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Find 5 Star Hotels in Middlebury, CT from $157

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Check availability on Middlebury 5 Star Hotels

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

Our top choices for Middlebury 5-star hotels

A covered porch with wicker furniture, a table with drinks, and potted plants.
A large indoor swimming pool with clear blue water, surrounded by white walls and large windows.
A large, two-story building with a symmetrical facade, surrounded by well-manicured gardens and hedges.
A room with patterned wallpaper, a chandelier, a round table with stools, a fireplace, and a large plant.

1. Mayflower Inn & Spa, Auberge Collection

Mayflower Inn & Spa, Auberge Collection
Washington
United States
Angela
$1,421 nightly
$1,635 total
Oct 4 - Oct 5
Total with taxes and fees
Mayflower Inn & Spa, Auberge Collection
A large, two-story house with a wrap-around porch, a central entrance, and a flag.
A dining area with a round table, chairs, a fireplace, and a variety of plants.
A swimming pool with lounge chairs and umbrellas, surrounded by trees.
A spacious living room with a large sectional sofa, a round coffee table, and a chandelier. There are large windows with curtains, a fireplace, and a view of greenery outside.

2. Belden House & Mews

Belden House & Mews
Litchfield Historic District
United States
laura
$560 nightly
$644 total
Sep 27 - Sep 28
Total with taxes and fees
Belden House & Mews
A hot tub in a backyard with a house, trees, and a clear sky.
A spacious living room with a dining area, large windows, and a chandelier.
A hot tub with a wicker basket, lounge chairs, and a barbecue grill in a backyard.
A beach with a playground and a white building in the background.

3. Las Flores Villa

Las Flores Villa
New Preston
$3,400 nightly
$3,850 total
Oct 1 - Oct 2
Total with taxes and fees
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
$159 nightly
$183 total
Oct 4 - Oct 5
Total with taxes and fees
Omni New Haven Hotel at Yale
The Blake Hotel

The Blake Hotel

9 High Street New Haven CT
$226 nightly
$259 total
Sep 27 - Sep 28
Total with taxes and fees
The Blake Hotel
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

500 Sargent Drive New Haven CT
$137 nightly
$157 total
Sep 27 - Sep 28
Total with taxes and fees
Hotel Marcel New Haven, Tapestry Collection By Hilton
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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.

See all hotels in Middlebury
A weathered stone structure with steps and a small opening, surrounded by fallen leaves and moss.
Photo by Brandon Miller

Top Middlebury Hotel Reviews

Find out more about Middlebury

Why not demand the best during your jaunt to Middlebury? After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Middlebury so popular in the last year. There's no reason to delay a getaway to Middlebury any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Book one of Expedia's luxurious 5-star hotels in Middlebury and get ready to be pampered like never before. You deserve the great vacation you're dreaming about.

Book the Best Middlebury 5-Star Hotels

You'll have a fantastic time at one of these 5-star hotels. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready for a wonderful adventure. What kind of amenities will make your stay a wonderful one? A Swedish massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? Plush carpeting, delectable chocolate desserts, and even spectacular views...these hotels have it all. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

You won't sleep and order room service the entire time, though. Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Middlebury are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Middlebury 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Your great getaway is just a mouse-click away -- Expedia can help you land a great deal on accommodation. Select one of the 5-star hotels in Middlebury today and relax in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Middlebury?
You'll find a range of pricing options for 5-star hotels in Middlebury on Expedia. How much you'll pay will depend on your vacation dates, length of your trip and other factors. Compare all of the available properties for your preferred dates and use our pricing and other filters to discover the ideal high-end stay.
  • Search for the lowest price per night from $157
What makes a hotel 5 stars in Middlebury?
Flawless guest service is the hallmark of every 5-star hotel in Middlebury. From the moment you arrive, staff cater to your every need, whether arranging valet parking or providing in-room massages. Plus, hotels must feature superior amenities to obtain a 5-star rating. These can include deluxe baths, saunas or spas, swimming pools, gourmet kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Middlebury?
Our convenient filters are the easiest way to search for exactly what you're looking for. Select "5-star" and "All inclusive" to see the most upscale properties in Middlebury where your meals, accommodations, entertainment and activities are included in the price. At these retreats, your vacation is pure leisure from the moment you put down your suitcase.

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