Middlesex Vacations from $933

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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.
AWOL Stowe

AWOL Stowe

3.5 out of 5
Price was $1,176, price is now $933 per person
$933
per person
May 23 - May 28
found 11 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Burlington (BTV)
9/10 Wonderful! (204 reviews)
Staff at the lodge were so warm and friendly. The breakfast food was fresh and a good assortment. We appreciated the use of silverware and glasses instead of plastic.

Reviewed on Feb 27, 2026

Blind Tiger Burlington

Blind Tiger Burlington

3.5 out of 5
South End
Price was $1,315, price is now $1,037 per person
$1,037
per person
May 23 - May 28
found 11 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Burlington (BTV)
9.4/10 Exceptional! (222 reviews)
Staff, clean room , location

Reviewed on Jan 1, 2026

Smugglers' Notch Resort

Smugglers' Notch Resort

3 out of 5
Price was $1,328, price is now $1,057 per person
$1,057
per person
May 23 - May 28
found 11 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Burlington (BTV)
7.8/10 Good! (134 reviews)
Everything with the room itself was great. It was clean and in a great location. My issue with this reservation was the amenities. They are not inlcluded. So even though the listing says they have pools and hot tubs, don't expect to be able to use them unless you pay more when you get there. This should be made clear to anyone that books at this resort.

Reviewed on Feb 6, 2026

von Trapp Family Lodge & Resort

von Trapp Family Lodge & Resort

3.5 out of 5
Price was $1,267, price is now $1,016 per person
$1,016
per person
May 23 - May 28
found 11 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Burlington (BTV)
9/10 Wonderful! (935 reviews)
The location and amenities are top notch, What a beautiful spot!

Reviewed on Feb 22, 2026

Green Mountain Inn

Green Mountain Inn

3.5 out of 5
Stowe Village Historic District
Price was $1,180, price is now $947 per person
$947
per person
May 23 - May 28
found 11 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Burlington (BTV)
9.4/10 Exceptional! (1,002 reviews)
Amazing stay! Right in the heart of the town. Impeccable service and beautiful, quaint rooms.

Reviewed on Mar 1, 2026

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Discover the most popular places to visit in Middlesex

Capital building State of Vermont

Vermont State House

Vermont State House is just one of the places to see in Montpelier, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can savor the top-notch restaurants.

Vermont State House
Tower in Hubbard Park, Montpelier, Vermont

Hubbard Park

Explore the great outdoors at Hubbard Park, a lovely green space in Montpelier. While in this family-friendly area, you can savor the top-notch restaurants.

Hubbard Park
The Pavilion Building beside the State Capitol Building in the of the town centre center of Montpelier, Vermont, USA

Vermont Historical Society Museum

You can spend time browsing the exhibits at Vermont Historical Society Museum during your travels in Montpelier. While in this family-friendly area, you can savor the top-notch restaurants.

Vermont Historical Society Museum

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
$297 nightly
The price is $325 total per night from Apr 1 to Apr 2
$325 total
Apr 1 - Apr 2
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
great room

Reviewed on Feb 26, 2026

The Lodge at Spruce Peak, a Destination by Hyatt Residence
von Trapp Family Lodge & Resort

von Trapp Family Lodge & Resort

3.5 out of 5
700 Trapp Hill Rd Stowe VT
$277 nightly
The price is $305 total per night from Apr 1 to Apr 2
$305 total
Apr 1 - Apr 2
Total with taxes and fees
9/10 Wonderful! (989 reviews)
Amazing in all ways! We can’t wait to go back!

Reviewed on Feb 27, 2026

von Trapp Family Lodge & Resort
Tälta Lodge, A Bluebird by Lark

Tälta Lodge, A Bluebird by Lark

3 out of 5
3343 Mountain Rd Stowe VT
Fully refundableReserve now, pay when you stay
$135 nightly
The price is $148 total per night from Mar 16 to Mar 17
$148 total
Mar 16 - Mar 17
Total with taxes and fees
9.2/10 Wonderful! (929 reviews)
Helpful, friendly staff; clean, modern room

Reviewed on Feb 21, 2026

Tälta Lodge, A Bluebird by Lark
See all 1,978 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 $933 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.