Guilford Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Bibek Magar

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Hampton Inn Hartford/Airport

Hampton Inn Hartford/Airport

2.5 out of 5
Price was CA $824, price is now CA $796 per person
CA $796
per person
Oct 2 - Oct 5
found 8 hours ago
Roundtrip flight included
Halifax (YHZ) to New Haven (HVN)
9/10 Wonderful! (1,000 reviews)
Front desk person, professionsl, helpful

Reviewed on Aug. 20, 2025

Microtel Inn & Suites by Wyndham Uncasville Casino Area

Microtel Inn & Suites by Wyndham Uncasville Casino Area

2.5 out of 5
Price was CA $1,180, price is now CA $1,106 per person
CA $1,106
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
8.8/10 Excellent! (1,737 reviews)
Very comfortable bed. Great continental breakfast

Reviewed on Aug. 21, 2025

Ready to book your vacation to Guilford?

 

Choose your dates

Guilford Hotel Deals

Spark by Hilton Guilford

Spark by Hilton Guilford

2.5 out of 5
300 Boston Post Rd, Guilford, CT
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Aug 31 to Sep 1
CA $176
CA $203 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (21 reviews)
"Beds were very comfortable. Very quiet hotel."

Reviewed on Aug. 16, 2025

Spark by Hilton Guilford
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St, Branford, CT
Fully refundable
The price is CA $101 per night from Aug 27 to Aug 28
CA $101
CA $118 total
Aug 27 - Aug 28
includes taxes & fees
6.8/10 (1,002 reviews)
"It was quite nice, especially for the price."

Reviewed on Aug. 22, 2025

Motel 6 New Haven - Branford, CT
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Aug 31 to Sep 1
CA $146
CA $167 total
Aug 31 - Sep 1
includes taxes & fees
7.8/10 Good! (1,296 reviews)
"Everything is good"

Reviewed on Aug. 21, 2025

Best Western Executive Hotel Of New Haven - West Haven
See all 1,665 properties in Guilford
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Guilford vacation package cost?
You'll find cheap prices from CA $796 on Expedia for your Guilford break. However, a range of factors like the hotel choice, length of stay and season will determine how much your vacation to Guilford costs.
What are the cheapest months to go to Guilford?
If you're looking to book a cheap Guilford vacation package, consider visiting in January, February and March. You'll generally find better prices on flights and accommodations during these quieter months — perfect for a budget-friendly break.
How many days is enough for Guilford?
You can easily visit all the main sights in Guilford in a few days, including the must-see Orchard Hill Plaza Shopping Centre. If you're after a longer Guilford vacation, check out what sort of activities and excursions are available in the area.
Is it worth booking a vacation package to Guilford?
During your Guilford vacation, you can count on experiencing some excellent nature and history. Leave enough room in your itinerary to explore major sights like Bishops Orchard and Winery and Guilford Art Centre.
How to find the best Guilford package deals?
Bagging a cheap Guilford package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a couple of filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Guilford package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Guilford vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking hotels and flights separately. Better still, you can tailor your Guilford escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Guilford?
If you're considering a spontaneous Guilford trip, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Guilford?

  1. Pick the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to travel to Guilford.
  2. Plan your budget wisely: In addition to the cost of your stay, you'll need to consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that could arise during your trip to Guilford.
  3. Work out your trip length: Consider how long you'd like to spend discovering Guilford. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Guilford vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.