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.
Sun & Ski Inn And Suites

Sun & Ski Inn And Suites

3 out of 5
West Branch
Price was CA $1,471, price is now CA $1,161 per person
CA $1,161
per person
Aug 15 - Aug 21
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.2/10 Wonderful! (1,001 reviews)
Wonderful place with a bowling alley and mini golf. The rooms were updated and comfortable. A great place to take the family or relax.

Reviewed on Jul 11, 2026

AWOL Stowe

AWOL Stowe

3.5 out of 5
Price was CA $2,696, price is now CA $1,943 per person
CA $1,943
per person
Aug 15 - Aug 21
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.2/10 Wonderful! (266 reviews)
Amazing place! 10/10 would recommend

Reviewed on Jul 12, 2026

Field Guide Lodge

Field Guide Lodge

3.5 out of 5
Price was CA $1,791, price is now CA $1,303 per person
CA $1,303
per person
Aug 15 - Aug 21
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9/10 Wonderful! (1,008 reviews)
This place is a hidden gem. The hotel has spacious and clean rooms. Our air conditioning worked just great ( in fact it got so cool at night that we had to shut the ac off in the morning). The location is perfect right next to downtown and near all recreational activities. However, the experience is nothing without helpful staff. Which brings us to Zane. What an amazing person! A credit to the organisation. Zane is kind, charming, helpful, no, not just helpful but goes out of the way to make guests feel valued and appreciated. He truly is the best advertisement and ambassador for the Lodge.

Reviewed on Jul 11, 2026

Green Mountain Inn

Green Mountain Inn

3.5 out of 5
Stowe Village Historic District
Price was CA $2,014, price is now CA $1,471 per person
CA $1,471
per person
Sep 13 - Sep 18
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
9.4/10 Exceptional! (1,006 reviews)
Very nice facilities, clean and well maintained, and the staff were wonderful, friendly, and accommodating. We spent a lot of time at the outdoor pool (and poolside bar ;-). The room was lovely - only slightly cramped, and the fridge was a bit tight. Otherwise, we had a lovely stay.

Reviewed on Jul 11, 2026

Valcour Inn & Boathouse

Valcour Inn & Boathouse

3 out of 5
Price was CA $1,538, price is now CA $1,215 per person
CA $1,215
per person
Sep 13 - Sep 18
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Burlington (BTV)
8.8/10 Excellent! (134 reviews)
Broken AC in our room and no way to reach staff. Stale pastries. Only one coffee cup for two people. Something was off about the bed cover which made the sheets fall off all night. Terribly uncomfortable stay.

Reviewed on Jun 28, 2026

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Middlesex Hotel Deals

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 $144 per night from Jul 20 to Jul 21
CA $144
CA $178 total
Jul 20 - Jul 21
includes taxes & fees
9.4/10 Exceptional! (1,017 reviews)
"Very nice facilities, clean and well maintained, and the staff were wonderful, friendly, and accommodating. We spent a lot of time at the outdoor pool (and poolside bar ;-). The room was lovely - only slightly cramped, and the fridge was a bit tight. Otherwise, we had a lovely stay."

Reviewed on Jul 11, 2026

Green Mountain Inn
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 $423 per night from Jul 19 to Jul 20
CA $423
CA $559 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (1,003 reviews)
"Stayed over July 2nd. They were gearing up for the 4th but everything other than the main lodge was closed which was a bummer. The pool was great, and the place looks really awesome, just wish it had been more active."

Reviewed on Jul 7, 2026

The Lodge at Spruce Peak, a Destination by Hyatt Residence
Field Guide Lodge

Field Guide Lodge

3.5 out of 5
433 Mountain Road Stowe VT
Fully refundableReserve now, pay when you stay
The price is CA $201 per night from Jul 27 to Jul 28
CA $201
CA $226 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,022 reviews)
"This place is a hidden gem. The hotel has spacious and clean rooms. Our air conditioning worked just great ( in fact it got so cool at night that we had to shut the ac off in the morning). The location is perfect right next to downtown and near all recreational activities. However, the experience ..."

Reviewed on Jul 11, 2026

Field Guide Lodge
See all 1,970 properties in Middlesex
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Frequently asked questions

How much does a Middlesex vacation package cost?
You'll find cheap prices from CA $1,161 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.

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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.