93+ Hotel & Resort Deals in Windham County |
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Windham County Hotels, Resorts, and Rentals

About Windham County Vacation Rentals

There are more than 93 places to stay in Windham County that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Windham County.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Windham County, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Windham County. Places to stay near Windham County are 958.73 ft² on average, with prices averaging US $314 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Windham County with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Windham County

Type Count
Vacation Homes 44
Holiday Apartments 10
Cottages 10
Others 4
B&B 3
Cabin Rentals 3
Ski Chalet Rentals 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Windham County

★ Pro Tip: Hotala has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Windham County.

Weather in Windham County, CT

View the weather forecast for Windham County before booking your Windham County Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Windham County's Top Attractions

Hotala can help you find hotels, resorts, and rentals near many of Windham County's top attractions, neighborhoods, and points of interest.


Brooklyn Golf Course
Bradley Playhouse
Eastern Connecticut State University
Canterbury Green
Chaplin Museum
Woodstock Golf Course
Killingly Shopping Center
Skydive Danielson
Thompson International Speedway
Brooklyn Country Club
Taylor Brooke Winery
Little River Plaza Shopping Center
Old Furnace State Park
New England Center for Contemporary Art at Brooklyn
Sharpe Hill Vineyard
Brooklyn Recreation Park
Martha's Herbary
Davis Park
Squaw Rock State Park
Rotary Park
Roseland Cottage
Brooklyn Common Shopping Center
Tinkerville Brook Reserve
Harrisville Golf Course
Nathaniel Lyon Memorial Park
Nickerson Park
Moosup Pond Beach
Roseland Park Golf Course
Killingly Pond State Park
Quaddick Reservoir

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Woodstock 155 Properties
Canterbury 138 Properties
Ashford 131 Properties
Plainfield 103 Properties
Hampton 96 Properties
Hampton Hill Historic District 95 Properties
Putnam 44 Properties
South Woodstock 42 Properties
Thompson 33 Properties
Pomfret 29 Properties
Killingly 28 Properties
Danielson 24 Properties

Complexes around Windham County, CT


Corner Inn 3 Properties
Quality Inn Plainfield 3 Properties

Frequently Asked Questions About Windham County?

What are the top hotels or resorts in Windham County?

You have a lot of choices in or near Windham County. If you need a hotel in the Windham County area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Windham County:

How many hotels, resorts, or rentals are available in Windham County?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2026 is over 93 in the Windham County area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Windham County.


People Also Ask

There are 17 hotels in Windham County and 58 rentals

Recently Booked Hotels, Resorts, or Rentals in Windham County