Middlebury hotels from HK$532
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Middlebury
Pet friendly
Apartment
Condo
Family friendly
Waterpark
Check prices for these dates
Tonight
11 Sept - 12 SeptTomorrow
12 Sept - 13 SeptThis weekend
11 Sept - 13 SeptNext weekend
18 Sept - 20 SeptOur top choices for Middlebury hotels
1. Hampton Inn Waterbury
Hampton Inn WaterburyWaterbury
Christina
HK$927
HK$1,065 total
includes taxes & fees
27 Sept - 28 Sept
2. Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury DowntownWaterbury
Ludim
HK$593
HK$682 total
includes taxes & fees
20 Sept - 21 Sept
3. Wyndham Southbury
Wyndham SouthburySouthbury
Rafal
HK$684
HK$786 total
includes taxes & fees
12 Oct - 13 Oct
4. Comfort Inn Naugatuck-Shelton, CT
Comfort Inn Naugatuck-Shelton, CTNaugatuck
Beverly
HK$747
HK$859 total
includes taxes & fees
27 Sept - 28 Sept
5. Heritage Hotel, Golf & Conference Center
Heritage Hotel, Golf & Conference CenterSouthbury
Zuleika
HK$785
HK$1,038 total
includes taxes & fees
20 Sept - 21 Sept
6. Homewood Suites by Hilton Southington, CT
Homewood Suites by Hilton Southington, CTSouthington
Stephenie
HK$1,151
HK$1,324 total
includes taxes & fees
20 Sept - 21 Sept
7. Quality Inn Waterbury East
Quality Inn Waterbury EastWaterbury
Wilfred
HK$727
HK$836 total
includes taxes & fees
22 Sept - 23 Sept
8. Holiday Inn Express Southington by IHG
Holiday Inn Express Southington by IHGSouthington
Paola Nicoll Rodríguez
HK$720
HK$828 total
includes taxes & fees
20 Sept - 21 Sept
9. The Milestone Inn
The Milestone InnWoodbury
ARTHUR
HK$840
HK$966 total
includes taxes & fees
14 Sept - 15 Sept
10. Days Inn by Wyndham Southington
Days Inn by Wyndham SouthingtonSouthington
Mark
HK$698
HK$803 total
includes taxes & fees
14 Sept - 15 Sept
11. Holiday Inn Cheshire - Southington by IHG
Holiday Inn Cheshire - Southington by IHGSouthington
Summer
HK$894
HK$1,028 total
includes taxes & fees
4 Oct - 5 Oct
12. Hampton Inn Danbury
Hampton Inn DanburyDanbury
Donald
HK$1,126
HK$1,295 total
includes taxes & fees
27 Sept - 28 Sept
13. Residence Inn by Marriott Southington
Residence Inn by Marriott SouthingtonSouthington
Anne
HK$1,121
HK$1,290 total
includes taxes & fees
20 Sept - 21 Sept
14. Residence Inn by Marriott New Haven Hamden
Residence Inn by Marriott New Haven HamdenHamden
Constance
HK$1,584
HK$1,822 total
includes taxes & fees
27 Sept - 28 Sept
15. Waterbury Motel
Waterbury MotelWaterbury
Jason
HK$463
HK$532 total
includes taxes & fees
14 Sept - 15 Sept
16. Cheshire Welcome Inn
Cheshire Welcome InnCheshire
Melissa
HK$643
HK$739 total
includes taxes & fees
16 Sept - 17 Sept
17. Fairfield by Marriott Inn & Suites Wallingford New Haven
Fairfield by Marriott Inn & Suites Wallingford New HavenWallingford
Thierry
HK$927
HK$1,065 total
includes taxes & fees
27 Sept - 28 Sept
18. Holiday Inn Express & Suites Meriden by IHG
Holiday Inn Express & Suites Meriden by IHGMeriden
Bobby
HK$894
HK$1,028 total
includes taxes & fees
14 Sept - 15 Sept
19. DoubleTree by Hilton Hotel Bristol, Connecticut
DoubleTree by Hilton Hotel Bristol, ConnecticutBristol
DARRON
HK$1,212
HK$1,394 total
includes taxes & fees
20 Sept - 21 Sept
20. La Quinta Inn & Suites by Wyndham Danbury
La Quinta Inn & Suites by Wyndham DanburyDanbury
Samantha
HK$904
HK$1,040 total
includes taxes & fees
27 Sept - 28 Sept
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.
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
Photo by Brandon Miller
Top Middlebury Hotel Reviews
Hyatt Place Milford / New Haven
10/10 Excellent
"Great customer service. Nice, clean room."
Holiday Inn Express Southington by IHG
10/10 Excellent
"The room was clean, staff was friendly and helpful. Breakfast was tasty and adequate. Only complaint was ac was noisy in my room but would not deter me from staying at this location again."
Homewood Suites by Hilton Orange New Haven
10/10 Excellent
"Everything was perfect"
Wyndham Southbury
8/10 Good
"Staff was helpful, property in in great shape. BUT beware, the pet fee has been raised to $75!. I feel this is excessive, i would agree to a deposit and if damage was done, the guest would be charged. Our dog has never damaged any property and is not left in the room alone. Probably will stop staying at Wyndom Hotels"
Best Western Executive Hotel Of New Haven - West Haven
8/10 Good
"Good"
Hilton Garden Inn Shelton
10/10 Excellent
"N/A"
Clarion Inn North Haven - New Haven North
10/10 Excellent
"Tavern was nice with food . Under renovation so not as clean building supplies everywhere"
More cheap stays in Middlebury
Econo Lodge West Haven
370 Highland St West Haven CT
HK$547
HK$629 total
12 Oct - 13 Oct
includes taxes & fees
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
HK$720
HK$828 total
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (1,447 reviews)
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
HK$860
HK$989 total
7 Oct - 8 Oct
includes taxes & fees
8.2/10 Very good! (1,842 reviews)
Extended Stay America Suites Shelton Fairfield County
945 Bridgeport Ave Shelton CT
HK$889
HK$1,023 total
4 Oct - 5 Oct
includes taxes & fees
Comfort Inn & Suites Danbury-Bethel
80 Newtown Road Danbury CT
HK$1,052
HK$1,209 total
20 Sept - 21 Sept
includes taxes & fees
8.4/10 Very good! (865 reviews)
Hampton Inn & Suites New Haven - South - West Haven
510 Saw Mill Rd West Haven CT
HK$1,060
HK$1,219 total
20 Sept - 21 Sept
includes taxes & fees
