Middlesex Vacations from $638

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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.
The Inn at Round Barn Farm

The Inn at Round Barn Farm

3.5 out of 5
Price was $874, price is now $638 per person
$638
per person
Dec 18 - Dec 23
found 13 hours ago
Roundtrip flight included
New York (NYC) to Burlington (BTV)
9.6/10 Exceptional! (198 reviews)
Loved our fall break here! Food was amazing, Ashley was so helpful and we loved chatting with her! Will have to come back.

Reviewed on Nov 2, 2026

The Essex Resort & Spa

The Essex Resort & Spa

4 out of 5
Price was $1,514, price is now $1,159 per person
$1,159
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
9/10 Wonderful! (1,011 reviews)
Amazing hotel, very nice and the hot tub, pool and sauna was amazing

Reviewed on Nov 1, 2026

Outbound Stowe

Outbound Stowe

3.5 out of 5
Save 100% on your flight
Price was $2,526, price is now $1,999 per person
$1,999
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
9.2/10 Wonderful! (451 reviews)

Valcour Inn & Boathouse

Valcour Inn & Boathouse

3 out of 5
Price was $1,234, price is now $999 per person
$999
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
8.8/10 Excellent! (149 reviews)

Gorgeous Lakefront Home w Private Beach Views

Gorgeous Lakefront Home w Private Beach Views

2 out of 5
Save 100% on your flight
Price was $4,081, price is now $3,332 per person
$3,332
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Burlington (BTV)
No reviews

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Middlesex Hotel Deals

The Lodge at Spruce Peak, a Destination by Hyatt Residence

The Lodge at Spruce Peak, a Destination by Hyatt Residence

4.5 out of 5
7412 Mountain Road Stowe VT
Fully refundableReserve now, pay when you stay
$318 nightly
The price is $348 total per night from Nov 16 to Nov 17
$348 total
Nov 16 - Nov 17
Total with taxes and fees
The Lodge at Spruce Peak, a Destination by Hyatt Residence
Green Mountain Inn

Green Mountain Inn

3.5 out of 5
18 Main St Stowe VT
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $162 total per night from Dec 3 to Dec 4
$162 total
Dec 3 - Dec 4
Total with taxes and fees
9.6/10 Exceptional! (1,025 reviews)
"Staff were so sweet and helpful"

Reviewed on Nov 1, 2026

Green Mountain Inn
Topnotch Resort

Topnotch Resort

4 out of 5
4000 Mountain Rd Stowe VT
$211 nightly
The price is $232 total per night from Dec 3 to Dec 4
$232 total
Dec 3 - Dec 4
Total with taxes and fees
Topnotch Resort
See all 1,982 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 $638 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.