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Where to stay in Middlebury

Find the best Middlebury areas and neighborhoods for the activities you enjoy most.

Middlebury Center Historic District

Visitors to Middlebury Center Historic District enjoy its historic sites, and if you want to do some exploring, Lake Quassapaug is worth a stop.

Stay near popular Middlebury attractions

Learn more about Middlebury

Quassy Amusement Park offers thrilling rides and a refreshing lakeside beach where families cool off during summer months. History buffs can explore the 1800s buildings at Middlebury Historical Society Museum, while hikers enjoy scenic trails through Hop Brook Lake Park.

Either off access road at the end of Old Waterbury Rd, or Umberfield Rd. Abandoned in the woods near I 84 and power lines overhead.
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Open Photo by Brandon Miller

Top Middlebury Hotel Reviews

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Frequently asked questions

What's the best place for a stay in Middlebury?
Located 21 mi (33.8 km) from the heart of Middlebury, Extended Stay America Suites Hartford Farmington is a top choice for your stay based on our traveler data. Two other options for your stay in the area are New Haven Hotel and Omni New Haven Hotel at Yale. See all available top hotels, or vacation rentals in Middlebury.
What are some of the best vacation home rentals in Middlebury?
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Middlebury vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Middlebury.
If I need to cancel my hotel reservation in Middlebury, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlebury.
Where can I learn more about changing or cancelling my trip to Middlebury?
For additional details about changing or cancelling your trip to Middlebury, click here.
Where is the best hotel to stay close to Quassy Amusement Park?
Wyndham Southbury is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. It's located 2.2 mi (3.5 km) from Quassy Amusement Park. Other good options within a few miles include Tucker Hill Inn and Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection.
What's the best place to stay near Tweed - New Haven Regional Airport (HVN)?
Quality Inn East Haven - New Haven is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.3 mi (2.1 km) from Tweed - New Haven Regional Airport. Other good options close to the airport include La Quinta Inn & Suites by Wyndham New Haven and Omni New Haven Hotel at Yale.
What's it like staying in Middlebury?
Visitors can enjoy all that Middlebury has to offer including its parks. There are 950 hotels and other accommodations in the surrounding area. Find out more about Middlebury.
What should I see while I'm in Middlebury?
A couple of favorite places to visit are Quassy Amusement Park and Lake Quassapaug. You'll also find Palace Theatre and Holy Land USA in the area. Check out what more to see and do in Expedia's Middlebury guide.
What's the seasonal weather like in Middlebury?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Middlebury is 56 inches.

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