Middle Haddam Vacations from $539

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Your Middle Haddam Vacation

When you book a vacation package to Middle Haddam, you can relax and enjoy your break knowing that all your travel plans have been made in advance. Discover the wonders of this vibrant city while staying in a neighborhood like Main Street Historic District, which is great for history. Fill your schedule with visits to Wesleyan University, Brownstone Exploration & Discovery Park and Machimoodus State Park, some of the top attractions you just have to see during a trip to Middle Haddam. A few quick clicks is all it takes to create your ideal Middle Haddam vacation on Expedia.

The Latest Middle Haddam vacation packages

Price found within the past 48 hours. Click for updated prices.
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $616, price is now $539 per person
$539
per person
Jan 14 - Jan 18
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
9.2/10 Wonderful! (1,002 reviews)

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
Price was $894, price is now $749 per person
$749
per person
Dec 30 - Jan 3
just found
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8.4/10 Very Good! (1,005 reviews)
Great stay

Reviewed on Nov 9, 2026

Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Price was $1,184, price is now $1,003 per person
$1,003
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.

Reviewed on May 25, 2026

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $848, price is now $746 per person
$746
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to New Haven (HVN)
8.6/10 Excellent! (1,105 reviews)
Perfect place to stay when visiting Yale! Just adjacent to the heart of campus and you feel so very well supported!!

Reviewed on Nov 8, 2026

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Middle Haddam Hotel Deals

The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $108 total per night from Dec 10 to Dec 11
$108 total
Dec 10 - Dec 11
Total with taxes and fees
The Capitol Hotel
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$86 nightly
The price is $99 total per night from Dec 1 to Dec 2
$99 total
Dec 1 - Dec 2
Total with taxes and fees
Pier Blue Inn Old Saybrook - Essex
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
$200 nightly
The price is $230 total per night from Dec 10 to Dec 11
$230 total
Dec 10 - Dec 11
Total with taxes and fees
8.8/10 Excellent! (1,009 reviews)
"Great location. The restaurant / bistro is very good. Try the salmon. Staff accommodating and helpful. Room and facilities were clean and inviting. Would stay again."

Reviewed on Nov 9, 2026

Water's Edge Resort & Spa
See all 878 properties in Middle Haddam
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.

Find the Best Middle Haddam Vacation Packages

Middle Haddam Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Bradley Intl. Airport (BDL)
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Gillette Castle State Park, Brownstone Exploration & Discovery Park and Goodspeed Opera House

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Frequently asked questions

How much does a Middle Haddam vacation package cost?
You can pick up a vacation package to this top destination from $539 on Expedia. However, how much your vacation to Middle Haddam costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Middle Haddam?
If you're hoping to snag a cheap Middle Haddam vacation package, consider traveling in December, January and February. You'll generally find better prices on flights and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Middle Haddam?
With a well-planned itinerary, you can easily visit the top Middle Haddam attractions in a few days. But if you want to explore off the beaten track or go on day trips, think about booking your Middle Haddam vacation for longer.
How to find the best Middle Haddam package deals?
Bagging a cheap Middle Haddam package deal is easy with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can personalize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Sort the results by "Price: low to high" to view the most affordable Middle Haddam package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Middle Haddam vacation as a package?
You can enjoy significant savings on your next Middle Haddam escape by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Middle Haddam?
If you're planning an impromptu Middle Haddam getaway, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Middle Haddam vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Middle Haddam trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.