
Winthrop Vacations from $428
Book a Hotel + Flight or Car together to unlock savings
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.


Greenleaf Inn
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
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
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
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
Winthrop Hotel Deals

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

Maine Evergreen Hotel, Ascend Hotel Collection
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

The Elmwood
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
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.
More vacations you might like
Frequently asked questions
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- North Monmouth Hotels
- Cabin Rentals in North Monmouth
- B&B in North Monmouth
- Motels in North Monmouth
- Hotels near Augusta Country Club
- Hotels near Theatre at Monmouth
- Wayne Hotels
- B&B in Wayne
- Cabin Rentals in Wayne
- Cottages in Wayne
- Motels in Wayne
- Readfield Hotels
- Manchester Hotels
- Cabin Rentals in Manchester
- RV Parks in Manchester
- B&B in Manchester
- 5 Star Hotels in Manchester
- Hotels with Air Conditioning in Manchester
- 3 Star Hotels in Manchester
- Cottages in Manchester
- Hotels near Cobbossee Colony Golf Course
- Cabin Rentals in Purgatory
- 5 Star Hotels in Purgatory
- Purgatory Hotels
- RV Parks in Purgatory
- B&B in Purgatory
- Motels in Purgatory
- West Gardiner Hotels
- Leeds Hotels
- Fayette Hotels
- Cabin Rentals in Fayette
- B&B in Fayette
- Pet-friendly Hotels in Fayette
- Hotel Wedding Venues Hotels in Fayette
- Beach Hotels in Fayette
- Hotels near Turnpike Mall
- Hotels near Kennebec Ice Arena
- Augusta Hotels
- Flights to North Monmouth
- Flights to Wayne
- Flights to Manchester
- Flights from Manchester
- Flights to Purgatory
- Flights from West Gardiner
- Flights to Fayette
- Flights from Fayette
- Flights from Augusta State
- Flights from Boston (BOS) to Augusta (AUG)
- Flights from Baltimore (BWI) to Augusta (AUG)
- Flights from Chicago (ORD) to Augusta (AUG)
- Flights from New York (LGA) to Augusta (AUG)
- Flights from Los Angeles (LAX) to Augusta (AUG)
- Flights from Washington (DCA) to Augusta (AUG)
- Flights from Charlotte (CLT) to Augusta (AUG)
- Flights from Jacksonville (JAX) to Augusta (AUG)
- Flights from Denver (DEN) to Augusta (AUG)
- Flights from Philadelphia (PHL) to Augusta (AUG)
- Flights from Atlanta (ATL) to Augusta (AUG)
- Flights from Farmington (FMN) to Augusta (AUG)
- Flights from Detroit (DTW) to Augusta (AUG)
- Flights from Dallas (DFW) to Augusta (AUG)
- Flights from Buffalo (BUF) to Augusta (AUG)
- Flights from Ontario (ONT) to Augusta (AUG)
- Flights from Manchester (MHT) to Augusta (AUG)
- Flights from Houston (IAH) to Augusta (AUG)
- Flights from Hartford (BDL) to Augusta (AUG)
- Flights from Savannah (SAV) to Augusta (AUG)
- Flights from Bar Harbor (BHB) to Augusta (AUG)
- Flights from New Orleans (MSY) to Augusta (AUG)
- Flights from Raleigh (RDU) to Augusta (AUG)
- Flights from Cleveland (CLE) to Augusta (AUG)
- Flights from Washington (IAD) to Augusta (AUG)
- Flights from Tampa (TPA) to Augusta (AUG)
- 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.