Winthrop Vacations from $439
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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.
Newagen Seaside Inn
per person
Sep 15 - Sep 19
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Augusta (AUG)
9.4/10 Exceptional! (296 reviews)
Our recent stay at the Newagen Seaside Inn was nothing short of wonderful! From the moment we arrived, my daughters, grandson, and I were greeted with genuine warmth and kindness. The staff made us feel immediately welcome, like we were guests in a friend’s home rather than just checking into a hotel.
The atmosphere throughout the inn is cozy, peaceful, and inviting. Our accommodations were comfortable, clean, and thoughtfully arranged, giving us plenty of space to relax and spend time together. Surrounded by the ocean, the setting added an extra layer of calm and beauty to our stay.
Highly recommended for families or anyone seeking a warm, restorative retreat in a beautiful setting!
Reviewed on Jul 4, 2025
Spruce Point Inn
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Augusta (AUG)
8.8/10 Excellent! (353 reviews)
Gorgeous property, everything available right there. Great amenities, definitely somewhere we would stay for an entire weekend next time and just stay on the resort to explore and relax. Staff was very friendly and kind.
Reviewed on Jun 8, 2025
Topside Inn
Save 100% on your flight
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Augusta (AUG)
9.8/10 Exceptional! (7 reviews)
Had a great stay, beautiful views. Property was unique, there is a lot of attention to detail. Breakfast was delicious and very well presented. Walk out your door right to the shops and restaurants. Staff was friendly and accommodating. Highly recommend.
Reviewed on Jul 4, 2025
Winthrop Hotel Deals
Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit
Winthrop
Tranquil and beautiful waterfront spot
"Well kept with all the right amenities. Beautiful views."
Reviewed on Jul 23, 2024
Escape to our cozy Winthrop cabin on Dexter Pond
Winthrop
10/10 Exceptional! (12 reviews)
So relaxing!
"The cabin was so clean and welcoming. Our hosts were friendly and helpful. The views of the pond were wonderful. We were looking for a peaceful get away and it was just that! Will go back next year."
Reviewed on Jun 30, 2025
Located directly in central downtown and beach area, fish or kayak from backyard
Winthrop
Lake Region Charmer
"We stayed at this home while in town for Maine 70.3. The location was great. Winthrop is a cute little town. Home was close to two beautiful lakes. The backyard was very peaceful, right next to a stream. The home was well appointed and had everything we needed. The communication with the host was ..."
Reviewed on Aug 4, 2024
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.
Find the Best Winthrop Vacation Packages
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.