Middlebury Vacation Packages

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Your Middlebury Vacation

Our vacation packages to Middlebury let you customize your own adventure. Tailor your journey to your interests and needs and make the most of your time in this fabulous city. You'll want to do some exploring during your trip to Middlebury. Make time for major attractions such as Middlebury College, National Museum of the Morgan Horse and UVM Morgan Horse Farm. A couple of clicks is all it takes to build the perfect Middlebury vacation on Expedia.

Top Middlebury Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Stonybrook Motel & Lodge

Stonybrook Motel & Lodge

2 out of 5
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
7.6/10 Good! (1,001 reviews)
Nice stony brook at the motel and the pool too.

Reviewed on Jul. 8, 2025

The Village of Loon Mountain Fixed Rooms

The Village of Loon Mountain Fixed Rooms

2 out of 5
Save 100% on your flight
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
8.8/10 Excellent! (42 reviews)
The rooms are very well set up and the hot tub and pools are nice and warm.

Reviewed on Jun. 1, 2025

The Village of Loon Mountain

The Village of Loon Mountain

3 out of 5
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
8.6/10 Excellent! (517 reviews)
This was perfect! Very roomy. Full kitchen. Nice pool access. Easy check in and out. Spectacular views and very friendly staff.

Reviewed on May 18, 2025

Days Inn by Wyndham Lincoln

Days Inn by Wyndham Lincoln

3 out of 5
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
7.8/10 Good! (1,007 reviews)
This is a very nice property; great location, attentive and friendly staff. The breakfast was really pretty good; they had a good variety of offerings which was nice. The staff was helpful and communicative. The hotel is located very close to Franconia Notch which is really pretty.

Reviewed on Jul. 9, 2025

Mountain View Grand Resort & Spa

Mountain View Grand Resort & Spa

4 out of 5
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
9/10 Wonderful! (1,000 reviews)
Property and views and staff were terrific . Fine dinning had limited options on menu. Knowledgable staff about the surrounding areas were helpful but few. Had to complain about the cleanliness of one bathroom located at the outdoor pool. It was deplorable.

Reviewed on Jul. 8, 2025

Ready to book your vacation to Middlebury?

 

Choose your dates

Middlebury Hotel Deals

Middlebury Inn
Middlebury Inn
3 out of 5
14 Court Square, Middlebury, VT
The price is CA $208 per night from Jul 27 to Jul 28
CA $208
CA $229 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"Great stay, friendly staff, and conveniently located walking distance to Middlebury College. We recommend it 😊"

Reviewed on Jul. 8, 2025

Middlebury Inn
Courtyard Middlebury
Courtyard Middlebury
3 out of 5
309 Court Street, US Rt 7 / Historic Ethan Allen Hwy, Middlebury, VT
The price is CA $196 per night from Jul 20 to Jul 21
CA $196
CA $215 total
Jul 20 - Jul 21
includes taxes & fees
8.8/10 Excellent! (517 reviews)
"Everything was good, except that we asked for full housekeeping and they did not change the linens."

Reviewed on Jul. 5, 2025

Courtyard Middlebury
Swift House Inn
Swift House Inn
3 out of 5
57 North Pleasant Street, Middlebury, VT
The price is CA $245 per night from Jul 14 to Jul 15
CA $245
CA $269 total
Jul 14 - Jul 15
includes taxes & fees
9.4/10 Exceptional! (275 reviews)
"Great"

Reviewed on Jul. 5, 2025

Swift House Inn
See all 924 properties in Middlebury
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Middlebury vacation package cost?
You'll find cheap prices from CA $1,473 on Expedia for your Middlebury escape. However, a range of factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Middlebury costs.
What are the cheapest months to go to Middlebury?
You're likely to find lower prices and better availability in January, March and November. Take a look at our cheap Middlebury vacation packages and you could land some great off-season discounts.
How many days is enough for Middlebury?
Usually, a handful of days is great for a Middlebury vacation. With a well-organized itinerary, you can see all the main sights including Town Hall Theatre, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Middlebury?
It's no wonder a Middlebury vacation is on the to-do list of many travellers. Well-known attractions like Henry Sheldon Museum of Vermont History are just the beginning of what you can explore here.
How to find the best Middlebury package deals?
Start your search for a Middlebury package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Middlebury package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Middlebury adventure underway.
Is it cheaper to book a Middlebury vacation as a package?
You can enjoy significant savings on your Middlebury getaway by booking a tailored vacation package. Click on the "Package" heading, then enter your travel dates and destination to view some great hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Middlebury?
Score fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Middlebury break.
How to plan a trip to Middlebury?

  1. Choose when to travel: Check your diary and get your bags packed. Your preferred season and the available activities will also help you decide when to escape to Middlebury.
  2. Plan your budget wisely: In addition to the cost of your hotel, you should consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that could crop up during your trip to Middlebury.
  3. Decide how long to go for: Now that you're up to speed on Middlebury, you can work out the right length of your vacation. Pull together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your accommodations and airfare: After you've nailed down your trip dates and duration, book the ideal Middlebury vacation package for you.

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