
Winthrop Vacations from $446
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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.

The Brunswick Hotel
Price was $522, price is now $446 per person
$446
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AUG)
9.2/10 Wonderful! (852 reviews)
Wonderful place. Very welcoming clean and comfortable rooms. Staff was very friendly and helpful.
Reviewed on Oct 15, 2025


Greenleaf Inn
Price was $865, price is now $674 per person
$674
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Augusta (AUG)
8.8/10 Excellent! (11 reviews)
Great spot in Boothbay Harbor Maine. Walkable area to restaurants, boat excursions, shops and waterfront. Easy parking on premises. Check in time on our Expedia booked reservation states 2:00pm-4:00pm check in. We received a text message from the Inn manager letting us know check in was at 4:00pm and to send him a text when we were close to arrival. Other than the time difference check in was seamless and informative. Property manager was friendly and accommodating and walked us around the common areas of both buildings Admirals Quarters where the main office is and the greenleaf building where we stayed. They both have a shared kitchen area and living room dining room areas.
Our room was advertised as a private penthouse king with direct access to the sky deck. The room was on the small side but worked for our short stay and had fold out luggage storage which was convenient for our belongings. We had a small refrigerator as well. Bed was on the soft side which didn’t work well for me but was fine for my husband. Lots of light comes in early morning but we are early risers so no issue for us. The view out of the windows from the bed was beautiful. All upgrades were well done. Neighbors sliding door was right next to ours which accesses the shared deck. You could hear your neighbor as well when inside.
The property is set up with a sense of community most areas are shared including decks, chairs, grounds both inside and out. Typical of most Inn’s.
Reviewed on Aug 11, 2025

Hawthorn Extended Stay by Wyndham Ellsworth / Bar Harbor
Price was $571, price is now $471 per person
$471
per person
Dec 25 - Dec 28
found 11 hours ago
Roundtrip flight included
Dallas (DFW) to Augusta (AUG)
8.2/10 Very Good! (1,009 reviews)
This was a great hotel. It doesn't look like much from the outside, but the rooms were great. Loved having a small kitchen for simple meals. Room was clean and quiet, easy walk to a nice grocery store. Nice breakfast and cookies in the afternoon.
Reviewed on Oct 13, 2025

Winthrop Hotel Deals

Maine Evergreen Hotel, an Ascend Collection Hotel
65 Whitten Rd, Augusta, ME
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $143 total per night from Nov 2 to Nov 3
$143 total
Nov 2 - Nov 3
Total with taxes and fees
9.2/10 Wonderful! (1,032 reviews)
"Very nice hotel with knowledgeable staff and good amenities. Highly recommend."
Reviewed on Oct 18, 2025

SureStay Hotel by Best Western Lewiston
516 Pleasant St, Lewiston, ME
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $117 total per night from Oct 26 to Oct 27
$117 total
Oct 26 - Oct 27
Total with taxes and fees
8/10 Very Good! (422 reviews)
"Everything was ok for a short stay"
Reviewed on Oct 18, 2025

Senator Inn & Spa
284 Western Ave, Augusta, ME
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $135 total per night from Nov 16 to Nov 17
$135 total
Nov 16 - Nov 17
Total with taxes and fees
7.6/10 Good! (1,008 reviews)
"Very clean, comfortable rooms, fabulous pool, lovely restaurant for breakfast. Staff were very helpful."
Reviewed on Oct 14, 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.
Winthrop Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Augusta State Airport (AUG) |
Population | 2,700 |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Theatre at Monmouth, Maine State Museum and Johnson Hall |
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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.