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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 3 Resorts in Windsor with updated reviews, rates, and availability.

Island Glamping in a Luxury Tent in Maine
Maine Island waterfront with an amazing view.

Island Glamping in a Luxury Tent in Maine

10.0 out of 10, Exceptional, (2)
"Our stay at Hemlock Haven, was nothing short of magical. My fiancé, Jess, and I spent three unforgettable nights immersed in nature’s beauty. We loved the peaceful ambiance, especially the crisp fall air and foggy mornings by the lake. The hammocks were a favorite spot for us to relax, read, and craft. As two chefs, we had a blast cooking over the fire and experimenting with the smoky flavors. Each evening, we cozied up to the sounds of the night, even catching a haunting chorus from coyotes (or...
Island Glamping in a Luxury Tent in Maine
Eco-Island Resort:14 Private Acres, 5 Unique Stays
1 Big Sustainable Island is 14 acres, with 5 different off-the-grid stays, on a 1400-acre Maine lake.

Eco-Island Resort:14 Private Acres, 5 Unique Stays

Eco-Island Resort:14 Private Acres, 5 Unique Stays
Island Tent Overlook in Maine
Loon Point: Glamping means just bring your clothes, food, and a taste of adventure. We've got everything else!

Island Tent Overlook in Maine

10.0 out of 10, Exceptional, (1)
Island Tent Overlook in Maine
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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Other property types in Windsor

High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell

10.0 out of 10, Exceptional, (74)
"Property was very clean. Great location between Augustus and Gardner. Will definitely be staying there again when I go back."
The price is AED 386
AED 721 total
includes taxes & fees
23 Feb - 24 Feb
High End Apartment in Downtown Hallowell
A Charming Waterfront Cottage with Touches of Elegance
This 44 foot porch runs the width of the house with panoramic views of the water

A Charming Waterfront Cottage with Touches of Elegance

10.0 out of 10, Exceptional, (99)
"We loved our stay in this beautiful home. Very comfortable, clean and so much attention to detail. The view was both serene and lovely."
A Charming Waterfront Cottage with Touches of Elegance
March Special, Ice Fishing, Dog Friendly
Outdoor entertaining

March Special, Ice Fishing, Dog Friendly

10.0 out of 10, Exceptional, (31)
"Good space for 3 adults and two kids to stay, 25 min commute to Colby college and Quarry Road trails. Couch was comfy and nice for gathering. Beds also comfy and the double bunks were helpful for our group. Plow came quickly after snowstorm. We didn’t get out on the lake due to cold but nice to have it close by. "
The price is AED 501
AED 1,054 total
includes taxes & fees
20 Feb - 21 Feb
March Special, Ice Fishing, Dog Friendly
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.

Frequently asked questions

What can I expect from a resort vacation in Windsor?
You deserve a break, and a resort is the ideal place to find all the amenities and services you need for a relaxing trip to Windsor. One of the comfortable resorts in the surrounding area might be just what you’re looking for, whether you want a luxurious suite, a state-of-the-art fitness center, or fun activities to try.
What's a top resort in Windsor?
Our highest-rated resorts around Windsor: Island Glamping in a Luxury Tent in Maine - Beach resort. 20.1 mi (32.4 km) from Windsor. Features free self parking. Eco-Island Resort:14 Private Acres, 5 Unique Stays - Beach resort. 20.1 mi (32.3 km) from Windsor. Island Tent Overlook in Maine - Beach resort. 19.8 mi (31.9 km) from Windsor. Enjoy the garden.
What can I do in Windsor?
Old Fort Western, Capitol Park, and Maine State House are a few interesting places to visit nearby. In the area, other attractions include Damariscotta Lake State Park and Damariscotta Lake.
What's the seasonal weather like in Windsor?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Windsor are January, December, March, and February, with each month seeing an average of 10 inches of snowfall.
What's the best way to get to and around Windsor?
Fly into Augusta, ME (AUG-Augusta State), which is located 10.5 mi (16.9 km) away from the heart of the city. You can also search for flights into Waterville, ME (WVL-Robert Lafleur), which is 16.2 mi (26 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.