
Middlesex Vacations from $746
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Your Middlesex Vacation
Uncover the best parts of Middlesex with a customized Middlesex vacation package. From its laid-back lifestyle and outdoorsy activities to its spectacular views, you'll love getting to know this rural city your way. Fill your itinerary with visits to Vermont State House, Vermont College of Fine Arts and Hubbard Park, some of the top attractions you simply have to see during a trip to Middlesex. Check out Expedia's wide range of travel options and start organizing your dream vacation to Middlesex now.
The Latest Middlesex vacation packages
Price found within the past 48 hours. Click for updated prices.



Club Wyndham Smugglers’ Notch Vermont
$1,084
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
8.6/10 Excellent! (228 reviews)
The rooms were clean and spacious. The kitchen was well stocked. The shuttle to Lot 6 was nice. The map was useless for finding things. Too many things were closed on Monday.
Reviewed on Aug 25, 2026


Smugglers' Notch Resort Private Suites
$984
per person
Dec 2 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Burlington (BTV)
7.8/10 Good! (21 reviews)
DO NOT STAY HERE——What should have been a relaxing stay turned into an infuriating and exhausting ordeal due to gross negligence and unprofessional conduct by the property management company overseeing this privately owned condo.
On my second day I left briefly for breakfast and after I returned I was shocked to discover that the door code to my condo did not work, leaving me locked out of the property. I called the property management office multiple times before anyone answered. When I finally did get through, I was placed on hold for over 50 minutes before anyone offered assistance. Being stranded outside the property that I paid for is completely unacceptable.
Also the shower-head broke off, rendering one of the bathrooms unusable.
I was happy to pay the nightly rate but I requested a refund of the property management fee, given that the services it supposedly covered—responsiveness, maintenance, and reliable access—were nonexistent. My request was denied, and instead I was offered a $250 voucher, which is entirely insufficient and frankly insulting given the circumstances.
What I received was hours of inconvenience, unresponsiveness, and unacceptable conditions. I would NOT recommend this property as long as it’s being managed by Eurorentals.
Reviewed on Oct 15, 2025
Middlesex Hotel Deals

The Lodge at Spruce Peak, a Destination by Hyatt Residence
7412 Mountain Road Stowe VT
Fully refundableReserve now, pay when you stay
$319 nightly
$349 total
Sep 16 - Sep 17
Total with taxes and fees

Green Mountain Inn
18 Main St Stowe VT
$215 nightly
$237 total
Sep 17 - Sep 18
Total with taxes and fees

Tälta Lodge, A Bluebird by Lark
3343 Mountain Rd Stowe VT
Fully refundableReserve now, pay when you stay
$181 nightly
$199 total
Sep 16 - Sep 17
Total with taxes and fees
9.2/10 Wonderful! (1,006 reviews)
"Beautiful room and peaceful stay"
Reviewed on Sep 13, 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 Middlesex Vacation Packages
Middlesex Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Burlington Intl. Airport (BTV) |
Top Sights | Vermont Historical Society Museum, Fresh Tracks Farm Vineyard and Winery and Lost Nation Theater |
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Frequently asked questions
How much does a Middlesex vacation package cost?
You can pick up a vacation package to this top destination from $746 on Expedia. But how much your vacation to Middlesex costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Middlesex?
You can generally find lower rates and better availability in May, June and December. Take a look at our cheap Middlesex vacation packages and you could land some excellent off-season deals.
How many days is enough for Middlesex?
Generally, a handful of days is enough to visit the main sights during your Middlesex vacation. However, if you'd like to have some time to chill out or take day trips, think about extending your itinerary.
How to find the best Middlesex package deals?
Begin your search for a Middlesex package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Middlesex package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Middlesex getaway off to a flying start.
Is it cheaper to book a Middlesex vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can customize your Middlesex escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Middlesex?
If you've got your Middlesex travel dates finalized, book as soon as you can to grab some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for traveling on a whim.
Does Expedia offer Book Now, Pay Later Middlesex vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Middlesex trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.


















