Middlesex Vacation Packages

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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.

Top Middlesex Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was CA $2,744, price is now CA $2,071 per person
CA $2,071
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
8.4/10 Very Good! (186 reviews)
Wyndham is the resort. If adults want to swim it’s 89.00 a person, if children want to it’s 69.00 a person. They will try to sell you time shares. Run.

Reviewed on Aug. 12, 2025

Outbound Stowe

Outbound Stowe

3.5 out of 5
Price was CA $3,522, price is now CA $2,438 per person
CA $2,438
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
9/10 Wonderful! (174 reviews)
Loved our stay so much we stayed an extra day.

Reviewed on Aug. 15, 2025

Smugglers' Notch Resort Private Suites

Smugglers' Notch Resort Private Suites

3.5 out of 5
Price was CA $2,936, price is now CA $2,306 per person
CA $2,306
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
7.8/10 Good! (17 reviews)
Hampton Inn Colchester

Hampton Inn Colchester

3 out of 5
Price was CA $2,612, price is now CA $2,130 per person
CA $2,130
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
8.6/10 Excellent! (1,144 reviews)
Clean !! Will definitely stay again and recommend

Reviewed on Aug. 17, 2025

Bluebird Cady Hill Lodge

Bluebird Cady Hill Lodge

3 out of 5
Price was CA $3,115, price is now CA $2,582 per person
CA $2,582
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
9.2/10 Wonderful! (530 reviews)
Beautiful place to stay! Everything is very close to the hotel! Would definitely stay here again!

Reviewed on Aug. 21, 2025

Ready to book your vacation to Middlesex?

 

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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
Fully refundableReserve now, pay when you stay
The price is CA $323 per night from Aug 24 to Aug 25
CA $323
CA $444 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,005 reviews)
"The beautiful hounds and the GREAT service of Justin at Valet."

Reviewed on Aug. 13, 2025

The Lodge at Spruce Peak, a Destination by Hyatt Residence
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
The price is CA $135 per night from Sep 2 to Sep 3
CA $135
CA $168 total
Sep 2 - Sep 3
includes taxes & fees
9.2/10 Wonderful! (774 reviews)
"The bed was too soft for us. Once I got used to the bed, it was still hard to fall asleep. I don’t know why that is. Perhaps EMF."

Reviewed on Aug. 17, 2025

Tälta Lodge, A Bluebird by Lark
Green Mountain Inn

Green Mountain Inn

3.5 out of 5
18 Main St, Stowe, VT
Fully refundableReserve now, pay when you stay
The price is CA $221 per night from Aug 28 to Aug 29
CA $221
CA $258 total
Aug 28 - Aug 29
includes taxes & fees
9.4/10 Exceptional! (1,007 reviews)
"Charming room in the main building."

Reviewed on Aug. 18, 2025

Green Mountain Inn
See all 1,898 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.
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Frequently asked questions

How much does a Middlesex vacation package cost?
You'll find cheap prices from CA $2,071 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?

  1. Pick your dates: The things you'd like to do in Middlesex and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.