Middleton Vacations from $576
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Your Middleton Vacation
Book a custom vacation package to Middleton and get ready to experience this city however you like. Consider spending time in the neighborhood of Pine River Pond, which is great for fishing and much more. You'll want to do a little exploring during your trip to Middleton. Find time for popular attractions like Merrymeeting Lake, Sunrise Lake and Marchs Pond. Whoever you're taking time off with and whatever your budget, your dream Middleton vacation is just a few clicks away with Expedia.
The Latest Middleton vacation packages
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
$576
per person
Nov 3 - Nov 7
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Stay near popular Middleton attractions
Sunrise Lake
Commune with nature and explore the great outdoors at Sunrise Lake during your travels in Middleton.
Middleton Park
Explore the great outdoors at Middleton Park, a lovely green space in Middleton.
King's Park
Explore the great outdoors at King's Park, a lovely green space in Middleton.
Middleton Hotel Deals
Best Western Plus Landmark Inn
480 Main Street Laconia NH
Fully refundableReserve now, pay when you stay
$106 nightly
$115 total
Sep 3 - Sep 4
Total with taxes and fees
The Naswa Resort
1086 Weirs Blvd Laconia NH
$150 nightly
$163 total
Sep 30 - Oct 1
Total with taxes and fees
8.6/10 Excellent! (834 reviews)
"The most relaxing vacation we have had in a long time."
Reviewed on Aug 29, 2026
Huttopia Southern Maine
149 Sand Pond Rd Sanford ME
$127 nightly
$139 total
Sep 9 - Sep 10
Total with taxes and fees
9/10 Wonderful! (41 reviews)
"Everything was perfect! ❤️ We are coming back there soooon😉"
Reviewed on Aug 26, 2026
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 Middleton Vacation Packages
Middleton Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Portsmouth Intl. Airport (PSM) |
Top Sights | Merrymeeting Lake, Sunrise Lake and Stand Up Paddleboard NH |
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Frequently asked questions
How much does a Middleton vacation package cost?
You'll find cheap prices from $576 on Expedia for your Middleton escape. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Middleton costs.
What are the cheapest months to go to Middleton?
January, September and October are great times to look for cheap Middleton vacation packages. Choosing to travel in less busy months means you can typically find better prices on flights and accommodations.
How many days is enough for Middleton?
The ideal length for your Middleton vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to check out all the leading sights and discover some hidden gems along the way.
How to find the best Middleton package deals?
Start your search for a Middleton package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add a few filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the ideal Middleton package deal right away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Middleton escape off to a flying start.
Is it cheaper to book a Middleton vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still enjoy the freedom to create a customized Middleton vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Middleton?
Score incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Middleton trip.
Does Expedia offer Book Now, Pay Later Middleton vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Middleton vacation across 3, 6 or 12 months. There are also no hidden costs 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.
