Winchester Holidays from £1,084

Name: Avon Old Farms Hotel
Price range: £132
Rating: 8.4

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Your Winchester Holiday

The best way to experience this unique city is with a tailor-made Winchester holiday package. Base yourself in the neighbourhood of New Hartford, which is good for nature, history and skiing or choose someplace else — our package deals are all about you. Make your trip to Winchester even more enjoyable by going sightseeing. Highland Lake, Laurel Lanes and Winchester Historical Society are some of the leading attractions you'll want to explore. Whatever your travel plans or budget, organising your ultimate tailored Winchester holiday is easy with Expedia.

Top Winchester Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.

Pier Blue Inn Old Saybrook - Essex

Saybrook Manor

£1,084

per person

11 Jul - 18 Jul

found 18 hours ago

Return flight included

London (LON) to New Haven (HVN)

8/10 Very Good! (1,006 reviews)

The negatives: the pillows had a bit of a smell (not the cases but the actual pillows); the bathroom smelled like it had been cleaned with a dirty sponge. The positives: the floor is laminate and so no icky carpet; the bed was comfortable and clean; heat/ac worked great; I felt safe there; it’s away from the noise of 95. This motel is really on par with the others in Old Saybrook. Alternatives are more expensive.

Reviewed on 24 Apr 2026

Madison Beach Hotel

Madison Center

£2,666

per person

11 Jul - 18 Jul

found 18 hours ago

Return flight included

London (LON) to New Haven (HVN)

9.4/10 Exceptional! (359 reviews)

Everything was amazing!

Reviewed on 24 Apr 2026

Saybrook Point Resort & Marina

Old Saybrook Center

£1,974

per person

11 Jul - 18 Jul

found 18 hours ago

Return flight included

London (LON) to New Haven (HVN)

9.6/10 Exceptional! (1,002 reviews)

Everything was super clean and staff was friendly and helpful.

Reviewed on 14 Apr 2026

Tower Inn And Suites Of Guilford - Madison

£1,175

per person

11 Jul - 18 Jul

found 18 hours ago

Return flight included

London (LON) to New Haven (HVN)

7.4/10 Good! (241 reviews)

The room was clean, the place could use some updates, the 1 chair next to the table had some nasty stains on the fabric

Reviewed on 2 Mar 2026

Winchester Essential Information

Language	English
Currency	U.S dollars
Closest Airport	Bradley Intl. Airport (BDL)
Max Temp Winter	-1.11ºC
Max Temp Summer	27ºC
Top Sights	Winchester Historical Society, Laurel Lanes and Platt Hill State Park

Top hotels in Winchester

The Farmington Inn & Suites

827 Farmington Ave Farmington CT

Fully refundableReserve now, pay when you stay

£127

5 May - 6 May

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

High

Reviewed on 23 Apr 2026

Delamar West Hartford

1 Memorial Road West Hartford CT

£291

25 May - 26 May

includes taxes & fees

9.8/10 Exceptional! (1,001 reviews)

Great breakfast buffet included in room rate. Beautiful hotel and great location!

Reviewed on 10 Apr 2026

Avon Old Farms Hotel

279 Avon Mountain Rd Avon CT

Fully refundableReserve now, pay when you stay

£132

3 May - 4 May

includes taxes & fees

8.4/10 Very Good! (1,000 reviews)

I mentioned to the Avon Old Farm Hotel staff that I was very disappointed with the many malfunctions, including: the desk phone had no power, the TV wasn't connected, so Netflix wasn't available. They charge me more than what was expected in my itinerary sum total was suppose to be $239. Not $280. ...

Reviewed on 16 Apr 2026

See all 697 properties in Winchester

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.

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* 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.