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Your Middlebury Vacation
You'll find plenty to like about Middlebury, from its rich history to its cultural experiences. When you're ready to say hello to this fascinating city, our Middlebury vacation packages are calling your name. A trip to Middlebury is a terrific opportunity to sightsee. Be sure to visit popular attractions like Quassy Amusement Park, Palace Theatre and Brass Mill Center. No matter your travel plans or budget, organizing your ultimate tailored Middlebury vacation is a breeze with Expedia.
Top Middlebury Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Old Saybrook
per person
Jul. 1 - Jul. 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to New Haven (HVN)
7/10 Good! (804 reviews)
The area was safe and quiet and it was right off the higway.
There were places to eat and shop near by
The room smelled of cleaning products and the rooms were dated however we were only spending a night in a budget hotel so you get what you pay for
the room had two beds and one had a stain on the sheet so we slept in the other and that one had a stain on the comforter
the breakfast was continental so recommend eating someplace else. breakfast was in a brown bag and was a donut and a granola bar a fruit cup and a fruity drink
if you are looking for no frills budget stay I would recommend staying here however I would check the sheets or bring your own
Reviewed on May 17, 2024
Middlebury Hotel Deals
New Haven Hotel
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is CA $217 per night from Jun. 2 to Jun. 3
CA $217
CA $250 total
includes taxes & fees
Jun 2 - Jun 3
8.8/10 Excellent! (1,239 reviews)
Nice hotel
"Very clean and comfortable room. Bed and pillows were very comfortable. Staff on check in and check out were very nice. Only downside is that there is a charge for parking in the garage next door (approx $25) so need to factor that in when comparing hotel prices."
Reviewed on May 26, 2024
Holiday Inn Express Southington, an IHG Hotel
120 Laning St, Southington, CT
Fully refundable
The price is CA $201 per night from Jun. 2 to Jun. 3
CA $201
CA $231 total
includes taxes & fees
Jun 2 - Jun 3
8.4/10 Very Good! (1,007 reviews)
"The property was well kept and clean"
Reviewed on May 26, 2024
Hilton Garden Inn Shelton
25 Old Stratford Rd, Shelton, CT
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Jun. 6 to Jun. 7
CA $155
CA $179 total
includes taxes & fees
Jun 6 - Jun 7
7.4/10 Good! (1,007 reviews)
"Friendly environment"
Reviewed on May 29, 2024
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.
Frequently asked questions
Discover the most popular places to visit in Middlebury
Quassy Amusement Park
Bring the kiddos to Quassy Amusement Park and have a fun-filled day at this theme park in Middlebury. Attend a sporting event in this family-friendly area.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.