Middle Haddam Vacations from $333

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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 $485, price is now $333 per person
$333
per person
Dec 11 - Dec 14
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
8.4/10 Very Good! (1,002 reviews)
The hotel itself is a bit dated and the rooms could use a refresh to be sure, however, the staff, location and amenities make up for it. Attached parking with valet option. Very generous social hour offerings (wine/cheese, donuts etc). The staff goes above and beyond. Easy walk to Yale, all the downtown restaurants and THE SHUBERT!!

Reviewed on Oct 5, 2025

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
Save 100% on your flight
Price was $624, price is now $443 per person
$443
per person
Dec 7 - Dec 14
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (1,092 reviews)
This hotel was convenient for us because it is located close to family. The room was clean, and the front desk staff were very helpful. During our stay, on a Friday night, tnere was a lot of loud noise from a nearby room. We called the front desk, and they handled the matter. The free breakfast was good.

Reviewed on Oct 2, 2025

Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Save 100% on your flight
Price was $1,869, price is now $1,349 per person
$1,349
per person
Dec 22 - Dec 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New Haven (HVN)
9.4/10 Exceptional! (316 reviews)
the staff was exceptional and our dinner was very good

Reviewed on Sep 17, 2025

Hilton Garden Inn Hartford North/Bradley Int'l Airport

Hilton Garden Inn Hartford North/Bradley Int'l Airport

3 out of 5
Save 100% on your flight
Price was $784, price is now $572 per person
$572
per person
Dec 7 - Dec 14
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
8.8/10 Excellent! (1,005 reviews)
Yes it was very nice

Reviewed on Oct 3, 2025

Motel 6 Southington, CT - Hartford

Motel 6 Southington, CT - Hartford

2 out of 5
Price was $442, price is now $363 per person
$363
per person
Dec 7 - Dec 14
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to New Haven (HVN)
6.2/10 (1,008 reviews)
Clean, respectable, safe and close

Reviewed on Oct 3, 2025

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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
$103 nightly
The price is $118 total per night from Oct 7 to Oct 8
$118 total
Oct 7 - Oct 8
Total with taxes and fees
7.4/10 Good! (1,092 reviews)
"Great"

Reviewed on Sep 29, 2025

The Capitol Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
$115 nightly
The price is $132 total per night from Nov 2 to Nov 3
$132 total
Nov 2 - Nov 3
Total with taxes and fees
8.6/10 Excellent! (1,109 reviews)
"excellent hotel,room clean and excellent service."

Reviewed on Sep 28, 2025

Holiday Inn Express Southington by IHG
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd, Hartford, CT
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $114 total per night from Oct 19 to Oct 20
$114 total
Oct 19 - Oct 20
Total with taxes and fees
7.6/10 Good! (1,006 reviews)
"the hotel was very cozy, we loved it! very quiet and the staff was amazing, definitely would book again"

Reviewed on Oct 4, 2025

Best Western Hartford Hotel & Suites
See all 814 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.

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 $333 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.