𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Middlebury (2026)

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Our top choices for Middlebury hotels

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

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

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

A hotel room with a bed, bedside lamps, a TV, and a desk with drawers.

1. Wyndham Southbury

Southbury

Catherine

S$123

includes taxes & fees

10 Nov - 11 Nov

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 reception desk with a wooden finish, a digital screen, and a large poster on the wall.

2. Hampton Inn Waterbury

Waterbury

Robert

S$144

includes taxes & fees

8 Nov - 9 Nov

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 hotel room with a large bed, a desk with a computer, a chair, and a small table.

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

3. Courtyard by Marriott Waterbury Downtown

Waterbury

gloria

S$146

includes taxes & fees

1 Nov - 2 Nov

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 Keurig coffee maker with a cup of coffee and several coffee pods on a tray.

4. The Milestone Inn

Woodbury

Joan

S$158

includes taxes & fees

14 Oct - 15 Oct

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

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

A spacious lobby with a stone fireplace, leather sofas, and a wooden ceiling.

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

5. Heritage Hotel, Golf & Conference Center

Southbury

anthony

S$173

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, a TV, a desk, a sofa, and two lamps.

6. Comfort Inn Naugatuck-Shelton, CT

Naugatuck

Denny

S$146

includes taxes & fees

29 Oct - 30 Oct

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 a bathroom, a TV, a chair, and a desk.

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

7. Quality Inn Waterbury East

Waterbury

Wilfred

S$124

includes taxes & fees

1 Nov - 2 Nov

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

A motel with a neon sign, a staircase, and a parked vehicle.

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

8. Waterbury Motel

Waterbury

Jason

S$87

includes taxes & fees

12 Oct - 13 Oct

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.

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

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

9. Holiday Inn Cheshire - Southington by IHG

Southington

Joshua

S$161

includes taxes & fees

8 Nov - 9 Nov

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

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

A modern building with a large digital welcome sign and a clear sky.

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

10. Holiday Inn Express Southington by IHG

Southington

Maria

S$151

includes taxes & fees

18 Oct - 19 Oct

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

A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple windows.

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

A hotel room with a sofa, ottoman, bedside table, lamp, air conditioning unit, and a painting on the wall.

11. La Quinta Inn & Suites by Wyndham Danbury

Danbury

Steven

S$164

includes taxes & fees

11 Oct - 12 Oct

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 room with a dining table, four wooden stools, a window with blinds, and a view of the outside.

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

12. Microtel Inn & Suites by Wyndham Bethel/Danbury

Bethel

Tara

S$152

includes taxes & fees

11 Oct - 12 Oct

A hotel room with two beds, a nightstand with a lamp, and a wall-mounted phone.

A motel with a sign reading "Plymouth Motor Lodge".

A hotel room with a kitchenette, a desk, a chair, a mirror, and a door.

A bathroom with a shower, toilet, and towel rack.

13. PLYMOUTH MOTOR LODGE

Terryville

SEMORA

S$131

includes taxes & fees

21 Oct - 22 Oct

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 large indoor swimming pool with multiple seating areas and large windows.

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

14. Home2 Suites by Hilton Bristol

Bristol

Gabriela

S$192

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a wooden staircase, a reception desk, and a view through large windows.

A room with a sofa, a desk with a computer, a printer, and an ATM.

A hotel room with a flat-screen TV, a microwave, a small refrigerator, a telephone, and a sink with a mirror.

A reception desk with wooden cabinets, a clock, and framed awards.

15. Econo Lodge Milldale - Southington

Milldale

David

S$94

includes taxes & fees

2 Nov - 3 Nov

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 fireplace, comfortable seating, and framed pictures on the walls.

16. Homewood Suites by Hilton Southington, CT

Southington

Gopal

S$216

includes taxes & fees

25 Oct - 26 Oct

A spacious lobby with large windows, a central plant, and multiple hanging lights.

A modern hotel lobby with a central island, red chairs, a marble countertop, and a large overhead light fixture.

A modern lobby with a reception desk, seating area, and a large decorative light fixture.

A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a reception area.

17. DoubleTree by Hilton Hotel Bristol, Connecticut

Bristol

Carroll

S$236

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

18. Days Inn by Wyndham Southington

Southington

Maria

S$125

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a bed, bedside tables, a desk, a chair, a lamp, and a window.

19. Hampton Inn & Suites By Hilton North Haven

North Haven

TRINA

S$180

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

20. Cheshire Welcome Inn

Cheshire

Kerem

S$131

includes taxes & fees

1 Nov - 2 Nov

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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.

See properties

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

Hyatt Place Milford / New Haven

10/10 Excellent

"Excellent choice!"

Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent

"Everything was great. If any complaint, it was the shower pressure was low. This may have been an eco friendly feature."

Best Western Executive Hotel Of New Haven - West Haven

8/10 Good

"Friendly check in . Dunkin' donuts right in front ."

La Quinta Inn & Suites by Wyndham Danbury

8/10 Good

"the rooms were so clean, staff super helpful. The only thing I would like to mention that can be improved is how loud the air conditioning units are, I could barely get a good nights sleep. Also, the water pressure on the shoers could be stronger."

New Haven Hotel

10/10 Excellent

"Large and spotless room with large windows; excellent location. Exceptional value!"

Courtyard by Marriott Waterbury Downtown

10/10 Excellent

"The room was ve"

Hamden Hotel and Suites – Hamden New Haven

10/10 Excellent

"Central location! The room was clean but honestly its just meant for sleeping."

Best Western Danbury/Bethel

10/10 Excellent

"very clean, staff was pleasant and professional"

Clarion Inn North Haven - New Haven North

10/10 Excellent

"Room and bedding super clean. Staff very friendly and helpful. Property was messy because of construction. Not great for walking your dog."

More cheap stays in Middlebury

Red Roof Inn Meriden

10 Bee St Meriden CT

S$119

1 Nov - 2 Nov

includes taxes & fees

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

S$151

18 Oct - 19 Oct

includes taxes & fees

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT

S$152

11 Oct - 12 Oct

includes taxes & fees

8.2/10 Very good! (1,004 reviews)

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

S$161

15 Oct - 16 Oct

includes taxes & fees

8.2/10 Very good! (1,872 reviews)

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT

S$169

8 Nov - 9 Nov

includes taxes & fees

Hampton Inn & Suites New Haven - South - West Haven

510 Saw Mill Rd West Haven CT

S$187

29 Oct - 30 Oct

includes taxes & fees

Frequently asked questions

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

Located 18.5 mi (29.8 km) from the heart of Middlebury, New Haven Hotel is a top choice for your stay, based on our traveller data. Other good options for your trip to the area are Holiday Inn Express Southington by IHG 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 1101 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.

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Connecticut Holiday Rentals

Things to do in Connecticut

Middlebury Hotels from S$87

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. Wyndham Southbury

2. Hampton Inn Waterbury

3. Courtyard by Marriott Waterbury Downtown

4. The Milestone Inn

5. Heritage Hotel, Golf & Conference Center

6. Comfort Inn Naugatuck-Shelton, CT

7. Quality Inn Waterbury East

8. Waterbury Motel

9. Holiday Inn Cheshire - Southington by IHG

10. Holiday Inn Express Southington by IHG

11. La Quinta Inn & Suites by Wyndham Danbury

12. Microtel Inn & Suites by Wyndham Bethel/Danbury

13. PLYMOUTH MOTOR LODGE

14. Home2 Suites by Hilton Bristol

15. Econo Lodge Milldale - Southington

16. Homewood Suites by Hilton Southington, CT

17. DoubleTree by Hilton Hotel Bristol, Connecticut

18. Days Inn by Wyndham Southington

19. Hampton Inn & Suites By Hilton North Haven

20. Cheshire Welcome Inn

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

Hyatt Place Milford / New Haven

Hotel Marcel New Haven, Tapestry Collection By Hilton

Best Western Executive Hotel Of New Haven - West Haven

La Quinta Inn & Suites by Wyndham Danbury

New Haven Hotel

Courtyard by Marriott Waterbury Downtown

Hamden Hotel and Suites – Hamden New Haven

Best Western Danbury/Bethel

Clarion Inn North Haven - New Haven North

More cheap stays in Middlebury

Red Roof Inn Meriden

Holiday Inn Express Southington by IHG

Microtel Inn & Suites by Wyndham Bethel/Danbury

Best Western Executive Hotel Of New Haven - West Haven

Comfort Inn & Suites Danbury-Bethel

Hampton Inn & Suites New Haven - South - West Haven

Frequently asked questions

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