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Check prices for these dates

Tonight
23 Sep - 24 Sep
Tomorrow
24 Sep - 25 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

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

1. Hampton Inn Waterbury

Hampton Inn Waterbury
Waterbury
United States
Christina
฿3,913
฿4,500 total
includes taxes & fees
18 Oct - 19 Oct
Hampton Inn Waterbury
A hotel lobby with a modern design, featuring a seating area with sofas, a fireplace, and a television mounted on the wall.
A hotel room with a large bed, a desk with a computer, a chair, and a small table.
A hotel lobby with a seating area featuring sofas, armchairs, and ottomans.

2. Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
Waterbury
United States
Ludim
฿2,958
฿3,402 total
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Waterbury Downtown
A modern lobby with a stone wall, seating area, and a bar with bottles.
A hotel room with a bed, bedside lamps, a TV, and a desk with drawers.
A spacious room with a wooden floor, large windows, and a chandelier.
A conference room with round tables, chairs, and a buffet area.

3. Wyndham Southbury

Wyndham Southbury
Southbury
United States
Catherine
฿2,898
฿3,333 total
includes taxes & fees
22 Oct - 23 Oct
Wyndham Southbury
A hotel room with a bed, a TV, a desk, a sofa, and two lamps.
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

Comfort Inn Naugatuck-Shelton, CT
Naugatuck
United States
Denny
฿3,138
฿3,608 total
includes taxes & fees
18 Oct - 19 Oct
Comfort Inn Naugatuck-Shelton, CT
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 spacious lobby with a stone fireplace, leather sofas, and a wooden ceiling.

5. Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
Southbury
United States
Zuleika
฿3,581
฿4,690 total
includes taxes & fees
4 Oct - 5 Oct
Heritage Hotel, Golf & Conference Center
An outdoor patio with a fire pit, wicker furniture, and a pergola structure.
A spacious lobby with a stone wall, seating areas, a fireplace, and a kitchen in the background.
A hotel with multiple floors, a central entrance, and a well-maintained lawn.
A modern lobby with a fireplace, comfortable seating, and framed pictures on the walls.

6. Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
Southington
United States
Stephenie
฿5,474
฿6,295 total
includes taxes & fees
27 Sept - 28 Sept
Homewood Suites by Hilton Southington, CT
A breakfast buffet with various food items, including pastries, bread, and fruits.
A lobby with a sofa, a reception desk, and a view of the outside.
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.

7. Quality Inn Waterbury East

Quality Inn Waterbury East
Waterbury
United States
Wilfred
฿3,069
฿3,529 total
includes taxes & fees
13 Oct - 14 Oct
Quality Inn Waterbury East
A hotel room with a large bed, a wooden nightstand, a TV, and a bathroom visible through an open door.
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.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

8. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
Southington
United States
Maria
฿3,051
฿3,509 total
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Express Southington by IHG
A modern interior with wooden panel walls, a reception desk, and a seating area with chairs.
A modern restaurant with wooden panel walls, a flat-screen TV, and a variety of seating including tables and booths.
An outdoor patio area with wooden benches, planters with greenery, and a pergola with string lights.
A modern interior with a seating area, a counter, and large windows.

9. Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
Southington
United States
Sheryl
฿2,948
฿3,390 total
includes taxes & fees
24 Sept - 25 Sept
Days Inn by Wyndham Southington
An outdoor patio area with a stone fire pit, wicker furniture, and a bar area with a flat-screen TV.
A modern kitchen with dark cabinetry, stainless steel appliances, a dining table with chairs, and pendant lighting.
A spacious lobby with multiple seating areas, a large flat-screen TV, and a fireplace.
A modern kitchen with a marble backsplash, stainless steel appliances, and dark cabinetry.

10. Residence Inn by Marriott New Haven Hamden

Residence Inn by Marriott New Haven Hamden
Hamden
United States
Andrea
฿5,631
฿6,475 total
includes taxes & fees
28 Sept - 29 Sept
Residence Inn by Marriott New Haven Hamden
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 motel entrance with a doormat reading "Waterbury Big Apple Motel," a large window with a view of parked cars, and a small American flag.
A motel with a neon sign, a staircase, and a parked vehicle.

11. Waterbury Motel

Waterbury Motel
Waterbury
United States
Jason
฿1,954
฿2,247 total
includes taxes & fees
7 Oct - 8 Oct
Waterbury Motel
A hotel room with a bed, a chair, a small table with a plant, and a mirror.
A modern building with a sign reading 'LA QUINTA' and a landscaped area with a tree and flowers.
A swimming pool with lounge chairs and a lifebuoy on the fence.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

12. La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury
Danbury
United States
Eduardo
฿3,794
฿4,363 total
includes taxes & fees
27 Sept - 28 Sept
La Quinta Inn & Suites by Wyndham Danbury
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.

13. The Milestone Inn

The Milestone Inn
Woodbury
United States
KEITH
฿3,547
฿4,079 total
includes taxes & fees
24 Sept - 25 Sept
The Milestone Inn
A Holiday Inn hotel with a covered entrance and green lighting.
A modern restaurant interior with a curved counter, seating area, and a wooden ceiling.
A modern restaurant with a wooden bar area, a long table with chairs, and a menu board.
A modern bar area with a white countertop, three brown bar stools, a mounted TV, and a liquor display cabinet.

14. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
Southington
United States
Summer
฿3,776
฿4,342 total
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Cheshire - Southington by IHG
A landscaped garden with a large rock, yellow flowers, and a weeping willow tree.
A lobby with a leather sofa, a reception desk, framed pictures on the wall, and a door.
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.

15. Cheshire Welcome Inn

Cheshire Welcome Inn
Cheshire
United States
Melissa
฿2,951
฿3,394 total
includes taxes & fees
24 Sept - 25 Sept
Cheshire Welcome Inn
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 Hampton Inn hotel with a modern design, featuring a central entrance, multiple floors, and a parking lot.

16. Hampton Inn Danbury

Hampton Inn Danbury
Danbury
United States
Donald
฿4,842
฿5,569 total
includes taxes & fees
4 Oct - 5 Oct
Hampton Inn Danbury
A lobby with a chandelier, a reception desk, and a sign indicating an exit.
A spacious living room with a fireplace, a dining area, and a sofa.
A long wooden table with potted plants and candle holders in a modern interior setting.
A rustic bedroom with a large bed, wooden headboard, and a wooden floor. There is a chair and a small table with a lamp.

17. The Litchfield Inn

The Litchfield Inn
Litchfield
Canada
Wei
฿10,374
฿11,930 total
includes taxes & fees
24 Sept - 25 Sept
The Litchfield Inn
An outdoor patio area with a fire pit, seating, and a grill.
An indoor swimming pool with clear water, tiled walls, and a 'No Diving' sign.
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.

18. Residence Inn by Marriott Southington

Residence Inn by Marriott Southington
Southington
United States
Mary
฿5,351
฿6,154 total
includes taxes & fees
4 Oct - 5 Oct
Residence Inn by Marriott Southington
An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.
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.

19. DoubleTree by Hilton Hotel Bristol, Connecticut

DoubleTree by Hilton Hotel Bristol, Connecticut
Bristol
United States
DARRON
฿5,350
฿6,153 total
includes taxes & fees
18 Oct - 19 Oct
DoubleTree by Hilton Hotel Bristol, Connecticut
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

Fairfield by Marriott Inn & Suites Wallingford New Haven
Wallingford
United States
samuel
฿4,263
฿4,902 total
includes taxes & fees
30 Sept - 1 Oct
Fairfield by Marriott Inn & Suites Wallingford New Haven
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Where to stay in Middlebury

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

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.

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.
Photo by Brandon Miller

Top Middlebury Hotel Reviews

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

8/10 Good
"The room was clean and very up-to-date decor-wise."
Karen 1-night trip
Posted 11 hours ago
Courtyard by Marriott Waterbury Downtown
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

10/10 Excellent
"Smelled clean, clean rooms and property, nice staff."
Chris 3-night trip
Posted 11 hours ago
Hilton Garden Inn Shelton
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

10/10 Excellent
"Always a good stay here. Great breakfast"
Jim 2-night trip
Posted 13 hours ago
Comfort Inn & Suites Danbury-Bethel
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent
"Would be nice to have a breakfast included in price."
Rosemary 1-night trip
Posted 20 hours ago
Hotel Marcel New Haven, Tapestry Collection By Hilton
Hilton Garden Inn Milford

Hilton Garden Inn Milford

10/10 Excellent
"Excellent customer service."
Adriana 1-night trip
Posted 2 days ago
Hilton Garden Inn Milford

More cheap stays in Middlebury

Econo Lodge West Haven

Econo Lodge West Haven

370 Highland St West Haven CT
฿2,399
฿2,758 total
22 Oct - 23 Oct
includes taxes & fees
Econo Lodge West Haven
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

120 Laning St Southington CT
฿3,051
฿3,509 total
27 Sept - 28 Sept
includes taxes & fees
Holiday Inn Express Southington by IHG
Extended Stay America Suites Shelton Fairfield County

Extended Stay America Suites Shelton Fairfield County

945 Bridgeport Ave Shelton CT
฿3,398
฿3,908 total
18 Oct - 19 Oct
includes taxes & fees
Extended Stay America Suites Shelton Fairfield County
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT
฿3,632
฿4,176 total
21 Oct - 22 Oct
includes taxes & fees
8.2/10 Very good! (1,851 reviews)
Best Western Executive Hotel Of New Haven - West Haven
Comfort Inn & Suites Danbury-Bethel

Comfort Inn & Suites Danbury-Bethel

80 Newtown Road Danbury CT
฿4,081
฿4,693 total
18 Oct - 19 Oct
includes taxes & fees
8.4/10 Very good! (887 reviews)
Comfort Inn & Suites Danbury-Bethel
Hampton Inn & Suites New Haven - South - West Haven

Hampton Inn & Suites New Haven - South - West Haven

510 Saw Mill Rd West Haven CT
฿4,758
฿5,472 total
5 Oct - 6 Oct
includes taxes & fees
Hampton Inn & Suites New Haven - South - West Haven

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 1098 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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