Windsor Vacations from $665

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    Where to stay near Windsor

    Windsor, ME offers a charming blend of outdoor adventures and scenic beauty. Explore the picturesque Windsor districts, enjoy family-friendly activities, and discover local businesses that make this quaint town unforgettable. With plenty of travel options nearby, your romantic getaway or family excursion awaits in Windsor city.

    A historic building with a dome and scaffolding, surrounded by autumn trees.

    A large government building with a prominent dome, surrounded by autumn-colored trees and a parking lot.

    A large white building with a dome and columns, surrounded by trees and a flag.

    Photo by Corey Dargan

    A historic building with a dome and scaffolding, surrounded by autumn trees and a clear blue sky.

    A large white building with a dome and columns, surrounded by autumn-colored trees and a hilly landscape.

    View properties in map for Augusta

    Augusta

    For travelers seeking a memorable trip, Augusta offers a vibrant mix of history, outdoor adventure, and family-friendly activities. Visitors can explore the historic Maine State House, enjoy events at the Augusta Civic Center, and appreciate the scenery around local lakes and beaches. With its appeal for both business and leisure, Augusta is a smart choice for accommodations, located about 10 miles from Windsor, making it a perfect base for your Maine getaway.

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    Coopers Mills

    Experience the charm of Coopers Mills, an excellent hub for families and nature enthusiasts looking to enjoy a blend of scenery and outdoor activities. With attractions like Damariscotta Lake and Damariscotta Lake State Park nearby, visitors can indulge in a variety of recreational opportunities, whether it's picnicking or exploring nature trails. Located about 4 miles from Windsor, Coopers Mills provides easy access to local events at the Augusta Civic Center, making it a smart choice for your stay.

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    Somerville

    If you are a nature enthusiast or a family traveler, look no further than Somerville, Maine, which features stunning outdoor scenery and recreational opportunities. This charming village is near Damariscotta Lake and the Damariscotta Lake State Park, perfect for hiking and exploring nature. History buffs will also appreciate the nearby Maine State House. With its moderate seasonal appeal, especially in the summer and fall, Somerville is an ideal spot for your getaway, just about 5 miles from Windsor, making it a savvy choice for lodging.

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    A dense forest with a lake and a distant building.

    A yellow paddle in a pond with lily pads and a white water lily.

    Photo by Stephanie Dragoon

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    Jefferson

    Immerse yourself in Jefferson, where travelers seeking family-friendly adventures can easily access stunning outdoor activities and picturesque scenery. This charming city offers a wealth of experiences, from the serene shores of Damariscotta Lake to the trails of Damariscotta Lake State Park and the educational wonders at Hidden Valley Nature Center. Located about 10 miles by car from Windsor, Jefferson is a smart choice for a memorable getaway, making it easy to relax and explore the beauty of Maine.

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    A lighthouse on a rocky pier extending into the ocean.

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    South China

    Travelers seeking a family-friendly retreat will find South China, Maine, to be an ideal base for their vacation, featuring stunning outdoor scenery and a range of recreational activities. Enjoy memorable moments at nearby attractions like the serene lake, the expansive national state park, and the inviting beach, perfect for summer visits from June to August. South China is conveniently located about 6 miles from Windsor, making it a smart choice for your stay.

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    Windsor Hotel Deals

    Hampton Inn Augusta

    A reception desk with a "Welcome to the Lobster State" sign, a wooden panel design, and a "Hilton" logo.
    • Address: 388 Western Ave, Augusta, ME, 04330, US
    • Location: 11.7 mi from Windsor
    • Star rating: 2.5/5
    • Guest rating: 9.4/10 (Exceptional, 866 reviews)
    • Price: $122 nightly, $132 total, Nov 22 - Nov 23, Total with taxes and fees
    • Review: Easy to get around, close to the grocery store, and close to a gas station. Perfect place for us to visit family. Breakfast was good.

    Maine Evergreen Hotel, an Ascend Collection Hotel

    A hotel entrance with a prominent logo, a covered walkway, and a parking lot with marked spaces.
    • Address: 65 Whitten Rd, Augusta, ME, 04330, US
    • Location: 11.5 mi from Windsor
    • Star rating: 2.5/5
    • Guest rating: 9.4/10 (Exceptional, 1000 reviews)
    • Price: $140 nightly, $153 total, Nov 26 - Nov 27, Total with taxes and fees

    Days Inn by Wyndham Augusta

    A hotel room with a bed, a desk, a television, a painting, and a lamp.
    • Address: 18 Edison Dr., Augusta, ME, 04330, US
    • Location: 11.7 mi from Windsor
    • Star rating: 2/5
    • Guest rating: 6.2/10 (1001 reviews)
    • Price: $89 nightly, $97 total, Nov 17 - Nov 18, Total with taxes and fees
    • Review: There’s no elevator or luggage carts nor luggage stands in rooms. You have to searching for the breakfast so I never got it.

    Clary Lake Bed and Breakfast

    A wooden cabin surrounded by snow-covered trees and a clear path leading to it.
    • Address: 777 Gardiner Rd, Jefferson, ME, 04348, US
    • Location: 7.3 mi from Windsor
    • Star rating: 3/5
    • Guest rating: 9.8/10 (Exceptional, 122 reviews)
    • Price: $120 nightly, $131 total, Dec 2 - Dec 3, Total with taxes and fees
    • Review: What a stunning property, and this time of year felt extra special with the fall foliage on full display. The breakfast was delicious and hearty and not what you typically expect when you hear "continental". This place is ideal for those looking for peace and quiet and privacy away from it all.

    Senator Inn & Spa

    An indoor swimming pool with clear blue water, surrounded by white columns and large windows.
    • Address: 284 Western Ave, Augusta, ME, 04330, US
    • Location: 11.1 mi from Windsor
    • Star rating: 3/5
    • Guest rating: 8/10 (Very good, 1000 reviews)
    • Price: $98 nightly, $107 total, Dec 6 - Dec 7, Total with taxes and fees
    • Review: Overall, a good stay. The heat in the room was too much and no amount of fiddling with the settings could cool the room. Staff tried but was unable to help rectify. Recommended opening a window; though they were painted shut. I opened the door, which helped. The spa and workout room were well appointed and maintained. The property is well located.

    Best Western Plus Augusta Civic Center Inn

    A restaurant setting with round tables, chairs, and empty wine glasses.
    • Address: 110 Community Drive, Augusta, ME, 04330, US
    • Location: 10.9 mi from Windsor
    • Star rating: 2.5/5
    • Guest rating: 7.8/10 (Good, 1001 reviews)
    • Price: $128 nightly, $139 total, Nov 21 - Nov 22, Total with taxes and fees
    • Review: All good

    Super 8 by Wyndham Augusta

    A hotel room with two beds, a nightstand, a lamp, and two framed pictures on the wall.
    • Address: 395 Western Ave, Augusta, ME, 04330, US
    • Location: 11.7 mi from Windsor
    • Star rating: 2/5
    • Guest rating: 7.4/10 (Good, 1000 reviews)
    • Price: $99 nightly, $108 total, Nov 22 - Nov 23, Total with taxes and fees

    Comfort Inn Augusta

    A Comfort Inn hotel with a covered entrance, multiple windows, and a brick facade.
    • Address: 281 Civic Center Dr, Augusta, ME, 04330, US
    • Location: 11 mi from Windsor
    • Star rating: 2.5/5
    • Guest rating: 7.8/10 (Good, 863 reviews)
    • Price: $127 nightly, $138 total, Dec 5 - Dec 6, Total with taxes and fees

    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.

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    Frequently Asked Questions

    What's included in a Windsor vacation package?

    A Windsor vacation package lets you combine round-trip flights, a hotel stay, and a rental car. This makes it easy to explore the area's natural beauty, with flights typically arriving at Portland International Jetport (PWM).


    Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

    How can I save money on a Windsor vacation package?

    When you bundle, you can save up to 30%*. To save money on a Windsor package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

    What are the top things to do in Windsor?

    A Windsor vacation offers a chance to explore nature and enjoy outdoor activities:


    Browse and book things to do in Windsor on Expedia.

    Do you need to rent a car in Windsor, or is public transport enough?

    For a Windsor vacation package, renting a car is generally recommended to fully explore the area. As an outdoor and nature destination outside a city, Windsor's attractions are spread out, and a car provides the most flexibility to reach places like Damariscotta Lake or the Kennebec River. Having your own vehicle is ideal for day trips and accessing various outdoor activities. When booking Windsor vacation packages with flights, consider adding a rental car for convenient travel from airports like Portland International Jetport (PWM) or Bangor International Airport (BGR).

    Can I change or cancel my Windsor vacation package if my plans change?

    Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

    Do One Key members get extra savings when booking Windsor vacation packages?

    Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

    Does Expedia offer Book Now, Pay Later Windsor vacation packages?

    Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Windsor vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

    How do I find last-minute vacation packages to Windsor?

    To find last-minute vacation packages to Windsor, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

    How does free cancellation work on Windsor vacation packages?

    Free cancellation on a Windsor vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

    Is it cheaper to book a Windsor vacation as a package or separately?

    Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Windsor getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

    Why should I book my Windsor vacation package with Expedia?

    Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

    Explore a world of travel with Expedia

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