Cheap Hotels & Resorts in Winchester from AU$130

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Check availability on Winchester Cheap Hotels

Our top choices for Winchester cheap hotels

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1004)
"Clean comfortable room,great parking and local shopping "
United States
Julie
The price is AU$161
includes taxes & fees
21 Dec - 22 Dec
Days Inn by Wyndham Torrington

Fairfield Inn & Suites by Marriott Plainville

Fairfield Inn & Suites by Marriott Plainville
2.5 star property
Plainville
8.6 out of 10, Excellent, (911)
"Great place stayed several times."
United States
Marlene D
The price is AU$166
includes taxes & fees
22 Dec - 23 Dec
Fairfield Inn & Suites by Marriott Plainville

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (413)
"Great breakfast! Had a wonderful stay!"
United States
Michelle
The price is AU$182
includes taxes & fees
15 Jan - 16 Jan 2026
Locust Tree Bed and Breakfast LLC

Hampton Inn & Suites Hartford/Farmington

Hampton Inn & Suites Hartford/Farmington
2.5 star property
Farmington
8.8 out of 10, Excellent, (1003)
"Professional very clean and good breakfast "
United States
Piotr
The price is AU$212
includes taxes & fees
1 Jan - 2 Jan 2026
Hampton Inn & Suites Hartford/Farmington

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very good, (1002)
"The young woman who greeted my daughter and I was very sweet and kind. The room was clean and the beds very comfortable. Would definitely stay here again!"
United States
Lisa
The price is AU$198
includes taxes & fees
21 Dec - 22 Dec
Homewood Suites by Hilton Hartford-Farmington

The Farmington Inn & Suites

The Farmington Inn & Suites
3.0 star property
Farmington
8.8 out of 10, Excellent, (1000)
"Staff was very friendly and helpful. Rooms are lovely, good breakfast, beds are so comfortable. Always happy to stay here."
United States
Erin
The price is AU$179
includes taxes & fees
29 Dec - 30 Dec
The Farmington Inn & Suites

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1000)
"Clean room with a good bed, good shower and an excellent TV "
United States
Lester
The price is AU$130
includes taxes & fees
28 Dec - 29 Dec
Extended Stay America Suites Hartford Farmington

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very good, (1001)
"Very nice place to stay"
United States
Alvero
The price is AU$205
includes taxes & fees
28 Dec - 29 Dec
Avon Old Farms Hotel

Residence Inn by Marriott Hartford Avon

Residence Inn by Marriott Hartford Avon
3.0 star property
Avon
8.8 out of 10, Excellent, (411)
"Good hotel but expensive "
United States
Christopher
The price is AU$205
includes taxes & fees
23 Dec - 24 Dec
Residence Inn by Marriott Hartford Avon

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (102)
"Pleasant hosts, quiet area, big soaking sub, we enjoyed our stay."
United States
michelle
The price is AU$234
includes taxes & fees
21 Dec - 22 Dec
Truman Gillet House Bed & Breakfast
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.

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

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 The Marina at Highland Lake, 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.

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