Winsted Holidays from £1,022

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to £335 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Packages with flights are ATOL protected

Your Winsted Holiday

The easiest way to experience this vibrant city is with a customised Winsted holiday package. Stay in the neighbourhood of New Hartford, which is great for nature, history and skiing or choose someplace else — our package deals are all about you. If your trip to Winsted includes a little sightseeing, drop by major attractions such as Highland Lake, Jerram Winery and Laurel Lanes. Whoever you're going away with and whatever you plan to spend, your ultimate Winsted holiday is just clicks away with Expedia.

Top Winsted Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New Haven (HVN)
8.8/10 Excellent! (1,052 reviews)
I see lot of bugs in the room

Reviewed on 2 Aug 2025

Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New Haven (HVN)
9/10 Wonderful! (1,004 reviews)
Always enjoy staying at this property as it close to the freeway and have in close proximity to restaurants.

Reviewed on 5 Aug 2025

Residence Inn by Marriott Southington

Residence Inn by Marriott Southington

3 out of 5
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New Haven (HVN)
8.6/10 Excellent! (555 reviews)
The property is dated, but acceptable. Our room was adjacent to some mechanical advice that sounded like a cross between a how flying helicopter and a train (seriously, I checked for both) that turned off and on all night.

Reviewed on 5 Aug 2025

Water's Edge Resort & Spa

Water's Edge Resort & Spa

3.5 out of 5
Westbrook Center
per person
24 Oct - 29 Oct
found 1 day ago
Return flight included
London (LON) to New Haven (HVN)
8.8/10 Excellent! (1,008 reviews)
Beautiful beach front property with a private beach, beachfront pool and indoor pool for raining days plus a hot tub! The terraced grounds are beautifully planted, and they have excellent service!

Reviewed on 6 Aug 2025

HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor

3 out of 5
per person
11 Oct - 18 Oct
found 1 day ago
Return direct flight included
Edinburgh (EDI) to New Haven (HVN)
9/10 Wonderful! (1,003 reviews)
Spacious and clean. Staff was kind.

Reviewed on 3 Aug 2025

Winsted Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Population
7,700
Max Temp Winter
-1.11ºC
Max Temp Summer
27ºC
Top Sights
Connecticut Valley Winery, Winchester Historical Society and Jerram Winery

Top hotels in Winsted

Holiday Inn Express & Suites Bradley Airport by IHG

Holiday Inn Express & Suites Bradley Airport by IHG

2.5 out of 5
600 Spring St, Windsor Locks, CT
Fully refundable
The price is £102 per night from 18 Aug to 19 Aug
£102
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (1,106 reviews)
Basketball HOF
"Because of the rain cable was in and out and telephone didn’t work in the room."

Reviewed on 3 Aug 2025

Holiday Inn Express & Suites Bradley Airport by IHG
DoubleTree by Hilton Hartford - Bradley Airport

DoubleTree by Hilton Hartford - Bradley Airport

4 out of 5
16 Ella T. Grasso Turnpike, Windsor Locks, CT
Fully refundableReserve now, pay when you stay
The price is £116 per night from 15 Aug to 16 Aug
£116
15 Aug - 16 Aug
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"Great customer service!"

Reviewed on 2 Aug 2025

DoubleTree by Hilton Hartford - Bradley Airport
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave, Farmington, CT
Fully refundableReserve now, pay when you stay
The price is £104 per night from 18 Aug to 19 Aug
£104
18 Aug - 19 Aug
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"all was excellent"

Reviewed on 6 Aug 2025

The Farmington Inn & Suites
See all 805 properties in Winsted
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Winsted travel package cost?
Cross off another part of the world with our Winsted travel packages, which start from a low £1,022. Pick the flights and hotels that match your travel style. Then, add on a couple of experiences or tours to round off your unique escape.
If I'm not able to travel, can I cancel my Winsted travel package?
If your holiday plans in Winsted have been upended, it's comforting to know that it's possible to cancel your booking. If you made your booking within the last 24 hours, you may be able to get a refund. If your booking was made more than 24 hours ago, your hotel, airline or car rental company may charge fees. For more information, check our Customer Service Portal.
How do I get a cheap travel package to Winsted?
You'll save tons of cash if you combine your flights, car rentals and hotels into a Winsted travel package. Sometimes cheap means fewer options. But not with Expedia. We offer more than 550 air carriers and 1,000,000 properties globally, so you'll always have plenty of variety to choose from. Eager to save even more? Add some interesting activities to your package deal to unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Winsted holidays?
Expedia has teamed up with online lender Klarna to make booking your next getaway a bit easier on the wallet. Paying by instalment means you can spread the costs of your next adventure, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find one that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's monthly instalment plans. If paying just a little each month works for you, choose this option at checkout.
  • Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: Clicking on the "book now" button is easier with this payment plan. Put down a small deposit on your booking and then start working on your travel itinerary.

Where should I stay in Winsted?
With popular attractions such as Winchester Historical Society and Laurel Lanes in this neighbourhood, see if you can find a hotel near either one. Highland Lake is another Winsted hot spot that people flock to.
What are the top hotels in Winsted?
Get your holiday off to a good start by staying at The Litchfield Inn. It's one of most popular hotels in Winsted. Another cosy option is Americas Best Value Inn Torrington CT.
How far in advance should I book my Winsted holiday?
Reserving your flight early with Expedia means one less thing to have to worry about. Most carriers display prices up to 12 months prior to departure dates. This is usually the cheapest time to book. If circumstances have left you booking late, great deals to Winsted sometimes become available a few weeks before departure.
What does an Expedia Winsted travel package include?
Hotels, flights and rental cars — we have them well covered. With Expedia, you can shape your Winsted package the way you want. All you have to do is decide what you need. Once you've made your booking, you can add on extras like experiences and activities. The more you bundle, the greater your savings!
What should I know before booking a Winsted travel package?
Whether it's relaxation or adventure you're after, a Winsted travel package lets you organise your escape your way. Plus, you'll get access to great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Winsted Expedia travel package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Just select your favourite carrier and put together your ideal Winsted escape.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.