Search Inns in Middlebury from CA $82

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3
No exact matches found, but these alternatives could be just right

Recommended hotels in Middlebury

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

1. Hampton Inn Waterbury

Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very good, (1,000 reviews)
"always stay here. great staff, breakfast and room."
United States
John
The price is CA $137
CA $157 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn Waterbury
A modern lobby with a stone wall, seating area, and a bar with bottles.

2. Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very good, (1,331 reviews)
"Very nice and comfortable stay, room is very clean, the hotel restaurant is awesome & convenient."
United States
Catherine
The price is CA $122
CA $140 total
includes taxes & fees
Dec 6 - Dec 7
Wyndham Southbury
A hotel lobby with a modern design, featuring a seating area with sofas, a fireplace, and a television mounted on the wall.

3. Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.6 out of 10, Excellent, (1,292 reviews)
"I would definitely stay there again"
United States
Ludim
The price is CA $124
CA $143 total
includes taxes & fees
Nov 8 - Nov 9
Courtyard by Marriott Waterbury Downtown
A hotel room with a large bed, two bedside tables with lamps, and a striped wall.

4. The Milestone Inn

The Milestone Inn
2.5 star property
Woodbury
8.8 out of 10, Excellent, (215 reviews)
"Great place!"
United States
Roxanna
The price is CA $141
CA $162 total
includes taxes & fees
Nov 15 - Nov 16
The Milestone Inn
A spacious hotel lobby with wooden beams, a central seating area, and large windows offering a view.

5. Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very good, (1,000 reviews)
"A great place for a one-night stop."
United States
Louise
The price is CA $150
CA $196 total
includes taxes & fees
Nov 18 - Nov 19
Heritage Hotel, Golf & Conference Center
A breakfast buffet with various food items, including pastries, bread, and fruits.

6. Quality Inn Waterbury East

Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1,000 reviews)
"perfect place to stay all clean"
United States
Wilfred
The price is CA $118
CA $135 total
includes taxes & fees
Nov 15 - Nov 16
Quality Inn Waterbury East
Reception

7. Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
8.0 out of 10, Very good, (867 reviews)
"Overall this is a great place to stay and I would stay there again. I wish our room had a microwave and there was a bigger breakfast selection. But the beds were comfy and the room was clean."
United States
Kimberly
The price is CA $138
CA $159 total
includes taxes & fees
Dec 6 - Dec 7
Comfort Inn Naugatuck-Shelton, CT
A hallway with a purple-lit wall, patterned red wall, and a ceiling with recessed lighting.

8. Waterbury Motel

Waterbury Motel
2.0 star property
Waterbury
3.8 out of 10, (238 reviews)
"Wouldn't stay again"
United States
Jason
The price is CA $82
CA $95 total
includes taxes & fees
Nov 6 - Nov 7
Waterbury Motel
A two-story house with a porch, a front door with a wreath, and a small garden area.

9. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (13 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is CA $157
CA $436 total
includes taxes & fees
Nov 7 - Nov 8
Bear Retreat - 2-bedroom house in Waterbury
A Holiday Inn hotel with a covered entrance, multiple floors, and a well-lit facade.

10. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very good, (1,002 reviews)
"Breakfast was delicious and breakfast staff was very nice and very friendly!"
United States
DAVID
The price is CA $132
CA $151 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Cheshire - Southington by IHG
A white house with a wooden staircase leading to a porch.

11. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (39 reviews)
"Charles was super responsive and the bed was amazingly comfortable. Also the shower head great water pressure :-)"
United States
Lisbeth
The price is CA $145
CA $183 total
includes taxes & fees
Dec 1 - Dec 2
Cozy One Bedroom Apartment Centrally Located in Southbury
A hotel room with two beds, a nightstand with a lamp, and a wall-mounted phone.

12. PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.6 out of 10, Good, (223 reviews)
"There are no many options to stay over in that area so we had to stay there. This place is to be used by couples for a few hours. Bathroom, floors, walls, bed, etc. Discussing. We brought our own sheets just in case and I’m glad we did. Don’t stay here if you can avoid it."
United States
Danitza
The price is CA $118
CA $136 total
includes taxes & fees
Dec 6 - Dec 7
PLYMOUTH MOTOR LODGE
A hotel lobby with a wooden staircase, a reception desk, and a view through large windows.

13. Econo Lodge Milldale - Southington

Econo Lodge Milldale - Southington
2.0 star property
Milldale
6.6 out of 10, (609 reviews)
"Parking"
United States
LUIS
The price is CA $89
CA $102 total
includes taxes & fees
Nov 25 - Nov 26
Econo Lodge Milldale - Southington
A building with a sign indicating it is an AAA Approved office. There are trees and shrubs in front of the building.

14. Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very good, (901 reviews)
"Quaint roadside motel"
United States
Jessica
The price is CA $125
CA $143 total
includes taxes & fees
Nov 12 - Nov 13
Cheshire Welcome Inn
A breakfast buffet area with various food options and a bakery section.

15. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1,462 reviews)
"Good breakfast Clean room Perfect for a stay"
Canada
Guillaume
The price is CA $128
CA $148 total
includes taxes & fees
Nov 12 - Nov 13
Holiday Inn Express Southington by IHG
A Courtyard hotel with a parking lot, multiple floors, and a view of the surrounding area.

16. Courtyard by Marriott Southington

Courtyard by Marriott Southington
3.0 star property
Southington
8.8 out of 10, Excellent, (509 reviews)
"Very nice clean hotel, in a good location, near food spots."
United States
Raeshell
The price is CA $236
CA $272 total
includes taxes & fees
Nov 20 - Nov 21
Courtyard by Marriott Southington
An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.

17. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
4.0 star property
Bristol
9.0 out of 10, Wonderful, (1,003 reviews)
"Lovely stay, easy check in and kind staff. The room was clean and comfortable"
United States
Julia
The price is CA $205
CA $236 total
includes taxes & fees
Nov 24 - Nov 25
DoubleTree by Hilton Hotel Bristol, Connecticut
A modern interior with wooden panel walls, a reception desk, and a seating area with chairs.

18. Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.6 out of 10, Good, (1,008 reviews)
"The staff are extremely nice and professional. The rooms are very clean and comfortable"
United States
Elizabeth
The price is CA $119
CA $137 total
includes taxes & fees
Dec 1 - Dec 2
Days Inn by Wyndham Southington
A hotel room with two beds, a desk, a chair, and a window with curtains.

19. Rocky River Inn

Rocky River Inn
3.0 star property
New Milford
8.6 out of 10, Excellent, (955 reviews)
"If you're looking for a place to stay to explore western Connecticut, you found it."
United States
James
The price is CA $168
CA $193 total
includes taxes & fees
Dec 5 - Dec 6
Rocky River Inn
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.

20. Motel 6 Southington, CT - Hartford

Motel 6 Southington, CT - Hartford
2.0 star property
Southington
6.4 out of 10, (1,001 reviews)
"Great place- very clean!!"
United States
RICHARD CARLSON
The price is CA $98
CA $112 total
includes taxes & fees
Nov 8 - Nov 9
Motel 6 Southington, CT - Hartford
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.
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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 multi-tiered waterfall cascading over dark rocks surrounded by lush greenery.

Top reviews in Middlebury

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

Hampton Inn Waterbury

Hampton Inn Waterbury
Waterbury

10/10 Excellent

No complaints. Arrived late and left early. Had to search floors for a working ice machine. Not a serious hardship.
Canada
Scott
Reviewed June 26, 2026
Hampton Inn Waterbury

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