Book Hotels in Middlebury, CT

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Top Middlebury hotels

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $137 total per night from Oct 26 to Oct 27
$137 total
Oct 26 - Oct 27
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference ...
"We stayed one night. The staff was welcoming, the room clean and quiet, the bed very comfortable."

Reviewed on Oct 12, 2025

Opens in a new windowNew Haven Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
$90 nightly
The price is $104 total per night from Nov 2 to Nov 3
$104 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
"The front and interior of the building is beautiful. The back parking lot was a bit overgrown and the rear entry didnt close automatically. Otherwise, a clean, comfortable place to sleep after a long day."

Reviewed on Oct 12, 2025

Opens in a new windowHoliday Inn Express Southington by IHG
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane, Milford, CT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $127 total per night from Nov 2 to Nov 3
$127 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"The staff was very friendly and helpful. There aren't any restaurants within walking distance, but they do have an option to order out that was pretty good. The one thing that surprised me about the room was that the furniture upholstery was somewhat tattered. I don't ever recall seeing that in a ..."

Reviewed on Oct 15, 2025

Opens in a new windowHyatt Place Milford / New Haven
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $154 total per night from Oct 19 to Oct 20
$154 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, ...
"Decent comfortable stay. Broken coffee machine. Annoying bright flashing light on safety monitor kept us awake. Staff either very nice or surly, depending."

Reviewed on Oct 11, 2025

Opens in a new windowCambria Hotel New Haven University Area
The Farmington Inn & Suites

The Farmington Inn & Suites

3 out of 5
827 Farmington Ave, Farmington, CT
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $171 total per night from Nov 15 to Nov 16
$171 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the 24-hour business center. Enjoy the free continental breakfast ...
"Homy"

Reviewed on Oct 13, 2025

Opens in a new windowThe Farmington Inn & Suites
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $192 total per night from Oct 30 to Oct 31
$192 total
Oct 30 - Oct 31
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public ...
"."

Reviewed on Oct 14, 2025

Opens in a new windowOmni New Haven Hotel at Yale
Trumbull Marriott Shelton

Trumbull Marriott Shelton

3.5 out of 5
180 Hawley Ln, Trumbull, CT
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $160 total per night from Oct 26 to Oct 27
$160 total
Oct 26 - Oct 27
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. ...
"The best"

Reviewed on Oct 12, 2025

Opens in a new windowTrumbull Marriott Shelton
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Nov 2 to Nov 3
$107 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Great location, right off 84! Hotel was quiet but it had a great bar and restaurant right off the hotel lobby for guests and locals. Rooms were clean and well maintained. The bed was very comfortable and the staff was friendly!"

Reviewed on Oct 13, 2025

Opens in a new windowWyndham Southbury
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Nov 2 to Nov 3
$120 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"Clean room. Friendly staff."

Reviewed on Oct 16, 2025

Opens in a new windowBest Western Executive Hotel Of New Haven - West Haven
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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.

Middlebury Hotel & Travel Guide

If you find yourself journeying around New Haven and feel like spending some time in Middlebury, there are a few lodgings. 7 accommodation options are within 6-mile (10-kilometer) of the city center.

The Crowne Plaza Southbury is the closest accommodation to the city center of Middlebury and the sole Travelocity-listed place to stay just a short drive away.

18 miles (30 kilometers) from the town center of Middlebury, you will come across the Omni New Haven Hotel at Yale. The Courtyard New Haven at Yale is located 18 miles (29 kilometers) away. Another possibility is to check out the amenities and rates at the Residence Inn by Marriott Southington or the New Haven Hotel.

After you have got to know Middlebury, why not tour a bit further afield? The Coastal Connecticut district is home to myriad places to see. Admire Coastal Connecticut's beaches and coastal plains. In addition you could wind your way through many of its lighthouses. Popular activities in this area of United States of America include hiking.

Want more to do? You could spend some time enjoying Beardsley Zoo and The Barnum Museum, which you'll find in Bridgeport, 25 miles (38 kilometers) south of Middlebury. Some Bridgeport hotels and accommodations include the Best Western Plus Fairfield Hotel and Holiday Inn Bridgeport-Trumbull-Fairfield. Or, you could consider staying in Wallingford, 17 miles (28 kilometers) east of Middlebury, where you can choose from the Homewood Suites by Hilton Wallingford-Meriden and Courtyard New Haven Wallingford. The Toyota Presents Oakdale Theatre and Tradition Golf Club at Wallingford are a couple of the most frequented points of interest to experience in Wallingford.

If you are really into sports and enjoy the thrill of local clashes visit Nassau Veterans Memorial Coliseum, found 60 miles (98 kilometers) to the southwest of Middlebury. Book Travelocity-listed accommodation close to the sporting action at the Long Island Marriott or the Homewood Suites By Hilton Carle Place/Westbury.

Middlebury is blessed with some fantastic scenic attractions; find more via our complete Middlebury city page.

Top reasons for your vacation to Middlebury

  • Quassy Amusement Park: Enjoy thrilling rides and water attractions at this popular amusement park.
  • Black Rock State Park: Explore hiking trails and take in scenic views in this beautiful state park.
  • Mattatuck Museum: Dive into history and art at this museum, showcasing a diverse collection.
  • Charming Churches: Visit the architectural beauties of Middlebury's churches, known for their serene atmosphere.
  • Downtown Shelton: Take a short drive to experience the vibrant atmosphere and discover local delights in this neighboring town.

Find your favorite hotels in Middlebury

If you're planning a vacation to Middlebury, Connecticut, there are several hotel accommodations available to suit your needs. Whether you're looking for a budget-friendly option or a luxurious stay, you'll find a range of hotels in and around Middlebury. From affordable lodging to top-rated hotels, there are plenty of choices for you and your family to enjoy a comfortable and enjoyable stay during your outdoor vacation. Middlebury offers a variety of options to cater to every traveler's preferences and budget.

Hotel nameTypeStarsDescription
Hilton Garden Inn SheltonHotel3.0This 3.0-star rated hotel is located just 17.4 miles away from Middlebury. It offers close proximity to kayaking, indoor pool, hot tub, golf, hiking, friendly people, connecting rooms, fitness center, concierge, and spa. With its convenient location and various outdoor activities, this hotel is a great option for your outdoor vacation.
New Haven HotelHotel3.5With a 3.5-star rating, this hotel is situated 18.5 miles away from Middlebury. It is close to the university, entertainment venues, theaters, weddings, museums, friendly people, connecting rooms, smoking rooms, cheese, and fitness center. Its central location and proximity to cultural attractions make it a good choice for your outdoor vacation.
Hyatt Place Milford / New HavenHotel3.0This 3.0-star rated hotel is located 21.1 miles away from Middlebury. It offers close proximity to friendly people, sofa bed, hot tub, coffee, cafes, fitness center, breakfast, spa, relaxing amenities, and sports facilities. With its range of facilities and nearby leisure options, this hotel is a suitable option for your outdoor vacation.

Explore the best activities and sights in Middlebury

For an outdoor vacation in Middlebury, Connecticut, there are plenty of activities and attractions to keep the whole family engaged. One must-visit is Quassy Amusement Park, which offers thrilling rides and water attractions. Nature lovers will enjoy exploring local parks, such as Black Rock State Park and Southford Falls State Park, which offer hiking trails and scenic views. History enthusiasts can visit the Mattatuck Museum or explore the historical sites in the area. For art lovers, the Shelburne Museum showcases a diverse collection of American folk art. And don't forget to visit the interesting churches in Middlebury, known for their architectural beauty and serene atmosphere.

  1. Quassy Amusement Park: Quassy Amusement Park is a thrilling destination that offers a multitude of attractions and activities for the whole family. From the moment you enter, you'll be captivated by the mesmerizing waterfalls, adding a touch of natural beauty to the park. The park is filled with lively entertainment options, including theater performances that will leave you in awe. If you're into fishing, you can enjoy a peaceful day by the lake, casting your line and reveling in the tranquility. The park also houses fascinating museums that showcase the rich history of the area. Quassy Amusement Park is known for its family-friendly environment, where you can create lasting memories while engaging in various sports and recreational activities. The park's scenic hiking trails offer breathtaking views and the chance to connect with nature. Don't be surprised if you find yourself dancing to the lively tunes played throughout the park, accompanied by friendly people who are always ready to make your experience unforgettable.

Where to stay in Middlebury

Experience the natural beauty of Middlebury, Connecticut, on your outdoor vacation. The town is surrounded by ancient oak trees, providing a serene and peaceful setting for your adventures. Middlebury itself is a picturesque town, with charming streets and historic buildings to explore. And if you're looking for more outdoor activities, a short drive will take you to popular destinations like the stunning natural parks nearby. Additionally, don't miss the opportunity to visit downtown Shelton, just a stone's throw away, where you can immerse yourself in the vibrant atmosphere and discover even more local delights.

  1. Middlebury Center Historic District: Middlebury Center Historic District is a charming neighborhood that offers a unique experience for outdoor enthusiasts. With its picturesque waterfalls and scenic trails, it is perfect for hiking and exploring nature with your family. The district also boasts a vibrant entertainment scene, with theaters and museums that showcase the area's rich history and culture. Fishing enthusiasts can enjoy casting a line in the nearby rivers, while sports lovers can participate in various outdoor activities. The family-friendly atmosphere of Middlebury Center Historic District, combined with its historical charm and opportunities for dancing, make it a must-visit destination for an outdoor vacation with your family.

Best times to go to Middlebury

The travel seasons of Middlebury

Trips to Middlebury show a small change in popularity throughout the year. The peak season to visit is from May to July, with July being the highest month. Off-peak season starts from October to December, and December sees the least travelers.

Food and dining in Middlebury

When visiting Middlebury, Connecticut, you will find a variety of local cuisines to satisfy your food cravings. One popular choice is Maggie Mc Fly's Restaurant, known for its North American and New American dishes. For a taste of Mediterranean Italian cuisine, head to Maples Restaurant & Pizza. If you're in the mood for pizza, Domenic's & Vinnie's Pizza is highly rated and popular. Looking for lunch options? Check out Cava Restaurant or the Tea House. And if you're a fan of craft beer, don't miss Switchback Brewery. For a relaxed atmosphere, the Bar in East Middlebury is a great spot to unwind.

How do I find a great hotel with Travelocity?

Ensure your entire crew enjoys a memorable vacation with our reliable and comprehensive online travel platform. Find the perfect accommodations for your family by using our family-friendly badge, which highlights hotels with extra amenities for kids. Our custom filters allow you to narrow down options based on proximity to top attractions, enhanced cleaning measures, and affordability.

Why should I book with Travelocity?

Conference calls, to-do lists and, of course, football practice. Busy lives and packed schedules call for trips that are hassle-free. Our aim is to provide worry-free travel every time you and your family book with us so that you can spend less time fretting and more time creating memories. With that in mind, we will assist you in finding and creating your ideal trip, while also offering transparent pricing and trustworthy reviews, along with 24/7 guaranteed customer support before, during, and after your vacation.

How can I save money on my trip to Middlebury?

For travel savings in Middlebury, Connecticut, consider visiting during the off-peak season from October to December. Bundle your flights, hotel, and car bookings to get a discounted price. As for inexpensive local attractions, you can visit the Quassy Amusement Park, which offers affordable family fun. Explore the Middlebury Greenway Trail, a scenic walking and biking trail that won't cost you a dime. Lastly, enjoy a day at Lake Quassapaug, a beautiful lake where you can swim, picnic, and relax without breaking the bank.

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 $104. 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 942 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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Clean room. Friendly staff."
A verified traveler stayed at Best Western Executive Hotel Of New Haven - West Haven
Best Western Executive Hotel Of New Haven - West Haven

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