Highland Lake

Popular places to visit

Platt Hill State Park

You can take time to visit Platt Hill State Park during your travels to Winchester.

Platt Hill State Park

Winchester Historical Society

You can spend an afternoon exploring the galleries in Winchester Historical Society during your trip to Winchester. Take in the live music in this relaxing area.

Winchester Historical Society

Laurel Lanes

You can enjoy the entertainment at Laurel Lanes during your trip to Winchester. Take in the live music in this relaxing area.

Laurel Lanes

Walker Field

Explore the great outdoors at Walker Field, a lovely green space in Winchester.

Walker Field

Rowley Fields

Explore the great outdoors at Rowley Fields, a lovely green space in Winchester.

Rowley Fields

Northwestern Connecticut Community College Library

After visiting Northwestern Connecticut Community College Library, make a plan to see the other sights and activities in Winchester.

Northwestern Connecticut Community College Library

Top Hotel Deals

Simsbury 1820 House

Simsbury 1820 House

4 out of 5
731 Hopmeadow St, Simsbury, CT
Simsbury 1820 House
Avon Old Farms Hotel

Avon Old Farms Hotel

3.5 out of 5
279 Avon Mountain Rd, Avon, CT
Avon Old Farms Hotel
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave, Farmington, CT
The Farmington Inn & Suites
Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington

3 out of 5
2 Farm Glen Blvd, Farmington, CT
Homewood Suites by Hilton Hartford-Farmington
Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington

2.5 out of 5
301 Colt Hwy, Farmington, CT
Hampton Inn & Suites Hartford/Farmington
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
The Capitol Hotel
DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut

4 out of 5
42 Century Dr, Bristol, CT
DoubleTree by Hilton Hotel Bristol, Connecticut
Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol

3 out of 5
90 CENTURY DRIVE, Bristol, CT
Home2 Suites by Hilton Bristol
Delamar West Hartford

Delamar West Hartford

4 out of 5
1 Memorial Road, West Hartford, CT
Delamar West Hartford
See all 1,823 properties in Highland Lake
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.