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.
The Inn at Burlington

The Inn at Burlington

3.5 out of 5
per person
Feb. 17 - Feb. 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
8.4/10 Very Good! (453 reviews)
Had a great stay here staff was welcoming, rooms are newly renovated, complimentary breakfast in the morning was great as well.

Reviewed on Dec. 20, 2024

Outbound Stowe

Outbound Stowe

3.5 out of 5
per person
Jan. 27 - Feb. 1
found 23 hours ago
Roundtrip flight included
Toronto (YTZ) to Burlington (BTV)
9.2/10 Wonderful! (64 reviews)
We loved our stay at Outbound Stowe! We were incredibly impressed by everything from the service to the location to the design. We used the hot tub every night and only encountered two other people while using it. We encountered an issue with the room we booked and the staff were incredibly accommodating and helpful, and gave us a free upgrade without any fuss. We will absolutely return and recommend Outbound to anyone looking for a well-priced, comfortable and stylish stay in Stowe.

Reviewed on Dec. 21, 2024

Field Guide Lodge

Field Guide Lodge

3.5 out of 5
per person
Jan. 27 - Feb. 1
found 23 hours ago
Roundtrip flight included
Toronto (YTZ) to Burlington (BTV)
9.2/10 Wonderful! (1,000 reviews)
This property is very cute but needs some updates. We could hear the people above us morning and night and with small children jumping on/off furniture and running was a little frustrating as we tried to relax. The water in our room only ever got slightly warm which was tough when trying to warm up. The lobby is very cute and the staff seemed friendly and helpful. Some night time entertainment that was nice to see some town members as well as travelers. Loved our fireplace in our room, and very spacious.

Reviewed on Dec. 15, 2024

The Waitsfield Inn

The Waitsfield Inn

2.5 out of 5
per person
Feb. 17 - Feb. 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9/10 Wonderful! (265 reviews)
We really enjoyed our stay at the inn. We came up for the weekend to ski at sugarbush and loved the experience here. The room was very cute, and we had a nice breakfast and coffee downstairs before a day of skiing. There’s also lots of cute shops and restaurants relatively nearby.

Reviewed on Dec. 15, 2024

Fairbanks Inn

Fairbanks Inn

2 out of 5
per person
Feb. 17 - Feb. 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
7.4/10 Good! (723 reviews)
great place to stay for a budget-friendly trip!

Reviewed on Dec. 10, 2024

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Middlebury Hotel Deals

Middlebury Inn
Middlebury Inn
3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Jan. 5 to Jan. 6
CA $186
CA $205 total
includes taxes & fees
Jan 5 - Jan 6, 2025
8.8/10 Excellent! (1,003 reviews)
"Very charming inn. Excellent restaurant. Check-in staff exceptionally friendly and helpful."

Reviewed on Dec. 21, 2024

Middlebury Inn
Courtyard Middlebury
Courtyard Middlebury
3 out of 5
309 Court Street, US Rt 7 / Historic Ethan Allen Hwy, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is CA $200 per night from Dec. 24 to Dec. 25
CA $200
CA $220 total
includes taxes & fees
Dec 24 - Dec 25
8.8/10 Excellent! (479 reviews)
Comfortable and Welcoming!
"Great facility managed by very friendly people! Really appreciated the guest laundry facilities."

Reviewed on Dec. 15, 2024

Courtyard Middlebury
Waybury Inn
Waybury Inn
3.5 out of 5
457 East Main Street, Middlebury, VT
9.2/10 Wonderful! (69 reviews)
"Online it says it has an EV charging station but it doesn't. But not too much of a setback otherwise the place was very cute and hospitable! Great Vermont charm!"

Reviewed on Jul. 6, 2024

Get rates
Waybury Inn
See all 875 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

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Frequently asked questions

How much does a Middlebury vacation package cost?
Offering excellent value package deals from CA $671 on Expedia, you’ll be surprised at how little a vacation to Middlebury costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Middlebury?
If you’re hoping to book a cheap Middlebury vacation package, consider traveling in January, March and November. You’ll typically find better rates on airfares and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Middlebury?
When planning your Middlebury vacation, a handful of days will be enough to tour the best spots. Be sure to check out Town Hall Theater — it’s one of the top attractions in this destination. If you want more adventure, think about basing yourself here and going on some tours from Middlebury.
Is it worth booking a vacation package to Middlebury?
It’s easy to see why a Middlebury vacation is on the to-do list of many travelers. Popular attractions like Henry Sheldon Museum of Vermont History are just the start of what you can explore here.
How to find the best Middlebury package deals?
Use Expedia’s handy filters to find some great Middlebury package deals. When you start your search, just set your maximum budget and then order the results by “Price: low to high.” If you want to save, plan your adventure for midweek, or search for Middlebury package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it’s usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Middlebury vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can customize your Middlebury getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Middlebury?
If you have your Middlebury travel dates locked in, book as early as you can to grab some awesome deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Middlebury?

  1. Choose when to go: Check your diary and get your bags packed. Your preferred season and the activities on offer will also help you decide when to escape to Middlebury.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to activities and airfares. Your hotel will likely be the largest expense during your trip to Middlebury.
  3. Work out your trip length: Consider how long you want to spend exploring Middlebury. Plan your days so you can get to all the attractions and experiences you’re interested in at a leisurely pace.
  4. Bundle your airfare and accommodations: Once you’ve settled on 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.