Winthrop Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Winthrop Vacation Packages

Winthrop Hotel Deals

Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
65 Whitten Rd Augusta ME
Fully refundable
The price is ₩237,015 per night from Aug 23 to Aug 24
₩237,015
₩258,346 total
Aug 23 - Aug 24
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"This was an attractive and comfortable stop on a long trip through Maine. The amenities were excellent, including a good breakfast and very helpful staff. We would stay there again."

Reviewed on Jul 23, 2026

Maine Evergreen Hotel, an Ascend Collection Hotel
Clarion Hotel Lewiston

Clarion Hotel Lewiston

3 out of 5
490 Pleasant St Lewiston ME
Fully refundable
The price is ₩148,818 per night from Aug 24 to Aug 25
₩148,818
₩162,212 total
Aug 24 - Aug 25
includes taxes & fees
Clarion Hotel Lewiston
Senator Inn & Spa

Senator Inn & Spa

3 out of 5
284 Western Ave Augusta ME
Fully refundableReserve now, pay when you stay
The price is ₩210,096 per night from Aug 23 to Aug 24
₩210,096
₩229,005 total
Aug 23 - Aug 24
includes taxes & fees
8/10 Very Good! (1,006 reviews)
"Loved it! Quiet. Beautiful. The best jetted tub and fireplace."

Reviewed on Jul 24, 2026

Senator Inn & Spa
See all 539 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.

Stay near popular Winthrop attractions

Mt Pisgah Conservation Area Trailhead

Climb to the historic 60-foot fire tower for panoramic views stretching to Mount Washington. The well-maintained trails wind through sugar maples and diverse flora, offering a serene escape into Maine's natural beauty.
See properties

Frequently asked questions

How much does a Winthrop vacation package cost?
Offering excellent value package deals 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?
Travel in the off-season and you're likely to get cheap Winthrop vacation packages. Bear in mind that public holidays and major festivals and events can have an impact on prices, so do your research before booking.
How many days is enough for Winthrop?
With a well-organized itinerary, you can easily hit the most popular Winthrop attractions in a handful of days. But if you want to discover lesser-known spots or go on day tours, 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.
How to plan a trip to Winthrop?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Winthrop.
  2. Set your budget: Consider expenses like flights, food and transportation when working out how much to put aside for your trip to Winthrop. Then, choose a hotel that matches your budget, whether that's a low-cost stay or a more upscale retreat.
  3. Decide how long to go away for: Now that you're more familiar with Winthrop, you can figure out the ideal length of your vacation. Create a draft itinerary and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalized Winthrop vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.