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Recommended hotels in Middlebury

1. Middlebury Inn

Middlebury Inn
3.0 star property
Middlebury
9.0 out of 10, Wonderful, (1,001 reviews)
The price is CA $171
CA $188 total
includes taxes & fees
Dec 8 - Dec 9
Middlebury Inn

2. Courtyard Middlebury

Courtyard Middlebury
3.0 star property
Middlebury
8.8 out of 10, Excellent, (620 reviews)
The price is CA $188
CA $207 total
includes taxes & fees
Dec 6 - Dec 7
Courtyard Middlebury

3. Middlebury Sweets Motel

Middlebury Sweets Motel
2.5 star property
Middlebury
8.6 out of 10, Excellent, (413 reviews)
The price is CA $138
CA $152 total
includes taxes & fees
Nov 8 - Nov 9
Middlebury Sweets Motel

4. Swift House Inn

Swift House Inn
3.0 star property
Middlebury
9.6 out of 10, Exceptional, (375 reviews)
The price is CA $289
CA $318 total
includes taxes & fees
Nov 17 - Nov 18
Swift House Inn

5. Purple Door Cottage in the heart of Middlebury!

Purple Door Cottage in the heart of Middlebury!
Middlebury
9.4 out of 10, Exceptional, (3 reviews)
The price is CA $192
CA $483 total
includes taxes & fees
Nov 9 - Nov 10
Purple Door Cottage in the heart of Middlebury!

6. Bristol Suites

Bristol Suites
2.5 star property
Bristol
9.6 out of 10, Exceptional, (205 reviews)
The price is CA $247
CA $269 total
includes taxes & fees
Nov 9 - Nov 10
Bristol Suites

7. Charming one bedroom just minutes to Middlebury!

Charming one bedroom just minutes to Middlebury!
New Haven
10.0 out of 10, Exceptional, (2 reviews)
The price is CA $115
CA $305 total
includes taxes & fees
Nov 9 - Nov 10
Charming one bedroom just minutes to Middlebury!

8. Brandon Inn

Brandon Inn
3.0 star property
Brandon
8.8 out of 10, Excellent, (734 reviews)
The price is CA $157
CA $172 total
includes taxes & fees
Nov 23 - Nov 24
Brandon Inn

9. Shoreham Inn

Shoreham Inn
3.0 star property
Shoreham
9.8 out of 10, Exceptional, (189 reviews)
The price is CA $279
CA $304 total
includes taxes & fees
Nov 11 - Nov 12
Shoreham Inn

10. Gracious two bedroom just minutes to Middlebury!

Gracious two bedroom just minutes to Middlebury!
New Haven
The price is CA $170
CA $411 total
includes taxes & fees
Nov 9 - Nov 10
Gracious two bedroom just minutes to 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.

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Top Middlebury Hotel Reviews

Find out more about Middlebury

Discover top Middlebury attractions

Middlebury, Vermont, offers a delightful blend of natural beauty and charming local culture, perfect for travellers seeking all-inclusive meal options. Start your adventure at the picturesque Middlebury College, where you can explore the stunning campus grounds and enjoy seasonal art exhibits at the Middlebury College Museum of Art. For families, the nearby Otter Creek offers excellent opportunities for kayaking and canoeing, allowing you to immerse yourself in Vermont's stunning landscapes while enjoying some quality time together. Don’t miss a visit to the Henry Sheldon Museum of Vermont History, which provides a fascinating insight into the region's past through engaging exhibits and programmes. The area is also home to the beautiful Bread Loaf Mountain, where hiking trails , giving you the chance to experience breathtaking views and vibrant fall foliage. An all-inclusive hotel in Middlebury could offer a variety of local delicacies, from farm-to-table dining featuring fresh produce from the area's many farms to hearty comfort foods that embody New England cuisine. Look for accommodations downtown, where you can enjoy easy access to the local shops, cafés, and the scenic Otter Creek Falls, making it an ideal base for exploration while indulging in quality service and amenities that cater to your every need.

Frequently Asked Questions

How much does an all-inclusive hotel in Middlebury cost?

Enjoy staying in an all-inclusive hotel in Middlebury, with hotels from CA $114 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

What is the best time to stay at an all-inclusive hotel in Middlebury?

The most popular time to stay at an all-inclusive hotel in Middlebury, Vermont, is during the autumn months, particularly in October. This is when the foliage reaches its peak, showcasing stunning fall colours with temperatures averaging between 10°C and 15°C. It's an ideal time for hikers and nature lovers, as the crisp air and vibrant scenery make outdoor exploration truly enjoyable.


During October, the tourist activity is notably high due to the beautiful landscapes and various local events, such as harvest festivals. Visitors can partake in outdoor activities like hiking and leaf-peeping, or enjoy scenic drives through the countryside. The cooler temperatures are refreshing, making it superb for leisurely walks and exploring the charming downtown area.


If you're seeking a more budget-friendly experience while still enjoying pleasant weather, consider visiting in September. This shoulder month offers similar temperatures, ranging from 15°C to 20°C, but with fewer crowds and often better rates for accommodations. It also provides a chance to experience the local culture with farmers' markets and outdoor concerts, giving you a taste of the community vibe without the hustle and bustle of peak tourist season.

Is it cheaper to book an all-inclusive hotel and flight package in Middlebury?

Booking an all-inclusive hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it’s wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect all-inclusive travel package.

What all-inclusive amenities should we expect at hotels in Middlebury?

All-inclusive hotels are perfect for travellers who want a relaxing, top-value vacation. Most packages include your room, all meals, snacks, unlimited drinks including alcohol and non-alcoholic drinks. Entertainment, kids’ clubs, access to pools and fitness facilities are often included in the all-inclusive package as well. Some even cover airport transfers, while extras like spa treatments or premium alcohol may cost more. Knowing most of your expenses are already covered makes for a truly relaxing getaway. For more information, refer to the property details on Expedia.

Can I cancel my all-inclusive hotel reservation on Expedia?

Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right all-inclusive hotel in Middlebury for you.

How can I save on an all-inclusive hotel in Middlebury with Expedia?

There are plenty of ways to save on an all-inclusive hotel in Middlebury. Join One Key™, our free travel rewards program, to unlock instant discounts with Member Prices across a range of premium hotels. Typically, booking in advance will help you save on your hotel. If you're feeling spontaneous, be sure to check for last-minute deals.

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