Middlesex Vacations from $470

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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.
Old Stagecoach Inn

Old Stagecoach Inn

3 out of 5
Price was $631, price is now $470 per person
$470
per person
Mar 19 - Mar 22
found 7 hours ago
Roundtrip flight included
New York (NYC) to Burlington (BTV)
9.4/10 Exceptional! (365 reviews)
This place is amazing! Awesome staff, great atmosphere. Absolutely recommend!

Reviewed on Dec 15, 2025

Smugglers' Notch Resort

Smugglers' Notch Resort

3 out of 5
Save 100% on your flight
Price was $1,061, price is now $750 per person
$750
per person
Mar 19 - Mar 22
found 7 hours ago
Roundtrip flight included
New York (NYC) to Burlington (BTV)
7.8/10 Good! (134 reviews)
The room was exceedingly comfortable, well stocked, the staff was friendly and helpful, and I had a lovely time.

Reviewed on Nov 22, 2025

Green Mountain Inn

Green Mountain Inn

3.5 out of 5
Stowe Village Historic District
Save 100% on your flight
Price was $1,428, price is now $1,030 per person
$1,030
per person
Feb 19 - Feb 23
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Burlington (BTV)
9.4/10 Exceptional! (1,002 reviews)
Such a great stay, we will absolutely be returning!

Reviewed on Jan 4, 2026

Bluebird Cady Hill Lodge

Bluebird Cady Hill Lodge

3 out of 5
Price was $1,323, price is now $970 per person
$970
per person
Feb 19 - Feb 23
found 7 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Burlington (BTV)
9.2/10 Wonderful! (611 reviews)
Spacious rooms, convenient common room and games room, easy access to free public transport

Reviewed on Jan 2, 2026

Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was $1,641, price is now $1,212 per person
$1,212
per person
Mar 16 - Mar 20
found 5 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Burlington (BTV)
8.4/10 Very Good! (219 reviews)
We had a great stay. The rooms and overall space were huge. It's located in a beautiful area and it's close enough to other fun locations to explore. I would recommend staying here and hope to come back someday.

Reviewed on Oct 29, 2025

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Discover the most popular places to visit in Middlesex

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Vermont State House

4.5/5(28 reviews)

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

Vermont College of Fine Arts

3.5/5(2 reviews)

Enjoy the collegiate vibe at Vermont College of Fine Arts during your visit to Montpelier. While in this family-friendly area, you can savor the top-notch restaurants.

Vermont College of Fine Arts

Hubbard Park

4/5(1 review)

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

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
$465 nightly
The price is $509 total per night from Jan 8 to Jan 9
$509 total
Jan 8 - Jan 9
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
The room was clean and spotless. There was a small kitchenette which was a pleasant surprise. The staff was pleasant and courteous for the Christmas season. My only concerns was the long wait with the valet service for the car which varied between 15 and 30 minutes depending on the time of day.

Reviewed on Dec 31, 2025

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
$307 nightly
The price is $338 total per night from Jan 8 to Jan 9
$338 total
Jan 8 - Jan 9
Total with taxes and fees
9/10 Wonderful! (958 reviews)
N/A didn’t have breakfast

Reviewed on Dec 31, 2025

von Trapp Family Lodge & Resort
The Stowe Village Inn

The Stowe Village Inn

3.5 out of 5
123 Mountain Road Stowe VT
$142 nightly
The price is $157 total per night from Jan 8 to Jan 9
$157 total
Jan 8 - Jan 9
Total with taxes and fees
9.6/10 Exceptional! (510 reviews)
Reception staff were friendly and efficient. Room was very clean and daily service kept it tidy especially given dirty winter snow. Hotel is a quick 15 minute drive to Stowe Mountain. Restaurant was great on our first night. Hotel is an easy 10 minute walk to 2 different level 2 electric car ...

Reviewed on Jan 5, 2026

The Stowe Village Inn
See all 1,943 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 $470 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.