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 1 day 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 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to New Haven (HVN)
7.6/10 Good! (1,002 reviews)
The side entrance was not secured at anytime - no key needed for entry.
Restaurant was cold and not well staffed.
There was very limited housekeeping services.
Reviewed on Feb 9, 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 1 day 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
Guilford Hotel Deals
Spark by Hilton Guilford
300 Boston Post Rd Guilford CT
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Feb 18 to Feb 19
CA $147
CA $169 total
Feb 18 - Feb 19
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 10 to Feb 11
CA $137
CA $157 total
Feb 10 - Feb 11
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 $156 per night from Feb 15 to Feb 16
CA $156
CA $179 total
Feb 15 - Feb 16
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.
