Top Guest Houses in Middlebury in 2026

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Recommended hotels in Middlebury

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

1. Wyndham Southbury

Southbury

Rafal

₹10,068 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.

2. Courtyard by Marriott Waterbury Downtown

Waterbury

Ludim

₹9,672 total

includes taxes & fees

8 Sept - 9 Sept

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

3. Hampton Inn Waterbury

Waterbury

Christina

₹12,839 total

includes taxes & fees

20 Sept - 21 Sept

4. Comfort Inn Naugatuck-Shelton, CT

Naugatuck

Curtis

₹10,678 total

includes taxes & fees

20 Sept - 21 Sept

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

5. The Milestone Inn

Woodbury

Anita

₹10,824 total

includes taxes & fees

8 Sept - 9 Sept

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

6. Heritage Hotel, Golf & Conference Center

Southbury

Zuleika

₹12,645 total

includes taxes & fees

8 Sept - 9 Sept

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

7. Quality Inn Waterbury East

Waterbury

Wilfred

₹10,068 total

includes taxes & fees

14 Sept - 15 Sept

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

8. Days Inn by Wyndham Southington

Southington

Shavetta

₹9,672 total

includes taxes & fees

8 Sept - 9 Sept

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

9. Holiday Inn Express Southington by IHG

Southington

Paola Nicoll Rodríguez

₹9,606 total

includes taxes & fees

13 Sept - 14 Sept

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

10. Cheshire Welcome Inn

Cheshire

Melissa

₹9,683 total

includes taxes & fees

9 Sept - 10 Sept

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

11. Holiday Inn Cheshire - Southington by IHG

Southington

Carlos

₹12,388 total

includes taxes & fees

4 Oct - 5 Oct

A motel lobby with a reception desk, a television mounted above it, a large window offering a view of the parking lot and trees, and a potted plant near the window.

12. Motel 6 Southington, CT - Hartford

Southington

LeRoy

₹7,606 total

includes taxes & fees

8 Sept - 9 Sept

A hotel room with two beds, a desk, a chair, and a window with curtains.

13. Rocky River Inn

New Milford

Gary

₹12,757 total

includes taxes & fees

8 Sept - 9 Sept

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

14. Home2 Suites by Hilton Bristol

Bristol

Laura

₹14,168 total

includes taxes & fees

20 Sept - 21 Sept

A modern lobby with a high ceiling, brick walls, and a glass enclosure. There are seating areas with tables and chairs, and a kitchen area in the background.

15. Best Western Danbury/Bethel

Bethel

MARYELLEN

₹11,475 total

includes taxes & fees

16 Sept - 17 Sept

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

16. Homewood Suites by Hilton Southington, CT

Southington

Stephenie

₹15,950 total

includes taxes & fees

20 Sept - 21 Sept

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

17. PLYMOUTH MOTOR LODGE

Terryville

SEMORA

₹9,478 total

includes taxes & fees

8 Sept - 9 Sept

18. Whitney Inn & Suites

Hamden

Olivia

₹10,758 total

includes taxes & fees

8 Sept - 9 Sept

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Top Middlebury Hotel Reviews

Cambria Hotel New Haven University Area

10/10 Excellent

"Tasteful design and immaculate rooms"

Trumbull Marriott Shelton

8/10 Good

"I would say for the price of a room for only one night that I paid. I think there should be a continental free breakfast for the mornings. And I did have a stranger banging on my hotel door at 3 AM and I tried calling downstairs to the front desk and no one answered. Thankfully, after this man was banging and kicking our door for about five minutes I yelled to him that he had the wrong room and he yelled a room number back and I said you’re in room 233 so he did walk away but I was in the room with 310-year-old little girls and my daughter was terrified and did not sleep the rest of the night. So the only other complaint would be to make sure that security or someone is always around if need be and I feel like I should get some kind of refund or reimbursement or something for the hassle and at $300 per night that is very expensive to not even have a good nights rest and not have a continental breakfast of some kind in the morning. Other than that, it is a very nice hotel it is clean. The staff was very friendly. The girls did enjoy the pool even though the indoor pool did have a very green tint to it, but I think that may have just been the lining of the pool, but otherwise it was a good stay"

Hilton Garden Inn Shelton

10/10 Excellent

"He girl t the front desk had to go ask if it was ok to let me check in because the reservation had the name Jerry instead of my legal name which is Gerard I had the reservation #with my name but she had no clue of a nickname and had me waiting to check in cause of a nickname could not foot what the confusion was she had a picture id of me maybe teaching the front desk what a nickname is would be helps, other than that I had a great state thank you"

Find out more about Middlebury

Middlebury Guest Houses information

Number of reviews	8,583
Accommodation	4 Guest Houses
Lowest Price	₹7,606
Highest Price	₹15,950

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Change your mind

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Check prices for these dates

Recommended hotels in Middlebury

1. Wyndham Southbury

2. Courtyard by Marriott Waterbury Downtown

3. Hampton Inn Waterbury

4. Comfort Inn Naugatuck-Shelton, CT

5. The Milestone Inn

6. Heritage Hotel, Golf & Conference Center

7. Quality Inn Waterbury East

8. Days Inn by Wyndham Southington

9. Holiday Inn Express Southington by IHG

10. Cheshire Welcome Inn

11. Holiday Inn Cheshire - Southington by IHG

12. Motel 6 Southington, CT - Hartford

13. Rocky River Inn

14. Home2 Suites by Hilton Bristol

15. Best Western Danbury/Bethel

16. Homewood Suites by Hilton Southington, CT

17. PLYMOUTH MOTOR LODGE

18. Whitney Inn & Suites

Top Middlebury Hotel Reviews

Cambria Hotel New Haven University Area

New Haven Hotel

Trumbull Marriott Shelton

Wyndham Southbury

Hilton Garden Inn Shelton

The Farmington Inn & Suites

Best Western Executive Hotel Of New Haven - West Haven

Holiday Inn Express Southington by IHG

Find out more about Middlebury

Middlebury Guest Houses information

Explore a world of travel with Expedia

Search Guest Houses in Middlebury

Change your mind

Treat yourself

Be picky

Check prices for these dates

Recommended hotels in Middlebury

1. Wyndham Southbury

2. Courtyard by Marriott Waterbury Downtown

3. Hampton Inn Waterbury

4. Comfort Inn Naugatuck-Shelton, CT

5. The Milestone Inn

6. Heritage Hotel, Golf & Conference Center

7. Quality Inn Waterbury East

8. Days Inn by Wyndham Southington

9. Holiday Inn Express Southington by IHG

10. Cheshire Welcome Inn

11. Holiday Inn Cheshire - Southington by IHG

12. Motel 6 Southington, CT - Hartford

13. Rocky River Inn

14. Home2 Suites by Hilton Bristol

15. Best Western Danbury/Bethel

16. Homewood Suites by Hilton Southington, CT

17. PLYMOUTH MOTOR LODGE

18. Whitney Inn & Suites

Top Middlebury Hotel Reviews

Cambria Hotel New Haven University Area

Find out more about Middlebury

Middlebury Guest Houses information

Explore a world of travel with Expedia