from Sep 1 to Sep 2
$165 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"Great stay."

Reviewed on Aug 22, 2025

Maine Evergreen Hotel, Ascend Hotel Collection
The Elmwood

The Elmwood

2.5 out of 5
455 Kennedy Memorial Dr, Waterville, ME
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $162 total per night from Aug 26 to Aug 27
$162 total
Aug 26 - Aug 27
Total with taxes and fees
8.4/10 Very Good! (461 reviews)
"Check in was super quick, room was clean, everything worked, and the bed was comfy. Didn't experience any issues, and it was very quiet outside. Staff was friendly during check in and check out."

Reviewed on Aug 23, 2025

The Elmwood
See all 478 properties in Winthrop
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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Frequently asked questions

How much does a Winthrop vacation package cost?
Offering excellent value package deals from $428 on Expedia, you'll be surprised at how little a vacation to Winthrop costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Winthrop?
If you're hoping to snag a cheap Winthrop vacation package, consider planning a trip in October, November and December. You're likely to find lower rates on flights and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Winthrop?
With a well-planned schedule, you can easily tick off the top Winthrop sights in a few days. But if you want to discover hidden gems or take day trips, consider booking your Winthrop vacation for longer.
How to find the best Winthrop package deals?
Use Expedia's handy filters to help you find some unbeatable Winthrop package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Winthrop package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Winthrop vacation as a package?
You can enjoy significant savings on your next Winthrop getaway by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to browse the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Winthrop?
If you're considering a spontaneous Winthrop adventure, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Winthrop vacation packages?
If you're anything like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Winthrop vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.