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Aug 25 - Aug 26
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Our top choices for Middlebury hotels

Exterior
Lobby
Fitness facility
Room

1. Hampton Inn Waterbury

Hampton Inn Waterbury
Waterbury
United States
Christina
￥18,780
￥21,597 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Waterbury
Lobby lounge
Lobby lounge
Restaurant
Bar (on property)

2. Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
Waterbury
Canada
Neliniewattie
￥14,147
￥16,269 total
includes taxes & fees
Aug 30 - Aug 31
Courtyard by Marriott Waterbury Downtown
Lobby
Room, 1 King Bed, Non Smoking
Meeting facility
Breakfast area

3. Wyndham Southbury

Wyndham Southbury
Southbury
United States
Andrea
￥13,873
￥15,954 total
includes taxes & fees
Sep 23 - Sep 24
Wyndham Southbury
Reception
Reception
Breakfast buffet
Room

4. Comfort Inn Naugatuck-Shelton, CT

Comfort Inn Naugatuck-Shelton, CT
Naugatuck
United States
Curtis
￥14,328
￥16,478 total
includes taxes & fees
Sep 6 - Sep 7
Comfort Inn Naugatuck-Shelton, CT
Suite, Multiple Beds
Reception
Room
Exterior

5. Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
Meriden
United States
Angel
￥17,023
￥19,576 total
includes taxes & fees
Sep 22 - Sep 23
Holiday Inn Express & Suites Meriden by IHG
Lobby
Business center
Front of property
Room, 2 Queen Beds, Non Smoking

6. Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
Southington
United States
LAWRENCE
￥13,921
￥16,009 total
includes taxes & fees
Aug 30 - Aug 31
Days Inn by Wyndham Southington
Exterior
Reception
Exterior
Lobby

7. Homewood Suites by Hilton Southington, CT

Homewood Suites by Hilton Southington, CT
Southington
United States
Stephenie
￥22,027
￥25,331 total
includes taxes & fees
Sep 7 - Sep 8
Homewood Suites by Hilton Southington, CT
Breakfast area
Lobby
Room
Standard Room, 2 Queen Beds

8. Quality Inn Waterbury East

Quality Inn Waterbury East
Waterbury
United States
Chelsea
￥14,727
￥16,936 total
includes taxes & fees
Aug 31 - Sep 1
Quality Inn Waterbury East
View from property
Lobby
Pool
Restaurant

9. Trumbull Marriott Shelton

Trumbull Marriott Shelton
Trumbull
United States
Jennifer
￥23,684
￥27,237 total
includes taxes & fees
Aug 31 - Sep 1
Trumbull Marriott Shelton
Library
King Cabin Room
Lobby sitting area
Garden view

10. The Litchfield Inn

The Litchfield Inn
Litchfield
United States
Sandra
￥45,448
￥52,266 total
includes taxes & fees
Aug 26 - Aug 27
The Litchfield Inn
Exterior
Lobby
Standard Room, 2 Double Beds
Exterior

11. Cheshire Welcome Inn

Cheshire Welcome Inn
Cheshire
United States
Carol
￥14,162
￥16,286 total
includes taxes & fees
Aug 26 - Aug 27
Cheshire Welcome Inn
Exterior
Restaurant
Restaurant
Bar (on property)

12. Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
Southington
United States
Carlos
￥18,773
￥21,589 total
includes taxes & fees
Sep 6 - Sep 7
Holiday Inn Cheshire - Southington by IHG
Pool
Lobby
Snack bar
Sports facility

13. Hampton Inn Danbury

Hampton Inn Danbury
Danbury
United States
Donald
￥22,833
￥26,258 total
includes taxes & fees
Sep 20 - Sep 21
Hampton Inn Danbury
Reception
Exterior
Garden
Lobby sitting area

14. Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
Southbury
United States
Zuleika
￥18,595
￥24,126 total
includes taxes & fees
Sep 9 - Sep 10
Heritage Hotel, Golf & Conference Center
Breakfast meal
Room amenity
Reception
Point of interest

15. Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
Southington
United States
Rodwell
￥15,132
￥17,401 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Southington by IHG
Lobby
Breakfast area
Junior Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (with Sofabed)
Exterior

16. Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
Berlin
United States
Devashree
￥16,645
￥19,142 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Plus New England Inn & Suites
Property amenity
Pool
Lobby
Room

17. Residence Inn by Marriott New Haven Hamden

Residence Inn by Marriott New Haven Hamden
Hamden
Canada
Constance
￥26,886
￥30,919 total
includes taxes & fees
Sep 6 - Sep 7
Residence Inn by Marriott New Haven Hamden
Lobby
Pool
Lounge
Lobby

18. Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
North Haven
United States
Katie
￥17,119
￥19,687 total
includes taxes & fees
Sep 21 - Sep 22
Clarion Inn North Haven - New Haven North
Deluxe Room, 1 Queen Bed, Non Smoking
Lobby
Lobby
Pool

19. Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven
West Haven
United States
Leydy
￥18,044
￥20,751 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Executive Hotel Of New Haven - West Haven
BBQ/picnic area
Breakfast meal
Room
Reception

20. Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
Wallingford
United States
Thierry
￥19,885
￥22,867 total
includes taxes & fees
Sep 13 - Sep 14
Fairfield by Marriott Inn & Suites Wallingford New Haven
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Where to stay in Middlebury

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

Middlebury Center Historic District

Visitors to Middlebury Center Historic District enjoy its historic 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

Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

10/10 Excellent
"The property was clean and comfortable."
Ryan 1-night trip
Posted 1 hour ago
Hilton Garden Inn Shelton
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

8/10 Good
"Clean room, friendly staff."
Aparna 2-night trip
Posted 8 hours ago
Hotel Marcel New Haven, Tapestry Collection By Hilton
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

10/10 Excellent
"Awesome place to stay with the complimentary breakfast"
Teresa 6-night trip
Posted 8 hours ago
Best Western Executive Hotel Of New Haven - West Haven
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

10/10 Excellent
":p"
Matthew 1-night trip
Posted 8 hours ago
Holiday Inn Express Southington by IHG
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

10/10 Excellent
"Love staying here! Breakfast is good and beds are comfortable. Rooms are beautiful."
Raymond 1-night trip
Posted 12 hours ago
Hyatt Place Milford / New Haven
Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

10/10 Excellent
"Ok"
Alejandra 1-night trip
Posted 2 days ago
Courtyard by Marriott New Haven Orange-Milford

More cheap stays in Middlebury

Red Roof Inn Meriden

Red Roof Inn Meriden

10 Bee St Meriden CT
￥12,746
￥14,658 total
Sep 7 - Sep 8
includes taxes & fees
7.4/10 Good! (1,010 reviews)
Red Roof Inn Meriden
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

120 Laning St Southington CT
￥15,132
￥17,401 total
Sep 7 - Sep 8
includes taxes & fees
8.6/10 Excellent! (1,432 reviews)
Holiday Inn Express Southington by IHG
Microtel Inn & Suites by Wyndham Bethel/Danbury

Microtel Inn & Suites by Wyndham Bethel/Danbury

80 Benedict Rd Bethel CT
￥17,023
￥19,577 total
Aug 30 - Aug 31
includes taxes & fees
8.2/10 Very Good! (1,008 reviews)
Microtel Inn & Suites by Wyndham Bethel/Danbury
Extended Stay America Suites Shelton Fairfield County

Extended Stay America Suites Shelton Fairfield County

945 Bridgeport Ave Shelton CT
￥17,165
￥19,740 total
Aug 26 - Aug 27
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
￥18,044
￥20,751 total
Aug 31 - Sep 1
includes taxes & fees
8.2/10 Very Good! (1,822 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
￥18,947
￥21,789 total
Sep 20 - Sep 21
includes taxes & fees
Comfort Inn & Suites Danbury-Bethel

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 traveler data. Two other options for your stay in the area are Holiday Inn Express Southington by IHG and New Haven Hotel. See all available top hotels, or vacation rentals in Middlebury.
What are some of the best vacation home rentals in Middlebury?
Cozy 1-bedroom house in lovely New Haven with AC close to Yale University: Visitors like this Middlebury vacation home rental. It is equipped with a patio, air-conditioning, and a Smart TV to help you feel comfortable during your stay. See all vacation rentals in Middlebury.
If I need to cancel my hotel reservation in Middlebury, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you have a non-refundable reservation, you may still be able to cancel and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Middlebury.
Where can I learn more about changing or cancelling my trip to Middlebury?
For additional details about changing or cancelling your trip to Middlebury, click here.
Where is the best hotel to stay close to Quassy Amusement Park?
Wyndham Southbury is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. It's located 2.2 mi (3.5 km) from Quassy Amusement Park. Other good options within a few miles include Tucker Hill Inn and Heritage Hotel, Golf, Spa & Conference Center, BW Premier Collection.
What's the best place to stay near Tweed - New Haven Regional Airport (HVN)?
Quality Inn East Haven - New Haven is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.3 mi (2.1 km) from Tweed - New Haven Regional Airport. Other good options close to the airport include La Quinta Inn & Suites by Wyndham New Haven and Omni New Haven Hotel at Yale.
What's it like staying in Middlebury?
Visitors can enjoy all that Middlebury has to offer including its parks. There are 1107 hotels and other accommodations in the surrounding area. Find out more about Middlebury.
What should I see while I'm in Middlebury?
A couple of favorite 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. Check out what more to see and do in Expedia's Middlebury guide.
What's the seasonal weather like in Middlebury?
The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Middlebury is 56 inches.

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