Winsted, CT

Travel Guide

A tranquil lake with a stone tower, surrounded by autumn-colored trees and a clear sky.
A brick building with green shutters, a white door, and a brick entrance.
A tractor with large tires and a red frame, parked next to a birch tree in a forested area with autumn-colored foliage.
Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR

Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR

Winchester CT
Stay at this vacation home in Winsted. Enjoy free WiFi, a fitness center, and a garden. Popular attractions The Marina at Highland Lake and Winchester Historical ...
Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave Farmington CT
$144 nightly
The price is $166 total per night from Jul 26 to Jul 27
$166 total
Jul 26 - Jul 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Farmington. Enjoy free breakfast, room service, and a health club. Our guests praise the helpful staff and the ...
The Farmington Inn & Suites
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
279 Avon Mountain Rd Avon CT
$223 nightly
The price is $256 total per night from Aug 13 to Aug 14
$256 total
Aug 13 - Aug 14
Total with taxes and fees
Book a stay at this family-friendly hotel in Avon. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,002 reviews)
"The free breakfast was a good way to start my day. Did not spend much time on the grounds. One afternoon I used the pool along with of my relatives that I had been visiting. We also ate dinner in the restaurant that night. Perfect afternoon and evening. Wait staff was great. What I will have to say ..."

Reviewed on Jul 17, 2026

Avon Old Farms Hotel
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.
Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR

Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR

Winchester CT
Stay at this vacation home in Winsted. Enjoy free WiFi, a fitness center, and a garden. Popular attractions The Marina at Highland Lake and Winchester Historical ...
Family-Friendly Highland Lake Waterfront w/ Private Dock & Shallow Walk-In — 5BR
Private Island - Largest Fresh Water Reservoir in Mass

Private Island - Largest Fresh Water Reservoir in Mass

Otis MA
Stay at this cottage in Otis. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Larkum Pond and Otis Reservoir are located nearby.
8.6/10 Excellent! (9 reviews)
"Location was wonderful, panoramic lake view.Glassed in porch was the primo spot to just relax and chill. Main bedroom and living room were good size. Kitchen was well appointed except for one staple item, no microwave! Second bedroom and bathroom are very small. You’ll want to bring your own linens, ..."

Reviewed on Oct 14, 2025

Private Island - Largest Fresh Water Reservoir in Mass
Charming 1870 cape cottage in Litchfield

Charming 1870 cape cottage in Litchfield

Litchfield CT
Stay at this vacation home in Litchfield. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions White Memorial Conservation Center and Bantam ...
10/10 Exceptional! (72 reviews)
"The cottage is lovely and comfortable . It is nicely furnished and well air conditioned. The bathroom is beautiful . The cottage has a fabulous attic/loft that is ideal for children. The stone pool is beautiful and a delight for swimming and relaxing . The owner Jeff was welcoming and flexible to ..."

Reviewed on Jul 6, 2026

Charming 1870 cape cottage in Litchfield
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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