Middle Haddam Vacations from $560

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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.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Save 100% on your flight
Price was $770, price is now $560 per person
$560
per person
Jul 20 - Jul 26
found 13 hours ago
Roundtrip flight included
Wilmington (ILM) to New Haven (HVN)
8.6/10 Excellent! (1,009 reviews)
The whole experience was nice

Reviewed on May 6, 2026

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,961, price is now $1,201 per person
$1,201
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
No reviews
Landing Apartments New Haven Near Dixwell

Landing Apartments New Haven Near Dixwell

3 out of 5
Newhallville
Save 100% on your flight
Price was $1,229, price is now $864 per person
$864
per person
Jul 20 - Jul 26
found 13 hours ago
Roundtrip flight included
Wilmington (ILM) to New Haven (HVN)
No reviews
Landing Apartments New Haven

Landing Apartments New Haven

3 out of 5
West New Haven
Save 100% on your flight
Price was $941, price is now $672 per person
$672
per person
Jul 20 - Jul 26
found 13 hours ago
Roundtrip flight included
Wilmington (ILM) to New Haven (HVN)
2/10 (1 review)
New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Save 100% on your flight
Price was $907, price is now $657 per person
$657
per person
Jul 20 - Jul 26
found 13 hours ago
Roundtrip flight included
Wilmington (ILM) to New Haven (HVN)
9.2/10 Wonderful! (2,109 reviews)
I did not know they provide breakfast. I thought the food corner was the market to sell food only.

Reviewed on May 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 May 27 to May 28
$108 total
May 27 - May 28
Total with taxes and fees
7.4/10 Good! (1,282 reviews)
Rip off

Reviewed on May 8, 2026

The Capitol Hotel
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $77 total per night from Jun 1 to Jun 2
$77 total
Jun 1 - Jun 2
Total with taxes and fees
7.2/10 Good! (1,118 reviews)
Staff was great, very accommodating, And the room was clean when we arrived

Reviewed on May 5, 2026

Motel 6 Wethersfield, CT - Hartford
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from May 25 to May 26
$122 total
May 25 - May 26
Total with taxes and fees
8.6/10 Excellent! (1,291 reviews)
Room was very clean. Staff was very friendly

Reviewed on May 4, 2026

Holiday Inn Express Southington by IHG
See all 882 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 $560 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.