Book Cheap Hotels in Middlebury

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Check hotel availability in Middlebury

Tonight
Check prices in Middlebury for tonight, Dec 12 - Dec 13
Dec 12 - Dec 13
Tomorrow night
Check prices in Middlebury for tomorrow night, Dec 13 - Dec 14
Dec 13 - Dec 14
This weekend
Check prices in Middlebury for this weekend, Dec 12 - Dec 14
Dec 12 - Dec 14

Most frequently booked Middlebury hotels

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
29.83 km from city centre
Get rates
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Free cancellation
29.18 km from city centre
The price is CA $145 per night
CA $145
CA $167 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Art Plus Studio and White Space Gallery are located nearby.
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Free cancellation
24.3 km from city centre
The price is CA $107 per night
CA $107
CA $124 total
Jan 3 - Jan 4, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Crystal Bees and Hawks Landing Country Club are located nearby.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
Free cancellation
Reserve now, pay when you stay
29.79 km from city centre
The price is CA $233 per night
CA $233
CA $268 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and New Haven Green are located nearby.
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

4 out of 5
500 Sargent Drive New Haven CT
Free cancellation
Reserve now, pay when you stay
31.02 km from city centre
The price is CA $150 per night
CA $150
CA $173 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Long Wharf Theatre and Knights of Columbus Museum are located nearby.
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street New Haven CT
Free cancellation
Reserve now, pay when you stay
29.61 km from city centre
The price is CA $288 per night
CA $288
CA $331 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Shubert Theater and White Space Gallery are located nearby.
Hampton Inn by Hilton Shelton

Hampton Inn by Hilton Shelton

2.5 out of 5
695 Bridgeport Ave Shelton CT
Free cancellation
Reserve now, pay when you stay
28.03 km from city centre
The price is CA $142 per night
CA $142
CA $164 total
Dec 28 - Dec 29
includes taxes & fees
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Roosevelt Forest and SportsCenter of Connecticut are located nearby.
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
64 Knotter Drive Southington CT
Free cancellation
18.48 km from city centre
The price is CA $125 per night
CA $125
CA $144 total
Dec 25 - Dec 26
includes taxes & fees
Book a stay at this business-friendly hotel in Southington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Panthorn Park and Cheshire Hollow Farm are located nearby.
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Free cancellation
Reserve now, pay when you stay
7.77 km from city centre
The price is CA $123 per night
CA $123
CA $141 total
Dec 14 - Dec 15
includes taxes & fees
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Palace Theatre and Apothecary Building are located nearby.
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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 hotels in Middlebury for Extended Stay

Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

240 Congress Avenue New Haven CT
9.6/10 Exceptional! (60 reviews)
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.

Middlebury hotels essential information

Accommodation
994 hotels
Lowest Price
CA $124
Highest Price
CA $331
Popular hotels
New Haven Hotel, Cambria Hotel New Haven University Area, Holiday Inn Express Southington by IHG, Omni New Haven Hotel at Yale, Hotel Marcel New Haven, Tapestry Collection By Hilton, The Blake Hotel, Hampton Inn by Hilton Shelton, Holiday Inn Cheshire - Southington by IHG, Courtyard by Marriott Waterbury Downtown

Frequently asked questions

What are the top kid-friendly hotels in Middlebury?
From well-thought-out amenities to larger rooms, kid-friendly hotels come with features that can help turn a standard family vacation into an extraordinary one. These Middlebury properties make getting away with young ones a snap: Put your bags down at 6-Acre Luxurious Country Home with Goddess Point Lookout. It comes with a playground, a king bed and a knack for making families feel at home. Also consider Woodbury Wonder. It comes with a fireplace, pet-friendly facilities and ample opportunities to hang out together.
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 $124 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 994 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 June, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as December, January and February.
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

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"We had a wonderful stay at the hotel. However we pre paid for breakfast and lunch and didn’t receive it for our stay."
A verified traveller stayed at Holiday Inn Cheshire - Southington by IHG
Holiday Inn Cheshire - Southington by IHG

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