
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.

Graduate by Hilton New Haven
Downtown New Haven
per person
Aug 22 - Aug 24
found 1 day ago
Roundtrip flight included
Montreal (YUL) to New Haven (HVN)
9.2/10 Wonderful! (824 reviews)
The staff is very hospitable. She let me check in early and helped us with luggages as the elevator was out of order for a while. I really like the library set up so I was able to focus on working for a long while as my husband needs to use the desk in the room. The location is the best. I wish they had free bottled water in the room. The cafe in the lobby is very nice.
Reviewed on Jul. 6, 2025




The Captain Stannard
Westbrook Center
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to New Haven (HVN)
9.6/10 Exceptional! (227 reviews)
Very nice place and the owners are super people and treat their customers very well!
I loved it here and would definitely stay here again!
Reviewed on Jun. 2, 2025
Guilford Hotel Deals

Spark by Hilton Guilford
300 Boston Post Rd, Guilford, CT
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Jul 14 to Jul 15
CA $195
CA $225 total
Jul 14 - Jul 15
includes taxes & fees
8.6/10 Excellent! (4 reviews)
"I wished you had some hair conditioner."
Reviewed on Jun. 4, 2025

New Haven Hotel
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Jul 21 to Jul 22
CA $165
CA $190 total
Jul 21 - Jul 22
includes taxes & fees
8.8/10 Excellent! (1,627 reviews)
"The property was very nice with great customer service.We stayed on a Friday night and we could hear the music from the night club behind the hotel late into the night. Other than that I have no complaints about the property."
Reviewed on Jul. 3, 2025

Clarion Inn
201 Washington Avenue, North Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $138 per night from Aug 3 to Aug 4
CA $138
CA $158 total
Aug 3 - Aug 4
includes taxes & fees
7.4/10 Good! (1,006 reviews)
"N/A"
Reviewed on Jul. 4, 2025
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.