Middleton Vacations from $418

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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

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $909, price is now $418 per person
$418
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,224, price is now $738 per person
$738
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,028 reviews)
Staff amazing and room beautiful!

Reviewed on Sep 8, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,579, price is now $1,093 per person
$1,093
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (159 reviews)
Staff went above and beyond everyday! The dining options and location were amazing.

Reviewed on Sep 2, 2025

Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
Price was $805, price is now $564 per person
$564
per person
Nov 11 - Nov 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.8/10 Excellent! (1,906 reviews)
Clean, friendly and helpful staff, convenient to common, restaurants and theaters

Reviewed on Sep 7, 2025

citizenM Boston North Station

citizenM Boston North Station

4 out of 5
West End
Save 100% on your flight
Price was $1,081, price is now $779 per person
$779
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.2/10 Wonderful! (3,730 reviews)
Beautiful hotel for solo travelers or couples. Breakfast was great and bar had good drinks. Shopping areas and restaurants all walking distance. Will be staying again next time we’re in Boston!

Reviewed on Sep 9, 2025

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Middleton Hotel Deals

Best Western Plus Landmark Inn

Best Western Plus Landmark Inn

2.5 out of 5
480 Main Street, Laconia, NH
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $124 total per night from Sep 15 to Sep 16
$124 total
Sep 15 - Sep 16
Total with taxes and fees
Best Western Plus Landmark Inn
The Naswa Resort

The Naswa Resort

3 out of 5
1086 Weirs Blvd, Laconia, NH
$159 nightly
The price is $173 total per night from Sep 10 to Sep 11
$173 total
Sep 10 - Sep 11
Total with taxes and fees
The Naswa Resort
Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

2 out of 5
31 Webb Pl, Dover, NH
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $129 total per night from Sep 21 to Sep 22
$129 total
Sep 21 - Sep 22
Total with taxes and fees
Microtel Inn & Suites by Wyndham Dover
See all 1,182 properties in Middleton
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.

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Frequently asked questions

How much does a Middleton vacation package cost?
You'll find cheap prices from $418 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.