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.

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Guilford Hotel Deals

New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from May 4 to May 5
CA $175
CA $201 total
includes taxes & fees
May 4 - May 5
8.8/10 Excellent! (1,514 reviews)
"Always a great place to stay. Wonderful staff"

Reviewed on Apr. 28, 2025

New Haven Hotel
Water's Edge Resort & Spa
Water's Edge Resort & Spa
3.5 out of 5
1525 Boston Post Road, Westbrook, CT
Fully refundableReserve now, pay when you stay
The price is CA $272 per night from May 4 to May 5
CA $272
CA $337 total
includes taxes & fees
May 4 - May 5
8.6/10 Excellent! (1,002 reviews)
"we had a room with a balcony that looked out to the ocean. terrific view. lovely property & staff was very friendly"

Reviewed on Apr. 22, 2025

Water's Edge Resort & Spa
Cambria Hotel New Haven University Area
Cambria Hotel New Haven University Area
3 out of 5
20 Dwight Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $175 per night from May 4 to May 5
CA $175
CA $201 total
includes taxes & fees
May 4 - May 5
8.8/10 Excellent! (675 reviews)
"Great place to stay"

Reviewed on Apr. 24, 2025

Cambria Hotel New Haven University Area
See all 1,666 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 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.