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.
Cambria Hotel New Haven University Area
West River
Price was CA $953, price is now CA $854 per person
CA $854
per person
Apr 16 - Apr 20
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to New Haven (HVN)
8.8/10 Excellent! (966 reviews)
Room matched pictures. Front desk people were excey
Reviewed on Jan 21, 2026
Clarion Inn
Price was CA $868, price is now CA $782 per person
CA $782
per person
Apr 16 - Apr 20
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to New Haven (HVN)
7.6/10 Good! (1,002 reviews)
Not very clean, there was a towel and other miscellaneous things under one of the beds. It was advertised as 2 queens and it was really 2 full size mattresses. Staff was friendly otherwise
Reviewed on Feb 1, 2026
Comfort Inn Naugatuck-Shelton, CT
Price was CA $914, price is now CA $852 per person
CA $852
per person
Apr 16 - Apr 20
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to New Haven (HVN)
7.8/10 Good! (729 reviews)
Everything was great and the price matched. I am a nurse and had to stay through the storm.
Reviewed on Jan 28, 2026
New Haven Hotel
Downtown New Haven
Price was CA $1,030, price is now CA $969 per person
CA $969
per person
Apr 16 - Apr 20
found 19 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to New Haven (HVN)
9/10 Wonderful! (1,874 reviews)
Excellent desk staff. Clean and quite room. Good location.
Reviewed on Feb 4, 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 $145 per night from Feb 16 to Feb 17
CA $145
CA $166 total
Feb 16 - Feb 17
includes taxes & fees
8.8/10 Excellent! (89 reviews)
Super clean, clean and minimalist aesthetic (nice). Very friendly cleaning staff and very accommodating. I liked the little free breakfast they have. It's very convenient. Free coffeeAll day long, but it's pretty good. There's quite a few choices from boiled eggs to fresh fruit and cereal and different ...
Reviewed on Feb 3, 2026
Red Roof Inn PLUS+ & Suites Guilford
2300 Boston Post Rd Guilford CT
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Feb 9 to Feb 10
CA $137
CA $157 total
Feb 9 - Feb 10
includes taxes & fees
7/10 Good! (433 reviews)
Very clean
Reviewed on Dec 8, 2025
New Haven Hotel
229 George Street New Haven CT
Fully refundable
The price is CA $245 per night from Feb 13 to Feb 14
CA $245
CA $282 total
Feb 13 - Feb 14
includes taxes & fees
9/10 Wonderful! (2,016 reviews)
Excellent desk staff. Clean and quite room. Good location.
Reviewed on Feb 4, 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.
