Guilford Vacation Packages
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Your Guilford Vacation
With all the details organized before you take off, our Guilford vacation packages mean you can focus more on enjoying your getaway. No matter if you're based in the neighborhood of Madison Center, which is good for golfing, or somewhere else, this fun city promises an array of discoveries. If taking in sights is part of the plan during your trip to Guilford, swing by top attractions like Bill Miller’s Castle, Bishops Orchard and Winery and Guilford Art Center. A couple of clicks is all it takes to put together your ideal Guilford vacation on Expedia.
Top Guilford Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Liberty Inn
Price was CA $755, price is now CA $682 per person
CA $682
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
7.6/10 Good! (642 reviews)
The owners are very nice and helpful. The room was clean, the sheets and towels are good quality and were clean as well. There were more than enough pillows and blankets. There is a small table and 2 chairs to sit and look out the window. The bathroom is good size. The water pressure is good, with plenty of hot water. The floor is tiled, so it is very cold on bare feet. There is no breakfast, but they will get you bottled water if you ask. The parking is well lit. You can hear the traffic from the highway, especially the trucks. I like the sound. If sound bothers you, you, may want to bring ear plugs. Overall, this is a wonderful place to stay. I have been coming here for years.
Reviewed on Apr 7, 2026
Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
Price was CA $973, price is now CA $744 per person
CA $744
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
8/10 Very Good! (1,007 reviews)
Great place to stay on the shoreline. Privately owned so you.are supporting local businesses!
Reviewed on Apr 10, 2026
Guilford Hotel Deals
Spark by Hilton Guilford
300 Boston Post Rd Guilford CT
Fully refundableReserve now, pay when you stay
The price is CA $131 per night from Apr 26 to Apr 27
CA $131
CA $151 total
Apr 26 - Apr 27
includes taxes & fees
8.8/10 Excellent! (112 reviews)
Breakfast options were varied and parking was easy and plentiful. Door to the outside at the end of the hall (1st floor) was loud though.
Reviewed on Apr 12, 2026
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from May 3 to May 4
CA $163
CA $188 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (2,085 reviews)
The location was excellent and all things Yale were in walking distance. However on Friday and Saturday nights there is a very loud nightclub blasting music until 2:00 am.
Reviewed on Apr 17, 2026
Motel 6 Milford, CT
111 Schoolhouse Road Milford CT
Fully refundableReserve now, pay when you stay
The price is CA $85 per night from Apr 30 to May 1
CA $85
CA $97 total
Apr 30 - May 1
includes taxes & fees
6.4/10 (1,005 reviews)
Great location
Reviewed on Apr 16, 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.
