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5 Stars Hotels in Middlebury, Connecticut from CA $197

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Check availability on Middlebury 5 Star Hotels

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Sep 2 - Sep 3
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Sep 5 - Sep 7
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Top Middlebury 5 Star Hotels

Mayflower Inn & Spa, Auberge Resorts Collection
Couples treatment rooms, steam room, body treatments, aromatherapy

Mayflower Inn & Spa, Auberge Resorts Collection

5.0 star property
9.2 out of 10, Wonderful, (53)
"Incredible place - will definitely return. "
The price is CA $1,349
CA $1,615 total
includes taxes & fees
Sep 3 - Sep 4
Mayflower Inn & Spa, Auberge Resorts Collection
Las Flores Villa
Family House

Las Flores Villa

5.0 star property
10.0 out of 10, Exceptional, (1)
Las Flores Villa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Middlebury.
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

155 Temple St, New Haven, CT
The price is CA $197 per night from Sep 21 to Sep 22
CA $197
CA $226 total
Sep 21 - Sep 22
includes taxes & fees
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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.

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.

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Photo by Brandon Miller
Open Photo by Brandon Miller

Top Middlebury Hotel Reviews

Find out more about Middlebury

Find out more about Middlebury

Five Star Hotels in Middlebury

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Middlebury so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Middlebury and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Middlebury

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Middlebury

The results are in, and Middlebury 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Middlebury! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Middlebury today and settle down in the lap of luxury tomorrow.

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Middlebury?
How much you pay for a 5-star hotel in Middlebury can vary based on the time of year you travel and how long you plan to stay, among a range of factors. Use our price per night filter and other search tools to land the best deal on an indulgent stay.

  • Search for the lowest price per night from CA $197

What makes a hotel 5 stars in Middlebury?
Flawless guest service is integral to every 5-star hotel in Middlebury. From the second you arrive, staff are at your beck and call, whether arranging valet parking or providing in-room massages. Additionally, hotels have to offer top-rate amenities to be entitled to a 5-star rating. These can include luxury baths, an on-site spa, pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Middlebury?
Our convenient filters are the easiest way to find exactly what you want. Check the "All inclusive" and "5-star" boxes to show the most luxurious resorts in Middlebury where your room, meals, entertainment and activities are included in the price. At these escapes, your trip is absolute indulgence from the moment you check in.