Search Resorts in Windsor

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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 sunset 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...
The price is SAR 139
SAR 717 total
includes taxes & fees
10 Nov - 11 Nov
Island Glamping in a Luxury Tent in Maine
Eco-Island Resort:14 Private Acres, 5 Unique Stays
1 Big Sustainable Island is 14 acres, 5 different stays, on 1400 acre Maine lake.
Eco-Island Resort:14 Private Acres, 5 Unique Stays
The price is SAR 1,645
SAR 4,339 total
includes taxes & fees
13 Nov - 14 Nov
Eco-Island Resort:14 Private Acres, 5 Unique Stays
Island Tent Overlook in Maine
Sunrise at Loon Point: A remote island glamor tent. 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)
The price is SAR 173
SAR 799 total
includes taxes & fees
6 Nov - 7 Nov
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

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, (95)
"Loved every moment of our relaxful stay. Location is centrally located for exploring the scenic Maine coast. Highly recommend this home. "
A Charming Waterfront Cottage with Touches of Elegance
Cottage on Cobbosseecontee Lake. Dates available.
Loon Cottage on Cobbossecontee Lake
Cottage on Cobbosseecontee Lake. Dates available.
10.0 out of 10, Exceptional, (158)
"Third trip to this rental. Home was clean and spot is fantastic. 2 concerns would be the amount of flies that were in the house when we arrived and the sulfur smell when we used the water. WWe did ffrom the water disappated "
Cottage on Cobbosseecontee Lake. Dates available.
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
8.0 out of 10, Very Good, (15)
"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
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 - 20.1 mi (32.4 km) from Windsor. Features free self parking. Eco-Island Resort:14 Private Acres, 5 Unique Stays - 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 Maine Veterans Memorial Cemetery 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.