Book Cheap Hotels in Middlebury

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Check prices in Middlebury for tonight, Dec 23 - Dec 24
Dec 23 - Dec 24
Tomorrow night
Check prices in Middlebury for tomorrow night, Dec 24 - Dec 25
Dec 24 - Dec 25
This weekend
Check prices in Middlebury for this weekend, Dec 26 - Dec 28
Dec 26 - Dec 28
Next weekend
Check prices in Middlebury for next weekend, Jan 2 - Jan 4
Jan 2 - Jan 4

Most frequently booked Middlebury hotels

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Free cancellation
Reserve now, pay when you stay
0.13 km from city centre
The price is CA $178 per night
CA $178
CA $196 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this spa hotel in Middlebury. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Town Hall Theater and National Museum of the Morgan Horse are located nearby.
Spa
Parking included
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Free cancellation
Reserve now, pay when you stay
1.72 km from city centre
The price is CA $172 per night
CA $172
CA $189 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Middlebury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Town Hall Theater and Vermont Folklife Center are located nearby.
Parking included
Free WiFi
Middlebury Sweets Motel

Middlebury Sweets Motel

2.5 out of 5
1395 Rt 7 South Middlebury VT
Free cancellation
Reserve now, pay when you stay
3.39 km from city centre
The price is CA $135 per night
CA $135
CA $148 total
Dec 30 - Dec 31
includes taxes & fees
Stay at this motel in Middlebury. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Town Hall Theater and Emma Willard House are located nearby.
Pet-friendly
Parking included
White Horse Lodge

White Horse Lodge

3 out of 5
999 German Flats Rd Waitsfield VT
28.81 km from city centre
The price is CA $201 per night
CA $201
CA $226 total
Dec 24 - Dec 25
includes taxes & fees
Stay at this hotel in Waitsfield. Enjoy free WiFi, free parking, and hiking/biking on site. Our guests praise the helpful staff in our reviews. Popular attractions Sugarbush Ski Resort and Sunshine Double Ski Lift are located nearby.
Parking included
Free WiFi
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
2551 Vermont 30N Bomoseen VT
41.18 km from city centre
The price is CA $179 per night
CA $179
CA $205 total
Jan 1 - Jan 2, 2026
includes taxes & fees
Book a stay at this beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.
On private beach
Pool
The Mountain Top Inn & Resort

The Mountain Top Inn & Resort

3.5 out of 5
195 Mountain Top Road Chittenden VT
Free cancellation
Reserve now, pay when you stay
36.61 km from city centre
The price is CA $447 per night
CA $447
CA $487 total
Dec 24 - Dec 25
includes taxes & fees
Book a stay at this beach resort in Chittenden. Enjoy an outdoor pool, a private beach, and breakfast (surcharge). Popular attractions Lefferts Pond and Proctor-Pittsford Country Club are located nearby.
On private beach
Pool
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street Brandon VT
24.84 km from city centre
The price is CA $151 per night
CA $151
CA $167 total
Dec 28 - Dec 29
includes taxes & fees
Stay at this hotel in Brandon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Stephen A Douglas Birthplace and Judith Reilly Gallery are located nearby.
Pool
Breakfast included
Mad River Lodge

Mad River Lodge

3 out of 5
2354 Mill Brook Road Waitsfield VT
30 km from city centre
The price is CA $233 per night
CA $233
CA $261 total
Dec 24 - Dec 25
includes taxes & fees
Stay at this hotel in Waitsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the clean rooms in our reviews. Popular attractions Sugarbush Ski Resort and Sunshine Double Ski Lift are located nearby.
Parking included
Free WiFi
Ultimate relaxing vacation

Ultimate relaxing vacation

Orwell VT
30.41 km from city centre
The price is CA $193 per night
CA $193
CA $246 total
Dec 25 - Dec 26
includes taxes & fees
Stay at this cabin in Fair Haven. Enjoy patios and an in-room coffeemaker. Popular attractions Perch Pond and Doughty Pond are located nearby.
Kitchen
Outdoor space
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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.

Top family friendly Middlebury hotel deals

Courtyard Middlebury

Courtyard Middlebury

309 Court Street Middlebury VT
The price is CA $172 per night from Jan 4 to Jan 5
CA $172
CA $189 total
Jan 4 - Jan 5, 2026
includes taxes & fees
8.8/10 Excellent! (545 reviews)

Top cheap Middlebury hotel deals

Middlebury Sweets Motel

Middlebury Sweets Motel

1395 Rt 7 South Middlebury VT
The price is CA $135 per night from Dec 30 to Dec 31
CA $135
CA $148 total
Dec 30 - Dec 31
includes taxes & fees
8.4/10 Very Good! (388 reviews)

Middlebury hotels essential information

Accommodation
962 hotels
Lowest Price
CA $148
Highest Price
CA $487
Popular hotels
Middlebury Inn, Courtyard Middlebury, Middlebury Sweets Motel, White Horse Lodge, Lake Bomoseen Lodge, The Mountain Top Inn & Resort, Brandon Inn, Mad River Lodge, Ultimate relaxing vacation

Frequently asked questions

What are the top kid-friendly hotels in Middlebury?
From fun amenities to rooms with bunk beds, kid-friendly hotels come with features that can help turn a good family vacation into an awesome one. These Middlebury properties make traveling with the youngsters easy: Your entourage will love staying at Middlebury Inn. Express check-out services and pet-friendly facilities are just a couple of the things that help make this hotel a favorite. Downtown Middlebury 3 Bedroom Home - Walk Everywhere! is another great choice. After a fun day of exploring, come home to your cozy room and perks like pet-friendly facilities and a barbecue grill.
Where can I find cheap hotels in Middlebury?
At Travelocity you'll find really nice hotels in Middlebury at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Middlebury rather than in Middlebury. We may find you even better rates, too.
How do I find the best Middlebury hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Middlebury then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Middlebury?
The cheapest hotel in Middlebury is CA $148 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Middlebury?
There are 962 hotels in Middlebury on Travelocity.
What are the best hotels in Middlebury?
Middlebury has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Middlebury for you!
When is the best time to visit Middlebury?
If you want the joy of a fun-filled trip in peak season, visit Middlebury during February, April and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as September, October and December.
When is the cheapest time to stay in Middlebury?
Based on historic data is usually the cheapest month to visit Middlebury. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Middlebury?
There are multiple hotels in Middlebury that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Middlebury. We have plenty of kid-friendly hotels in Middlebury to choose from on Travelocity!
Why book a hotel in Middlebury through Travelocity?
Because we have the top hotels in Middlebury! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Middlebury on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Middlebury hotel reviews by fellow wanderers

Middlebury Inn

Middlebury Inn

5 out of 5
Posted 6 days ago
Travelocity Verified Review
"Friendly staff, clean & comfortable room, and delicious breakfast at Morgan's Tavern made for a wonderful (albeit brief) stay! "
A verified traveller stayed at Middlebury Inn
Middlebury Inn

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