Middlesex Vacations from $768

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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.
Basin Harbor

Basin Harbor

$768
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Burlington (BTV)
8.4/10 Very Good! (199 reviews)
Beautiful!

Reviewed on Aug 7, 2026

The Essex Resort & Spa

The Essex Resort & Spa

Save 100% on your flight
$1,243
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
9/10 Wonderful! (1,008 reviews)
Our favorite place to stay in Vermont!

Reviewed on Aug 7, 2026

Stowe Motel & Snowdrift

Stowe Motel & Snowdrift

West Branch
$1,168
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
8.8/10 Excellent! (1,003 reviews)
It’s an affordable and clean motor court . Loved the free bikes and hot tub

Reviewed on Aug 8, 2026

Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

Save 100% on your flight
$1,266
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
8.4/10 Very Good! (223 reviews)
Holiday Inn Express St Albans by IHG

Holiday Inn Express St Albans by IHG

$900
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Burlington (BTV)
8/10 Very Good! (1,005 reviews)
Room was clean,overnight staff was very helpful and pleasant. Many choices for breakfast,everything was fresh and hot

Reviewed on Aug 8, 2026

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Middlesex Hotel Deals

Green Mountain Inn

Green Mountain Inn

18 Main St Stowe VT
Fully refundableReserve now, pay when you stay
$125 nightly
$138 total
Aug 16 - Aug 17
Total with taxes and fees
Green Mountain Inn
The Lodge at Spruce Peak, a Destination by Hyatt Residence

The Lodge at Spruce Peak, a Destination by Hyatt Residence

7412 Mountain Road Stowe VT
Fully refundableReserve now, pay when you stay
$358 nightly
$393 total
Aug 20 - Aug 21
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
"Restaurants and prices weren’t that great."

Reviewed on Aug 1, 2026

The Lodge at Spruce Peak, a Destination by Hyatt Residence
Outbound Stowe

Outbound Stowe

876 Mountain Rd Stowe VT
Fully refundableReserve now, pay when you stay
$152 nightly
$167 total
Aug 26 - Aug 27
Total with taxes and fees
9/10 Wonderful! (376 reviews)
"Everything you’d want for a fun family vacation. Wish we could’ve stayed longer!"

Reviewed on Aug 5, 2026

Outbound Stowe
See all 1,974 properties in Middlesex
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 $768 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.