Cheap Hotels & Resorts in Winchester from AU$127

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Our top choices for Winchester cheap hotels

Locust Tree Bed and Breakfast LLC

Locust Tree Bed and Breakfast LLC
3.0 star property
East Canaan
9.0 out of 10, Wonderful, (417 reviews)
"Clean, good breakfast, friendly staff"
United States
Debra
The price is AU$168
includes taxes & fees
9 May - 10 May
Locust Tree Bed and Breakfast LLC

Days Inn by Wyndham Torrington

Days Inn by Wyndham Torrington
2.0 star property
Torrington
7.4 out of 10, Good, (1,001 reviews)
"Parking was great, staff very helpful, and the room was really clean. "
United States
Enrisa
The price is AU$148
includes taxes & fees
5 May - 6 May
Days Inn by Wyndham Torrington

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (188 reviews)
"Staff was very rude.The owner was very rude.We'll never stay there again"
United States
Jeff
The price is AU$127
includes taxes & fees
6 May - 7 May
PLYMOUTH MOTOR LODGE

Hitching Post Country Motel

Hitching Post Country Motel
2.5 star property
Cornwall Bridge
6.6 out of 10, (83 reviews)
"Checkin was easy, room was clean and comfortable "
United States
Greg
The price is AU$208
includes taxes & fees
3 May - 4 May
Hitching Post Country Motel

Truman Gillet House Bed & Breakfast

Truman Gillet House Bed & Breakfast
3.0 star property
Granby
9.6 out of 10, Exceptional, (106 reviews)
"Room was spotless and hospitality was outstanding. Had great breakfast and was very welcoming. "
United States
Desiree
The price is AU$216
includes taxes & fees
3 May - 4 May
Truman Gillet House Bed & Breakfast

Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT
2.5 star property
Torrington
5.6 out of 10, (789 reviews)
"Very pleasant check-in experience. Spacious room, comfortable beds, clean, easy parking."
United States
Laurel
The price is AU$163
includes taxes & fees
4 May - 5 May
Americas Best Value Inn Torrington CT

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (219 reviews)
"Great place for a quick family getaway!!"
United States
Rosemary
The price is AU$216
includes taxes & fees
26 May - 27 May
Home2 Suites by Hilton Bristol

Wilder House Berkshires

Wilder House Berkshires
2.0 star property
Sheffield
9.8 out of 10, Exceptional, (46 reviews)
"Clean, cute, private, nice location. Breakfast was wonderful. Great value as well. Would definitely go back. "
United States
Kristinna
The price is AU$266
includes taxes & fees
4 May - 5 May
Wilder House Berkshires

Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington
2.5 star property
Farmington
8.0 out of 10, Very good, (1,003 reviews)
"Good coffee at breakfast. "
United States
Janet
The price is AU$184
includes taxes & fees
3 May - 4 May
Extended Stay America Suites Hartford Farmington

Blackberry River Inn

Blackberry River Inn
3.0 star property
Norfolk
9.4 out of 10, Exceptional, (176 reviews)
"Charming, quiet, clean very clean with a beautiful dining room for breakfast and very respectful service."
United States
Mara
The price is AU$221
includes taxes & fees
7 May - 8 May
Blackberry River Inn
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 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.

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