𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Middlebury from RM276 (2026) - Fully Refundable Options

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Our top choices for Middlebury hotels

A Hampton Inn hotel with a modern design, featuring a well-lit entrance and multiple floors.

A gym with treadmills, dumbbells, and exercise balls.

A hotel room with a large bed, a desk with a television, a chair, and a desk lamp.

A hotel lobby with a dining area, a kitchen, and a seating area with a TV and artwork.

1. Hampton Inn Waterbury

Waterbury

Christina

RM481

RM553 total

includes taxes & fees

20 Sept - 21 Sept

A hotel lobby with a modern design, featuring a seating area with sofas, a fireplace, and a television mounted on the wall.

A hotel lobby with a seating area featuring sofas, armchairs, and ottomans.

A bar area with stools, shelves of beverages, and a coffee machine.

2. Courtyard by Marriott Waterbury Downtown

Waterbury

Ludim

RM308

RM354 total

includes taxes & fees

20 Sept - 21 Sept

A modern lobby with a stone wall, seating area, and a bar with bottles.

A spacious room with a wooden floor, large windows, and a chandelier.

A conference room with round tables, chairs, and a buffet area.

An indoor swimming pool with blue walls, a skylight, and lounge chairs.

3. Wyndham Southbury

Southbury

Catherine

RM355

RM408 total

includes taxes & fees

13 Oct - 14 Oct

A hotel breakfast area with a buffet setup, including a coffee machine, fruit juice dispenser, and various food items.

4. Comfort Inn Naugatuck-Shelton, CT

Naugatuck

Beverly

RM393

RM452 total

includes taxes & fees

4 Oct - 5 Oct

A spacious hotel lobby with wooden beams, a central seating area, and large windows offering a view.

A spacious hall with round tables and chairs, wooden beams on the ceiling, and large windows allowing natural light.

A courtyard with outdoor seating, stone walls, and a variety of plants.

A courtyard with stone pathways, various shrubs, and a small tree.

5. Heritage Hotel, Golf & Conference Center

Southbury

Zuleika

RM413

RM545 total

includes taxes & fees

16 Sept - 17 Sept

A breakfast buffet with various food items, including pastries, bread, and fruits.

A reception area with a stone counter, framed certificates on the wall, and a sign indicating the manager is on duty.

A hotel room with two beds, a nightstand with a lamp, and framed artwork on the wall.

A lobby with a sofa, a reception desk, and a view of the outside.

6. Quality Inn Waterbury East

Waterbury

Wilfred

RM377

RM434 total

includes taxes & fees

21 Sept - 22 Sept

A hotel room with a large bed, two bedside tables with lamps, and a striped wall.

A covered porch with white columns and black hanging lanterns.

A hotel bathroom with a large mirror, a vanity with drawers, a sink, and a towel rack.

A neatly made bed with white linens, a white bedside table with a lamp, and a telephone.

7. The Milestone Inn

Woodbury

Joan

RM436

RM501 total

includes taxes & fees

16 Sept - 17 Sept

An outdoor patio with a fire pit, wicker furniture, and a pergola structure.

A hotel with multiple floors, a central entrance, and a well-maintained lawn.

A spacious lobby with a stone wall, seating areas, a fireplace, and a kitchen in the background.

A modern lobby with a large sofa, armchairs, a coffee table, and a reception desk.

8. Homewood Suites by Hilton Southington, CT

Southington

Stephenie

RM670

RM771 total

includes taxes & fees

20 Sept - 21 Sept

A hallway with a purple-lit wall, patterned red wall, and a ceiling with recessed lighting.

A compact hotel room with a kitchenette, a dining area with a table and chairs, and a large mirror.

A hotel room with a bed, a wooden nightstand, a television mounted on the wall, a small table with a chair, and a leopard print carpet.

9. Waterbury Motel

Waterbury

Jason

RM240

RM276 total

includes taxes & fees

16 Sept - 17 Sept

A modern interior with wooden panel walls, a reception desk, and a seating area with chairs.

A modern interior with a seating area, a counter, and large windows.

A modern restaurant with wooden panel walls, a flat-screen TV, and a variety of seating including tables and booths.

A hotel room with two beds, a desk, a chair, a TV, and a large forest-themed painting on the wall.

10. Days Inn by Wyndham Southington

Southington

Mark

RM362

RM417 total

includes taxes & fees

16 Sept - 17 Sept

A hotel room with a large bed, a wooden nightstand, a TV, and a bathroom visible through an open door.

A modern building with a large digital welcome sign, a convention center sign, and a parking garage entrance.

A conference room with multiple tables and chairs, a whiteboard, and a projector screen.

A hotel room with a wooden desk, a chair, a flat-screen TV, a framed picture, and a window with curtains.

11. Holiday Inn Express Southington by IHG

Southington

Paola Nicoll Rodríguez

RM374

RM430 total

includes taxes & fees

27 Sept - 28 Sept

A Holiday Inn hotel with a covered entrance and green lighting.

A modern restaurant with a wooden bar area, a long table with chairs, and a menu board.

An indoor swimming pool with a lifeguard warning sign, chairs, and a view of the outside.

A modern restaurant interior with a curved counter, seating area, and a wooden ceiling.

12. Holiday Inn Cheshire - Southington by IHG

Southington

Summer

RM464

RM534 total

includes taxes & fees

4 Oct - 5 Oct

A landscaped garden with a large rock, yellow flowers, and a weeping willow tree.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a sink, and a television mounted on the wall.

A building with a sign indicating it is an AAA Approved office. There are trees and shrubs in front of the building.

A hotel room with two beds, a desk with a TV, a microwave, and a coffee maker.

13. Cheshire Welcome Inn

Cheshire

Melissa

RM334

RM384 total

includes taxes & fees

24 Sept - 25 Sept

A hotel room with a bed, a desk, a chair, a TV, and a window with curtains.

A modern dining area with white tables and chairs, a counter with a coffee machine, and a blue accent wall.

A modern hotel room with a dining area, a TV, and a large window with curtains.

A hotel with a row of parked cars in front, a covered parking area, and a sunset sky.

14. Microtel Inn & Suites by Wyndham Bethel/Danbury

Bethel

nelson

RM444

RM510 total

includes taxes & fees

29 Sept - 30 Sept

An outdoor patio area with a fire pit, seating, and a grill.

A hotel room with a sofa, a desk with a computer, a TV, a dining table with chairs, and a lamp.

A hotel room with a dining table, chairs, a sofa, a TV, a fireplace, and a door.

A spacious room with a fireplace, a large dining table, multiple chairs, and a television mounted on the wall.

15. Residence Inn by Marriott Southington

Southington

Anne

RM647

RM744 total

includes taxes & fees

20 Sept - 21 Sept

An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.

A modern lounge with a pool table, comfortable seating, and a large window offering a view of the outdoors.

A modern breakfast area with a counter, seating, and a refrigerator.

A modern hotel building with multiple floors and a prominent "HOME 2 SUITES BY HILTON" sign.

16. Home2 Suites by Hilton Bristol

Bristol

Gabriela

RM531

RM610 total

includes taxes & fees

20 Sept - 21 Sept

A busy bar area with multiple screens displaying content, wooden decor, and a crowd of people.

A compact hotel room with a kitchenette, a bed, and a view of the outdoors.

A hotel room with a bed, a chair, a small table with a plant, and a mirror.

A bar area with multiple VANS branded signs, wooden bar counter, and several bar stools.

17. La Quinta Inn & Suites by Wyndham Danbury

Danbury

Samantha

RM466

RM536 total

includes taxes & fees

20 Sept - 21 Sept

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a large window with a forest view.

A snack display with various chips and snacks, a refrigerated beverage area, and framed pictures on the wall.

A modern lounge area with a sofa and two armchairs, a coffee table, and a wall with a black and white abstract design.

A hot tub with a view of trees through large windows.

18. Hampton Inn Danbury

Danbury

Donald

RM585

RM672 total

includes taxes & fees

4 Oct - 5 Oct

A bar area with a curved counter, bar stools, and a television screen above the bar.

A bar area with a curved counter, a refrigerated display case, and several wooden bar stools.

A modern lobby with leather sofas, a wooden reception desk, and a large abstract art piece on the wall.

A lobby with a reception desk, seating area with sofas and chairs, and a decorative wall with a light fixture.

19. Hyatt Place Milford / New Haven

Milford

Coran

RM481

RM553 total

includes taxes & fees

20 Sept - 21 Sept

An outdoor patio area with seating, a fire pit, and umbrellas.

A spacious dining area with high tables and chairs, a patterned carpet, and pendant lighting.

A hotel room with a bed, a desk with a computer, a microwave, a small fridge, a chair, and a large window with curtains.

A spacious living area with a fireplace, a reception desk, and a large window.

20. Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

Thierry

RM566

RM651 total

includes taxes & fees

20 Sept - 21 Sept

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Where to stay in Middlebury

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

Middlebury Center Historic District

Middlebury Center Historic District

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

See properties

Stay near popular Middlebury attractions

Quassy Amusement Park

8.2/10 (21 reviews)

This century-old Connecticut park balances nostalgia with modern thrills, featuring the award-winning Wooden Warrior coaster and lakeside beach. Rent a waterpark cabana for a premium experience during hot summer days.

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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.

Top Middlebury Hotel Reviews

Comfort Inn & Suites Danbury-Bethel

10/10 Excellent

"Excellent location , great customer service"

Hilton Garden Inn Shelton

10/10 Excellent

"Conveniently located near restaurants and shopping. Cleanliness of hotel was a draw and service were exemplary."

Hilton Garden Inn Milford

10/10 Excellent

"Room was clean, staff professional, parking close to the entrance, breakfast is great and All the amenities are definitely a plus including the pool."

Holiday Inn Express Southington by IHG

10/10 Excellent

"Very clean hotel."

Hyatt Place Milford / New Haven

10/10 Excellent

"Friendly staff"

Trumbull Marriott Shelton

8/10 Good

"Was always the “go to place” in the area to stay. Unfortunate they haven’t done any updates. Outdoor pool was gross, rooms needed fixing. Almost a ghost town. Again, unfortunate for Marriott"

La Quinta Inn & Suites by Wyndham New Haven

10/10 Excellent

"Very nice hotel and the breakfast was great!"

Clarion Inn North Haven - New Haven North

10/10 Excellent

"Tavern was nice with food . Under renovation so not as clean building supplies everywhere"

More cheap stays in Middlebury

Econo Lodge West Haven

370 Highland St West Haven CT

RM288

RM331 total

13 Oct - 14 Oct

includes taxes & fees

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

RM374

RM430 total

27 Sept - 28 Sept

includes taxes & fees

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

RM446

RM513 total

7 Oct - 8 Oct

includes taxes & fees

Extended Stay America Suites Shelton Fairfield County

945 Bridgeport Ave Shelton CT

RM462

RM531 total

4 Oct - 5 Oct

includes taxes & fees

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT

RM485

RM558 total

11 Oct - 12 Oct

includes taxes & fees

8.4/10 Very good! (870 reviews)

Hampton Inn & Suites New Haven - South - West Haven

510 Saw Mill Rd West Haven CT

RM550

RM633 total

20 Sept - 21 Sept

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Middlebury?

Located 20.2 mi (32.5 km) from the heart of Middlebury, Trumbull Marriott Shelton is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are New Haven Hotel and Best Western Executive Hotel Of New Haven - West Haven. See all available top hotels, or vacation rentals in Middlebury.

If I need to cancel my hotel reservation in Middlebury, will I receive a refund?

Yes, most hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlebury.

What's it like staying in Middlebury?

Visitors can enjoy all that Middlebury has to offer, including its parks. There are 1085 hotels and other accommodation options in the surrounding area. Find out more about Middlebury.

What should I do while I'm visiting Middlebury?

A couple of favourite places to visit are Quassy Amusement Park and Lake Quassapaug. You'll also find Palace Theatre and Beacon Falls Town Recreation Field in the area. Take a look at what more there is to see and do in Expedia's Middlebury guide.

What's the seasonal weather in Middlebury?

The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Middlebury is 1410 mm.

Middlebury hotels from RM276

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Middlebury

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Middlebury hotels

1. Hampton Inn Waterbury

2. Courtyard by Marriott Waterbury Downtown

3. Wyndham Southbury

4. Comfort Inn Naugatuck-Shelton, CT

5. Heritage Hotel, Golf & Conference Center

6. Quality Inn Waterbury East

7. The Milestone Inn

8. Homewood Suites by Hilton Southington, CT

9. Waterbury Motel

10. Days Inn by Wyndham Southington

11. Holiday Inn Express Southington by IHG

12. Holiday Inn Cheshire - Southington by IHG

13. Cheshire Welcome Inn

14. Microtel Inn & Suites by Wyndham Bethel/Danbury

15. Residence Inn by Marriott Southington

16. Home2 Suites by Hilton Bristol

17. La Quinta Inn & Suites by Wyndham Danbury

18. Hampton Inn Danbury

19. Hyatt Place Milford / New Haven

20. Fairfield by Marriott Inn & Suites Wallingford New Haven

Where to stay in Middlebury

Middlebury Center Historic District

Stay near popular Middlebury attractions

Quassy Amusement Park

Learn more about Middlebury

Top Middlebury Hotel Reviews

Comfort Inn & Suites Danbury-Bethel

Hilton Garden Inn Shelton

Hilton Garden Inn Milford

Holiday Inn Express Southington by IHG

Hyatt Place Milford / New Haven

Trumbull Marriott Shelton

La Quinta Inn & Suites by Wyndham New Haven

Clarion Inn North Haven - New Haven North

More cheap stays in Middlebury

Econo Lodge West Haven

Holiday Inn Express Southington by IHG

Best Western Executive Hotel Of New Haven - West Haven

Extended Stay America Suites Shelton Fairfield County

Comfort Inn & Suites Danbury-Bethel

Hampton Inn & Suites New Haven - South - West Haven

Frequently asked questions

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