Deals on vacations and trips to Winthrop

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Winthrop flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Grand Summit Hotel

Grand Summit Hotel

3 out of 5
Price was $675, price is now $571 per person
$571
per person
Oct 15 - Oct 18
found 16 hours ago
Roundtrip flight included
Savannah (SAV) to Augusta (AUG)
Ski-in/ski-out access, a gym, and a restaurant are all featured at this smoke-free hotel. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Enjoy the outdoor pool and perks like free self parking.
Newly Renovated Acadia Apartment Maple Street

Newly Renovated Acadia Apartment Maple Street

3 out of 5
Price was $1,751, price is now $1,279 per person
$1,279
per person
Oct 18 - Oct 24
found 4 hours ago
Roundtrip flight included
Charlotte (CLT) to Augusta (AUG)
Topside Inn

Topside Inn

3 out of 5
Price was $1,332, price is now $1,098 per person
$1,098
per person
Oct 15 - Oct 18
found 16 hours ago
Roundtrip flight included
Savannah (SAV) to Augusta (AUG)
A bar/lounge and a garden are featured at this hotel, along with free self parking. Guests will appreciate free perks like full breakfast and WiFi in public areas. A snack bar/deli, luggage storage, and concierge services are also on offer.
210 Main St

210 Main St

3 out of 5
Price was $990, price is now $818 per person
$818
per person
Oct 24 - Oct 28
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Augusta (AUG)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and a virtual front desk are also provided.
Jordan Hotel

Jordan Hotel

3 out of 5
Price was $699, price is now $592 per person
$592
per person
Oct 15 - Oct 18
found 16 hours ago
Roundtrip flight included
Savannah (SAV) to Augusta (AUG)
This smoke-free hotel features ski-in/ski-out access, a full-service spa, and 2 restaurants. There's a free ski shuttle, and ski lessons, ski rentals and ski passes are available on site. Enjoy the 2 hot tubs and perks like free self parking and a free area shuttle.

Top Winthrop hotels deals

Escape to our cozy Winthrop cabin on Dexter Pond

Escape to our cozy Winthrop cabin on Dexter Pond

Winthrop ME
Get rates
This cabin includes a garden and barbecue grills.
Kitchen
Free WiFi
Discover your retreat - 3-bedroom cottage in Winthrop

Discover your retreat - 3-bedroom cottage in Winthrop

Winthrop ME
Get rates
This cottage featured laundry facilities and barbecue grills.
Kitchen
Washer
Enjoy Sunset views on tranquil Dexter Pond

Enjoy Sunset views on tranquil Dexter Pond

Winthrop ME
Get rates
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Maine Evergreen Hotel, an Ascend Collection Hotel

Maine Evergreen Hotel, an Ascend Collection Hotel

2.5 out of 5
65 Whitten Rd Augusta ME
Free Cancellation
$147 nightly
The price is $161 total per night
$161 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Clarion Hotel & Conference Center Lewiston

Clarion Hotel & Conference Center Lewiston

3 out of 5
490 Pleasant St Lewiston ME
Free Cancellation
$81 nightly
The price is $88 total per night
$88 total
Oct 5 - Oct 6
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Senator Inn & Spa

Senator Inn & Spa

3 out of 5
284 Western Ave Augusta ME
Free Cancellation
Reserve now, pay when you stay
$136 nightly
The price is $148 total per night
$148 total
Oct 15 - Oct 16
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Hot Tub
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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

Little Cobbossee Lake

Commune with nature and explore the great outdoors at Little Cobbossee Lake during your travels in Winthrop.
See properties

Frequently asked questions

How much are vacation packages to Winthrop?
You can pick up a fantastic flight and hotel bundle for as little as $571. With one of our Travelocity vacation packages, a trip to Winthrop has never looked so tempting! Save your time and money and then get a start on packing those bags.
Where can I get the best vacation package deals for Winthrop?
You'll discover a fantastic range of Winthrop package deals on Travelocity. With 400 partner airlines and 1,000,000 properties around the globe, crafting a dream getaway will be a piece of cake.
Why should I book my Winthrop vacation bundle via Travelocity?
We take the stress out of travel planning. Whether you're searching for an amazing new place to wander around or want to ensure you get the best price on offer, we've got your back. Our 24/7 support, high-quality service and Price Match Guarantee mean you can book with confidence.
Can I save on my Winthrop car rental if I book it with a hotel or flight?
Combining your flight, car and hotel into a Winthrop vacation package is a great way to score an amazing deal. Plus, having your own set of wheels gives you total freedom to find your way to all those amazing sights you're hoping to see. Located 85 mi from Winthrop, Franconia Notch State Park is one place that should be on your must-do list. Put together a driving playlist and make a day trip of it.
Which airport is best for Winthrop?
Portland Intl. Jetport Airport (PWM), 50 mi south of inner Winthrop, is most likely where you'll jet into. Your other options are Augusta State Airport (AUG) (9 mi away from central Winthrop) and Knox County Regional Airport (RKD) (45 mi away from central Winthrop).
Where should I stay when visiting Winthrop?
Many people choose to check in to the Peaceful lake house with large deck in central Maine.. It's the perfect base for your Winthrop getaway.

Photos of local treasures

Browse Winthrop vacation photos for more inspiration

A wooden signpost with 'WINTHROP' written on it, surrounded by greenery and trees.
A loon swimming in a body of water with a spotted back.