Middle Haddam Vacations from $500

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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.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
Price was $658, price is now $500 per person
$500
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.2/10 Very Good! (1,002 reviews)
From day one had a good experience. Everything was explained to me in detail and felt very comfortable. From the room and all. Super clean and comfortable. Personally I have no complaints at all. Thank you

Reviewed on Nov 23, 2025

New Haven Hotel

New Haven Hotel

3.5 out of 5
Downtown New Haven
Price was $767, price is now $531 per person
$531
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
9/10 Wonderful! (1,874 reviews)
Spotless and spacious room. Exceptional front desk staff. Great location a short walk from Yale University. Welcoming lobby with mini-shop for snacks, drinks, necessities. Beer, wine, other beverages in lobby. We loved our stay here!

Reviewed on Nov 26, 2025

Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

2.5 out of 5
Price was $797, price is now $608 per person
$608
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.4/10 Very Good! (1,000 reviews)
Convenient that breakfast is offered and ample parking for nominal fee. It is centrally located and my place of choice while visiting student at nearby University 8-10 minute drive away. The room was clean-strong smell of ammonia though, maybe from floor. With the light in bathroom on a timer, it would unfortunately turn off while in the shower!

Reviewed on Nov 26, 2025

Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
Downtown New Haven
Price was $840, price is now $647 per person
$647
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
9.2/10 Wonderful! (908 reviews)
Nice throwback hotel. Room was spotless, much old school charm. Check in was a little bumpy, otherwise a good stay.

Reviewed on Nov 17, 2025

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
West River
Price was $680, price is now $532 per person
$532
per person
Dec 31 - Jan 6
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8.8/10 Excellent! (966 reviews)
They didn't give us the room type we booked on Expedia for our first night. After much back and forth, they made us shift into the right room type on our second day at the property. Guests had to sleep on sofa beds for the first night, hotel blamed this on Expedia not communicating properly with the hotel about our reservation. Besides this hassle, our stay was great and would recommend the hotel to everyone. Overpriced parking but great vibes, well furnished etc.

Reviewed on Nov 25, 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
$89 nightly
The price is $102 total per night from Dec 14 to Dec 15
$102 total
Dec 14 - Dec 15
Total with taxes and fees
7.4/10 Good! (1,086 reviews)
Clean rooms, convenient location, friendly staff and great price

Reviewed on Nov 22, 2025

The Capitol Hotel
Extended Stay America Suites Hartford Farmington

Extended Stay America Suites Hartford Farmington

2.5 out of 5
1 Batterson Park Rd Farmington CT
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $109 total per night from Dec 5 to Dec 6
$109 total
Dec 5 - Dec 6
Total with taxes and fees
7.8/10 Good! (1,005 reviews)
Great

Reviewed on Nov 24, 2025

Extended Stay America Suites Hartford Farmington
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
$95 nightly
The price is $109 total per night from Dec 19 to Dec 20
$109 total
Dec 19 - Dec 20
Total with taxes and fees
9/10 Wonderful! (1,066 reviews)
So nice service I love it

Reviewed on Nov 25, 2025

Hampton Inn & Suites Hartford/East Hartford
See all 826 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 $500 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.