Middle Haddam Vacations from $520
Book a Hotel + Flight or Car together to unlock savings
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.
Landing Apartments New Haven Near Dixwell
Newhallville
$666
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
2/10 (1 review)
The parking situation is very unclear. There is a small sign far from the lot that warns of towing but nothing in the area where you park. No significant warnings in communications with host.
Reviewed on May 25, 2026
Hyatus Luxury Residences City Crossing
The Hill
$755
per person
Nov 19 - Nov 22
found 1 day ago
Roundtrip flight included
Nashville (BNA) to New Haven (HVN)
9.4/10 Exceptional! (34 reviews)
The room was spacious and clean. Close to new haven union station, yale university and downtown. We enjoyed the pool, gym and the rooftop. Check in and check out process were very smooth. Sarah was very responsive to our questions. Would def stay here again.
Reviewed on Aug 10, 2026
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View all tripsMiddle Haddam Hotel Deals
The Capitol Hotel
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$108 nightly
$124 total
Sep 16 - Sep 17
Total with taxes and fees
7.4/10 Good! (1,523 reviews)
"It a cool place for a quick trip"
Reviewed on Sep 9, 2026
Pier Blue Inn Old Saybrook - Essex
1430 Boston Post Rd Old Saybrook CT
Fully refundable
$91 nightly
$104 total
Sep 17 - Sep 18
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
"This is a good, but very basic option. The room was clean, but the tv remote was actually sticky! I wouldn’t recommend."
Reviewed on Sep 9, 2026
Water's Edge Resort & Spa
1525 Boston Post Road Westbrook CT
Fully refundableReserve now, pay when you stay
$218 nightly
$251 total
Oct 7 - Oct 8
Total with taxes and fees
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 $520 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.