Middlesex Holidays

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Top hotels in Middlesex

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
The price is €272 per night from 8 Jul to 9 Jul
€272
8 Jul - 9 Jul
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"The grounds and accomodations are very nice. The complain has to do with the two main restaurants. One can expect based on the beautiful and elegant settings a much better meal experience even more considering the prices. We had dinner at Alpine Hall and room service from Tipsy Trout and we just ..."

Reviewed on 1 Jul 2025

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
9.4/10 Exceptional! (1,002 reviews)
"The staff was wonderful and very helpful. The pool area and the rest of the inn were well maintained and we enjoyed the restaurant."

Reviewed on 6 Jul 2025

Green Mountain Inn
von Trapp Family Lodge & Resort
von Trapp Family Lodge & Resort
3.5 out of 5
700 Trapp Hill Rd, Stowe, VT
The price is €298 per night from 8 Jul to 9 Jul
€298
8 Jul - 9 Jul
includes taxes & fees
9/10 Wonderful! (830 reviews)
"This was a bucket list item of mine. One of my favorite movies is the Sound of Music. Full circle between the movie, watching how it was made and the history tour of the Von Trapps. Highly recommend"

Reviewed on 5 Jul 2025

von Trapp Family Lodge & Resort
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.

What to do in Middlesex

Frequently asked questions

How much does a Middlesex holiday package cost?
You can pick up a holiday package to this top destination on Expedia. But how much your holiday to Middlesex costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Middlesex?
To score cheap Middlesex holiday packages, organise your trip outside of peak periods like public holidays and major festivals. You'll typically find lower prices and better availability when it's less busy.
How many days is enough for Middlesex?
Typically, a handful of days is enough to see the top attractions during your Middlesex holiday. But if you prefer to have some time to relax or go on 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 holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to booking flights and stays individually. Better still, you can customise 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 holiday 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 travelling on a whim.
How to plan a trip to Middlesex?

  1. Choose when to get away: Check your calendar and pack your bags. Your preferred time of year and the activities available will also help you decide when to holiday in Middlesex.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to Middlesex.
  3. Decide how long to go away for: Now that you're more familiar with Middlesex, you can figure out the right length of your holiday. Pull together a draft plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a personalised Middlesex holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.