Default HTG hotel image

Cheap Hotels & Resorts in Winchester from AU$171

  • 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 availability on Winchester Cheap Hotels

Tonight
10 Aug - 11 Aug
Tomorrow
11 Aug - 12 Aug
This weekend
14 Aug - 16 Aug
Next weekend
21 Aug - 23 Aug

Our top choices for Winchester cheap hotels

1. Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
Torrington
United States
Graeme
AU$172
includes taxes & fees
31 Aug - 1 Sept
Days Inn by Wyndham Torrington

2. Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
East Canaan
United States
Kay
AU$171
includes taxes & fees
11 Aug - 12 Aug
Locust Tree Bed and Breakfast LLC

3. Blackberry River Inn

Blackberry River Inn
Norfolk
United States
Leslie
AU$291
includes taxes & fees
13 Aug - 14 Aug
Blackberry River Inn

4. Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
Torrington
United States
Carol
AU$205
includes taxes & fees
16 Aug - 17 Aug
Americas Best Value Inn Torrington CT

5. Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
Granby
United States
Valerie
AU$220
includes taxes & fees
11 Aug - 12 Aug
Truman Gillet House Bed & Breakfast

6. Manor House Inn

Manor House Inn
Norfolk
United States
Kevin
AU$496
includes taxes & fees
31 Aug - 1 Sept
Manor House Inn

7. The Abner Hotel

The Abner Hotel
Litchfield Historic District
United States
Steven
AU$309
includes taxes & fees
31 Aug - 1 Sept
The Abner Hotel

8. Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
Avon
United States
Laura
AU$233
includes taxes & fees
16 Aug - 17 Aug
Residence Inn by Marriott Hartford Avon

9. Simsbury 1820 House

Simsbury 1820 House
Simsbury Center
United States
Nazli
AU$277
includes taxes & fees
16 Aug - 17 Aug
Simsbury 1820 House

10. Sunny Peace Homestay

Sunny Peace Homestay
Harwinton
United States
Dean
AU$294
includes taxes & fees
11 Aug - 12 Aug
Sunny Peace Homestay
View all properties

Find out more about Winchester

Discover cheap things to do in Winchester

Winchester, Connecticut, offers a charming escape for budget-conscious travellers eager to explore its natural beauty and quaint atmosphere. Start your adventure at the scenic Lake Winchester, where you can enjoy a leisurely stroll along the shore or even a picnic with the family—perfect for a day of relaxation without spending a dime. Next, visit the historic Winchester Center, where you’ll find a delightful collection of antique shops and local boutiques, perfect for window shopping or finding unique gifts at affordable prices. For outdoor enthusiasts, the nearby Burr Pond State Park offers free hiking trails with stunning views, ideal for a family outing or a peaceful day in nature. Don’t miss out on the local dining scene—head to the family-friendly restaurant, The Greenhouse Café, where you can savour hearty meals without breaking the bank. For a comfortable stay, consider the area around Route 44, where you can find budget-friendly hotels that offer convenience and easy access to these attractions, making it a breeze to explore the best of Winchester while enjoying attentive service that caters to your family's needs.

Top Winchester Hotel Reviews

Avon Old Farms Hotel

Avon Old Farms Hotel

10/10 Excellent
"Beautiful property with on-point branding and a great breakfast. Staff was friendly and very helpful."
andrew 2-night trip
Posted 4 hours ago
Avon Old Farms Hotel
Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington

10/10 Excellent
"The receptionist was very friendly and the room was clean and comfortable."
Audrey 1-night trip
Posted 14 hours ago
Days Inn by Wyndham Torrington

Frequently asked questions

What is Winchester like for travellers on a budget?
Discover cheap places to stay in Winchester on Expedia.com and plan a getaway that matches your budget. You can browse a wide range of hotels and other accommodation options with Member Prices to find great deals and earn rewards. With our site's handy page filters, you can search by your price range, or by popular amenities like free breakfast and a swimming pool. If you're hoping for reasonable options around local sights, such as Highland Lake or Burr Pond State Park, try out the location filters to narrow down your search. As you browse, use the heart button to keep track of your favourites so that you can come back to them when you're ready to book. Interested in a car or a flight too? Take a look at the holiday packages available under Bundle and Save and discover huge discounts by arranging transport at the same time.
When is the best time for a budget trip to Winchester?
Weather will likely play an important role when you plan your trip to Winchester, but bear in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -1°C. The snowiest months in Winchester are January, February, March and April, with each month seeing an average of 15 cm of snowfall.
What is there to see and do in Winchester?
You don't have to spend a fortune to take advantage of things to see and do in Winchester. You can budget for the local attractions that interest you most, and then fill your itinerary with sights that cost little or nothing at all. Enjoy the local natural beauty at Highland Lake and Walker Field, or check out the area's cultural spots like Winchester Historical Society.
How can I get to Winchester and get around on a budget?
Scoping out the transportation options in Winchester is a smart way to keep your trip affordable. The nearest airport is 21.9 mi (35.2 km) away from the centre in Hartford, CT (BDL-Bradley Intl.). However, if that doesn't suit your budget, you can book a flight to Westfield, MA (BAF-Barnes Municipal), located 25.8 mi (41.5 km) away. Winchester might not have very many public transport choices so renting a car could be a reasonable alternative to see the area.

Explore a world of travel with Expedia