Middle Haddam Vacations from $289

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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.
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

2 out of 5
Saybrook Manor
Price was $346, price is now $289 per person
$289
per person
Dec 11 - Dec 13
found 1 day ago
Roundtrip flight included
San Juan (SJU) to New Haven (HVN)
8/10 Very Good! (1,005 reviews)

Beechmont - Perfect for Family Retreat!

Beechmont - Perfect for Family Retreat!

5 out of 5
North End
Save 100% on your flight
Price was $1,568, price is now $867 per person
$867
per person
Jan 17 - Jan 19
found 1 day ago
Roundtrip flight included
Tampa (TPA) to New Haven (HVN)
No reviews

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
Price was $628, price is now $515 per person
$515
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8.4/10 Very Good! (1,005 reviews)

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
Downtown New Haven
Price was $731, price is now $620 per person
$620
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Miami (MIA) to New Haven (HVN)
8.6/10 Excellent! (1,105 reviews)
Everything was great- from staff to food to rooms

Reviewed on Nov 7, 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
$93 nightly
The price is $107 total per night from Dec 8 to Dec 9
$107 total
Dec 8 - Dec 9
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
$205 nightly
The price is $235 total per night from Dec 8 to Dec 9
$235 total
Dec 8 - Dec 9
Total with taxes and fees
Water's Edge Resort & Spa
See all 874 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 $289 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.