
Cheshire Historic District Vacation Packages
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Your Cheshire Historic District Vacation
When you organize a vacation package to Cheshire Historic District, you can relax and enjoy your escape knowing that all your travel plans are under control. Uncover the wonders of this amazing city while based in a neighborhood like Prospect Hill, which is good for history. If a sightseeing tour is on the to-do list during your trip to Cheshire Historic District, look around leading attractions like Cheshire Golf Course, Cheshire Hollow Farm and Barker Character, Comic and Cartoon Museum. Don't delay your visit to this city any longer. Your dream Cheshire Historic District vacation is a couple of clicks away with Expedia.
Top Cheshire Historic District Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Super 8 by Wyndham Old Saybrook
Price was CA $816, price is now CA $737 per person
CA $737
per person
Jul 30 - Aug 3
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7/10 Good! (925 reviews)
The office was not open when we got there had to keep ringing the buzzer when we left in the morning there was no one in the office.
Reviewed on Jun 14, 2026




Quality Inn Old Saybrook - Westbrook
Price was CA $911, price is now CA $911 per person
CA $911
per person
Jul 30 - Aug 3
found 13 hours ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7.8/10 Good! (1,010 reviews)
The room was very clean and quiet. The interior was modern and very well laid out. The breakfast was very good.
Reviewed on Jun 8, 2026
Cheshire Historic District Hotel Deals

New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Jul 5 to Jul 6
CA $167
CA $193 total
Jul 5 - Jul 6
includes taxes & fees
9.2/10 Wonderful! (2,191 reviews)
"Our stay was just fine. Checking in was quick. Parking is convenient, with added charge. Room was clean and had everything we needed."
Reviewed on Jun 22, 2026

Motel 6 New Haven - Branford, CT
320 E Main St Branford CT
Fully refundable
The price is CA $101 per night from Jun 28 to Jun 29
CA $101
CA $117 total
Jun 28 - Jun 29
includes taxes & fees
7.2/10 Good! (1,008 reviews)
"It was an ok place just to stay one night to catch a flight in the morning. Beds were not comfortable, I could feel springs poking into my back. The room appeared to be clean."
Reviewed on Jun 22, 2026

Motel 6 Wethersfield, CT - Hartford
1341 Silas Deane Hwy Wethersfield CT
Fully refundableReserve now, pay when you stay
The price is CA $105 per night from Jul 1 to Jul 2
CA $105
CA $120 total
Jul 1 - Jul 2
includes taxes & fees
7/10 Good! (1,189 reviews)
"We wanted a place to crash under $200 a night and got it. We did sleep fine. New to Motel 6, but fair warning to those who pay around $200, there was NO soap, NO shampoo, NO shower liner, NO conditioner or lotion, and NO bath towels. There were 2 large hand towels instead of bath towels. We also ..."
Reviewed on Jun 22, 2026
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.







