Middlesex Vacations from $754
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The Latest Middlesex Vacation Packages
- Sun & Ski Inn And Suites
Sep 9 - Sep 14Sun & Ski Inn And Suites + Flight
West Branch5 nights3.0 star property9.2/10 - Wonderful (1,002 reviews)Roundtrip • Austin (AUS) - Burlington (BTV)AUS - BTV • 1 stop BTV - AUS • 1 stop$977$754found 1 day agoper traveler - The Essex Resort & Spa
Sep 9 - Sep 14The Essex Resort & Spa + Flight
Essex Junction5 nights4.0 star property9.0/10 - Wonderful (1,001 reviews)"We had a wonderful stay here. As a family of 6, the 2 bedroom suite was perfect for our size. We enjoyed the hot tub and indoor pool during our stay. Mt kids loved getting to see the goats on the property too. The cafe and the Lazy Goat Tavern were great too. We would love to satay here again next time we are in the area."Reviewed July 22, 2026Roundtrip • Austin (AUS) - Burlington (BTV)AUS - BTV • 1 stop BTV - AUS • 1 stop$1,308$1,008found 1 day agoper traveler - Smugglers' Notch Resort Private Suites
Sep 29 - Oct 4Smugglers' Notch Resort Private Suites + Flight
Jeffersonville5 nights3.5 star property7.8/10 - 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..."Reviewed October 15, 2025Roundtrip • Austin (AUS) - Burlington (BTV)AUS - ALB • 1 stop ALB - AUS • 1 stop$1,660$1,286found 1 day agoper traveler - Outbound Stowe
Sep 29 - Oct 4Outbound Stowe + Flight
Stowe5 nights3.5 star property9.0/10 - Wonderful (365 reviews)"Outbound was fantastic. It was really clean, and they had gear we could use in the gear rental space—including hiking boots and a backpack, which was all brand-new demo gear. The hot tub was great, the restaurant at the pool was awesome, and the staff could not have been more helpful if they tried. It is a really beautiful spot with hiking trails all around."Reviewed July 21, 2026Roundtrip • Austin (AUS) - Burlington (BTV)AUS - ALB • 1 stop ALB - AUS • 1 stop - The North Hero House Inn & Restaurant
Sep 29 - Oct 4The North Hero House Inn & Restaurant + Flight
North Hero5 nights3.0 star property9.2/10 - Wonderful (160 reviews)"Thank you! We enjoyed evry dsy."Reviewed June 15, 2026Roundtrip • Austin (AUS) - Burlington (BTV)AUS - ALB • 1 stop ALB - AUS • 1 stop$1,416$1,122found 1 day agoper traveler
Frequently Asked Questions
How much does a Middlesex vacation package cost?
You can pick up a vacation package to this top destination from $754 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.