Middlebury Hotels from S$86
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25 Aug - 26 AugTomorrow
26 Aug - 27 AugThis weekend
28 Aug - 30 AugNext weekend
4 Sept - 6 SeptOur top choices for Middlebury hotels
1. Wyndham Southbury
Wyndham SouthburySouthbury
Andrea
S$135
includes taxes & fees
23 Sept - 24 Sept
2. Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury DowntownWaterbury
Neliniewattie
S$130
includes taxes & fees
30 Aug - 31 Aug
3. Hampton Inn Waterbury
Hampton Inn WaterburyWaterbury
Christina
S$173
includes taxes & fees
7 Sept - 8 Sept
4. Comfort Inn Naugatuck-Shelton, CT
Comfort Inn Naugatuck-Shelton, CTNaugatuck
Curtis
S$135
includes taxes & fees
31 Aug - 1 Sept
5. Heritage Hotel, Golf & Conference Center
Heritage Hotel, Golf & Conference CenterSouthbury
Zuleika
S$197
includes taxes & fees
23 Sept - 24 Sept
6. Quality Inn Waterbury East
Quality Inn Waterbury EastWaterbury
Chelsea
S$135
includes taxes & fees
1 Sept - 2 Sept
7. The Milestone Inn
The Milestone InnWoodbury
Anita
S$156
includes taxes & fees
7 Sept - 8 Sept
8. Days Inn by Wyndham Southington
Days Inn by Wyndham SouthingtonSouthington
LAWRENCE
S$130
includes taxes & fees
27 Aug - 28 Aug
9. Waterbury Motel
Waterbury MotelWaterbury
Jason
S$86
includes taxes & fees
24 Sept - 25 Sept
10. Holiday Inn Cheshire - Southington by IHG
Holiday Inn Cheshire - Southington by IHGSouthington
Carlos
S$181
includes taxes & fees
24 Sept - 25 Sept
11. Cheshire Welcome Inn
Cheshire Welcome InnCheshire
Carol
S$130
includes taxes & fees
31 Aug - 1 Sept
12. Holiday Inn Express Southington by IHG
Holiday Inn Express Southington by IHGSouthington
Rodwell
S$139
includes taxes & fees
7 Sept - 8 Sept
13. Home2 Suites by Hilton Bristol
Home2 Suites by Hilton BristolBristol
Renee
S$202
includes taxes & fees
1 Sept - 2 Sept
14. Homewood Suites by Hilton Southington, CT
Homewood Suites by Hilton Southington, CTSouthington
Stephenie
S$202
includes taxes & fees
7 Sept - 8 Sept
15. Microtel Inn & Suites by Wyndham Bethel/Danbury
Microtel Inn & Suites by Wyndham Bethel/DanburyBethel
Jamie
S$153
includes taxes & fees
27 Aug - 28 Aug
16. Best Western Danbury/Bethel
Best Western Danbury/BethelBethel
Jasmine
S$140
includes taxes & fees
30 Aug - 31 Aug
17. La Quinta Inn & Suites by Wyndham Danbury
La Quinta Inn & Suites by Wyndham DanburyDanbury
Samantha
S$190
includes taxes & fees
30 Aug - 31 Aug
18. PLYMOUTH MOTOR LODGE
PLYMOUTH MOTOR LODGETerryville
SEMORA
S$128
includes taxes & fees
30 Aug - 31 Aug
19. Econo Lodge Bethel - Danbury
Econo Lodge Bethel - DanburyBethel
Casey
S$146
includes taxes & fees
30 Aug - 31 Aug
20. Clarion Inn North Haven - New Haven North
Clarion Inn North Haven - New Haven NorthNorth Haven
Katie
S$157
includes taxes & fees
21 Sept - 22 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
Homewood Suites by Hilton Orange New Haven
10/10 Excellent
"Our room was spectacular."
Best Western Executive Hotel Of New Haven - West Haven
8/10 Good
"Rooms redone. They are clean and functional . Has an elevator to access upper floors. Breakfast was ok. The eggs, however were dry and tasteless . Convenient parking"
Hyatt Place Milford / New Haven
10/10 Excellent
"Staff was great and fastest checkin I ever."
Wyndham Southbury
8/10 Good
"A good value hotel right off the highway. Friendly staff, clean rooms, onsite bar. Rooms are a bit dated, but overall a nice place to stay to break up a long drive."
La Quinta Inn & Suites by Wyndham New Haven
8/10 Good
"All fine. Room was cooled to 63F which was welcome but a bit too chilly for sleep; easily controlled. All else fine, room clean and queen bed was supportive, pillows comfortable."
Holiday Inn Express Southington by IHG
10/10 Excellent
"The stay was great. Only here for one night but had everything we needed. Also this had to have been one of the cleanest hotels I've ever stayed in."
Hilton Garden Inn Shelton
10/10 Excellent
"Great stay overnight. Very clean and quiet."
Courtyard by Marriott Waterbury Downtown
10/10 Excellent
"Staff was very helpful."
Hotel Marcel New Haven, Tapestry Collection By Hilton
8/10 Good
"Clean room, friendly staff."
More cheap stays in Middlebury
Red Roof Inn Meriden
10 Bee St Meriden CT
S$118
27 Aug - 28 Aug
includes taxes & fees
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
S$139
7 Sept - 8 Sept
includes taxes & fees
8.6/10 Excellent! (1,433 reviews)
Microtel Inn & Suites by Wyndham Bethel/Danbury
80 Benedict Rd Bethel CT
S$153
27 Aug - 28 Aug
includes taxes & fees
8.2/10 Very good! (1,009 reviews)
Extended Stay America Suites Shelton Fairfield County
945 Bridgeport Ave Shelton CT
S$158
27 Aug - 28 Aug
includes taxes & fees
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
S$166
30 Aug - 31 Aug
includes taxes & fees
8.2/10 Very good! (1,825 reviews)
Comfort Inn & Suites Danbury-Bethel
80 Newtown Road Danbury CT
S$189
30 Aug - 31 Aug
includes taxes & fees
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