Middle Haddam Vacations from $320

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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.
Quality Inn

Quality Inn

2 out of 5
Price was $373, price is now $320 per person
$320
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
6.8/10 (196 reviews)
Off the beaten path.

Reviewed on Jan 6, 2026

New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $486, price is now $397 per person
$397
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
9/10 Wonderful! (1,874 reviews)
Excellent room and courteous welcome.

Reviewed on Jan 24, 2026

Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT

2.5 out of 5
Price was $434, price is now $364 per person
$364
per person
Feb 25 - Mar 1
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
7.8/10 Good! (729 reviews)
Room was very clean Staff was courteous and check in was quick and easy

Reviewed on Jan 13, 2026

Landing Modern 2bd, Gym

3 out of 5
West New Haven
Price was $530, price is now $452 per person
$452
per person
Apr 3 - Apr 5
found 20 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
No reviews
Madison Beach Hotel

Madison Beach Hotel

4 out of 5
Madison Center
Price was $724, price is now $623 per person
$623
per person
Apr 3 - Apr 5
found 20 hours ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
9.4/10 Exceptional! (336 reviews)
beautiful room and views

Reviewed on Dec 13, 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
$88 nightly
The price is $102 total per night from Jan 26 to Jan 27
$102 total
Jan 26 - Jan 27
Total with taxes and fees
7.4/10 Good! (1,156 reviews)
Breakfast was delicious. Maybe some more toppings for waffles

Reviewed on Jan 21, 2026

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
$82 nightly
The price is $94 total per night from Feb 13 to Feb 14
$94 total
Feb 13 - Feb 14
Total with taxes and fees
8.6/10 Excellent! (1,207 reviews)
The room was drafty around the heating unit. Additionally, this hotel, like most newly built hotels, uses an automatic thermostat for the heat and cool. When the thermostat is set and it gets a little too warm in the room, and you turn it down a couple degrees the AC kicks on rather than just allowing ...

Reviewed on Jan 14, 2026

Holiday Inn Express Southington by IHG
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $103 total per night from Feb 8 to Feb 9
$103 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (1,111 reviews)
I recommend this hotel. Easy to check in and the staff was present and helpful.

Reviewed on Jan 23, 2026

Hampton Inn & Suites Hartford/East Hartford
See all 846 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 $320 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.