Middlesex Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Middlesex Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Fairbanks Inn
CA $1,607
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
7.4/10 Good! (924 reviews)
It was nice to have a balcony and have the slider open. Bed was extremely comfortable and a great shower. Large towels. Carpet looked rather new and overall very enjoyable stay.
Reviewed on Sep 3, 2026
Sonesta ES Suites Burlington VT
Williston South
CA $1,356
per person
Oct 14 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
6.6/10 (1,013 reviews)
I've stayed here many times and I'm hesitant to return. The staff is friendly and helpful, however the state of the rooms are definitely deteriorating and now well cleaned. The bathroom especially - I think the cleaners forgot to clean our bathroom from the previous stay - garbage was full and the floor was pretty dirty. It's definitely seen it's days sadly.
Reviewed on Sep 2, 2026
Club Wyndham Smugglers’ Notch Vermont
CA $1,443
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
8.6/10 Excellent! (227 reviews)
The rooms were clean and spacious. The kitchen was well stocked. The shuttle to Lot 6 was nice. The map was useless for finding things. Too many things were closed on Monday.
Reviewed on Aug 25, 2026
Ready to book your vacation to Middlesex?
Middlesex Hotel Deals
The Lodge at Spruce Peak, a Destination by Hyatt Residence
7412 Mountain Road Stowe VT
Fully refundableReserve now, pay when you stay
CA $378
CA $506 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"Beautiful place. Helpful staff! Will definitely be back"
Reviewed on Sep 2, 2026
Green Mountain Inn
18 Main St Stowe VT
Fully refundableReserve now, pay when you stay
CA $161
CA $187 total
Sep 8 - Sep 9
includes taxes & fees
Tälta Lodge, A Bluebird by Lark
3343 Mountain Rd Stowe VT
Fully refundableReserve now, pay when you stay
CA $151
CA $188 total
Sep 7 - Sep 8
includes taxes & fees
9.2/10 Wonderful! (1,015 reviews)
"facility is old and needs some maintenance on several items. The property is beautiful and several things to do like corn hole, pool, sauna, hot tub, fire pits, walk the property, games, good common areas"
Reviewed on Sep 3, 2026
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.
Frequently asked questions
How much does a Middlesex vacation package cost?
You'll find cheap prices from CA $1,309 on Expedia for your Middlesex break. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Middlesex costs.
What are the cheapest months to go to Middlesex?
Plan your getaway for the shoulder or low season and you're likely to find cheap Middlesex vacation packages. Keep in mind that public holidays and major events and festivals can impact prices, so do some research before you go.
How many days is enough for Middlesex?
Generally, a handful of days is enough to check out the major sights during your Middlesex vacation. But if you prefer to have more time to relax or take day tours, think about extending your itinerary.
How to find the best Middlesex package deals?
Start your search for a Middlesex package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Middlesex package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Middlesex adventure off to a flying start.
Is it cheaper to book a Middlesex vacation as a package?
You can enjoy significant savings on your next Middlesex retreat by booking a tailored vacation package. Check the "Package" heading, then select your destination and travel dates to browse some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Middlesex?
If you've got your Middlesex travel dates finalized, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Middlesex?
- Pick your dates: The things you'd like to do in Middlesex and your preferred season will help you decide when to go.
- Set your budget: Consider costs like food, flights and transportation when calculating how much to put aside for your trip to Middlesex. Then, pick a hotel that suits your budget, whether that's an affordable option or a swankier getaway.
- Determine how many days away: Start by listing all the sights and activities you want to get to in Middlesex. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to choose a Middlesex vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
