Find hotels near Highland Lake, Winsted from ￥17,600

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Highland Lake hotels

Library
Blackberry River Inn

Blackberry River Inn

Blackberry River Inn
3.0 star property
17.1 km from Highland Lake
9.4 out of 10, Exceptional, (166)
"Courteous welcoming staff, amazing breakfast, and restful stay, highly recommend."
United States
Paulina
The price is ￥25,733
￥29,593 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Blackberry River Inn
Terrace/patio
The Abner Hotel

The Abner Hotel

The Abner Hotel
3.0 star property
18.8 km from Highland Lake
9.2 out of 10, Wonderful, (47)
"Clean room great staff"
United States
Patricia
The price is ￥34,023
￥39,127 total
includes taxes & fees
Jan 19 - Jan 20, 2026
The Abner Hotel
Lobby sitting area
The Litchfield Inn

The Litchfield Inn

The Litchfield Inn
4.0 star property
20.8 km from Highland Lake
9.0 out of 10, Wonderful, (963)
"A delightful stay from beginning to end - clean, bright, beautiful in a lovely are of the state. "
United States
Lori
The price is ￥45,487
￥52,310 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Litchfield Inn
Desk, free cribs/infant beds, rollaway beds, free WiFi
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
10.5 km from Highland Lake
7.4 out of 10, Good, (1001)
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is ￥15,305
￥17,600 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Days Inn by Wyndham Torrington
Premium bedding, down comforters, Select Comfort beds, in-room safe
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
8.6 km from Highland Lake
5.6 out of 10, (783)
"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."
United States
Laurel
The price is ￥15,969
￥18,364 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Americas Best Value Inn Torrington CT
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.
View all properties

Top Highland Lake Hotel Reviews

Simsbury 1820 House

Simsbury 1820 House

10/10 Excellent
"Always enjoy our stay!"
Gary 5-night trip
Posted 2 days ago
Simsbury 1820 House

Hotels near other Highland Lake attractions

Platt Hill State Park

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

The Marina at Highland Lake

Explore the waterfront in Winchester with a trip to The Marina at Highland Lake.
See properties

Frequently asked questions

What's the area like around Highland Lake?
Highland Lake is located in Winchester. You'll find 25 hotels and other accommodations within a few miles for a convenient home base.
Where is the best place to stay near Highland Lake?
Residence Inn by Marriott Hartford Avon is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and free parking. You'll find it 14.7 mi (23.7 km) from Highland Lake. Other good options around the area include Simsbury 1820 House and Avon Old Farms Hotel.
How many hotels are there close to Highland Lake?
Expedia has 25 hotels and other accommodations a few miles from Highland Lake.
If I need to cancel the hotel reservation for my stay near Highland Lake, will I receive a refund?
Yes! You'll find that most hotel bookings are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and be given a refund within a 24-hour period of booking. Enter your dates, click on "Search", then use the "fully refundable" filter to review the best deals near Highland Lake.
Where can I learn more about changing or cancelling my trip in the area near Highland Lake?
To find more details about updating your stay near Highland Lake or cancelling it, head over to our customer service page.
What can I see and do near Highland Lake?
Local parks like Walker Field, Rowley Fields, and Brodie Park are peaceful spots to stop and take in some fresh air. A trip to Ledgebrook Plaza and Ames Plaza Shopping Center might be just the ticket for souvenir shopping. If you're looking for something to do, plan a visit to Laurel Lanes, Platt Hill State Park, and The Marina at Highland Lake while you're in the area.