Middleton Vacations from $455

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Your Middleton Vacation

Say bye-bye to planning worries and hello to a Middleton vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Ballardvale, which is good for watersports, nature and history. Any trip to Middleton needs a well-crafted itinerary. Fill yours with famous sights like Water Park of New England, MarketStreet Lynnfield and Glen Magna Farms. Whatever your travel plans or the size of your budget, putting together the ultimate tailored Middleton vacation is easy with Expedia.

The Latest Middleton vacation packages

Price found within the past 48 hours. Click for updated prices.
Josiah Keith House
Embassy Suites Boston Logan Airport
Holly Tree Resort
Sunbird ANNEX Resort
Sunbird Cape Cod Resort
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Middleton Hotel Deals

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $319 total per night from Aug 7 to Aug 8
$319 total
Aug 7 - Aug 8
Total includes taxes and fees
9/10 Wonderful! (3,651 reviews)
"We just had a wonderful stay at the Omni seaport ! It was July 4th weekend so it was. Busy but still the hotel was very attentive and organized . From valet to front desk , to the pool staff everyone was friendly and helpful and also had in room dining for breakfast from kestra ans it was amazing ..."

Reviewed on Jul 8, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Fully refundableReserve now, pay when you stay
$184 nightly
The price is $214 total per night from Jul 13 to Jul 14
$214 total
Jul 13 - Jul 14
Total includes taxes and fees
9.2/10 Wonderful! (1,373 reviews)
"First time there. Wanted something walkable to Fenway Park. Definitely unique. I had a smaller room. It was fine for me, but didn’t like the bed totally against the wall. Wish it had makings for simple coffee in am instead of going downstairs. Would have liked a hot tub too. But I would go back"

Reviewed on Jul 6, 2025

citizenM Boston Back Bay
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Fully refundableReserve now, pay when you stay
$156 nightly
The price is $181 total per night from Jul 20 to Jul 21
$181 total
Jul 20 - Jul 21
Total includes taxes and fees
8.4/10 Very Good! (3,720 reviews)
"Nicely appointed room, very quiet. Appreciated the comlimentary bottled waters, and a fridge/freezer!!!"

Reviewed on Jul 9, 2025

Copley Square Hotel, a FOUND Hotel
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
Logan Intl. Airport (BOS)
Population
9,900
Max Temp Winter
35ºF
Max Temp Summer
75ºF
Top Sights
Marblehead Museum & Historical Society, Ski Bradford and Gas House Beach

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Frequently asked questions

How much does a Middleton vacation package cost?
You'll find cheap prices from $455 on Expedia for your Middleton escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Middleton costs.
What are the cheapest months to go to Middleton?
If you're looking to score a cheap Middleton vacation package, consider visiting in November, December and January. You'll typically find lower prices on airfares and hotels during these quieter months --- ideal for a budget-friendly getaway.
How many days is enough for Middleton?
The ideal duration for your Middleton vacation depends on what you'd like to do. Typically, a handful of days to a week will give you plenty of time to visit all the major attractions and discover some hidden gems along the way.
How to find the best Middleton package deals?
Bagging a cheap Middleton package deal is a breeze with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can customize your search by "Amenities," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Middleton package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Middleton vacation as a package?
You can enjoy significant savings on your next Middleton escape by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to view the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Middleton?
If you have your Middleton travel dates finalized, book as early as you can to score some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
Does Expedia offer Book Now, Pay Later Middleton vacation packages?
Your Middleton trip is meant to be a relaxing escape from your busy life, not a reason for money-related stress. So to give you more flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.