Deals on vacations and trips to Middlebury
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Middlebury flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southington by IHG
Save 100% on your flight
Price was $474, price is now $320 per person
$320
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Beechmont - Perfect for Family Retreat!
North End
Save 100% on your flight
Price was $1,194, price is now $791 per person
$791
per person
Jan 3 - Jan 5
found 1 day ago
Roundtrip flight included
Detroit (DTW) to New Haven (HVN)
This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a communal living room are also on offer.
Holiday Inn Cheshire - Southington by IHG
Price was $506, price is now $371 per person
$371
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
This hotel features an indoor pool, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the in-room fitness and perks like free self parking.
Clarion Inn
Price was $489, price is now $365 per person
$365
per person
Jan 15 - Jan 19
found 24 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.
Hilton Garden Inn Hartford North/Bradley Int'l Airport
Price was $542, price is now $404 per person
$404
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to New Haven (HVN)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy free perks like free self parking and an area shuttle.
Top Middlebury hotels deals
New Haven Hotel
229 George Street New Haven CT
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $82 total per night
$82 total
Dec 2 - Dec 3
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pet friendly
Free WiFi
Holiday Inn Express Southington by IHG
120 Laning St Southington CT
Free Cancellation
$83 nightly
The price is $95 total per night
$95 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Cambria Hotel New Haven University Area
20 Dwight Street New Haven CT
Free Cancellation
$105 nightly
The price is $120 total per night
$120 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a lobby fireplace, and a computer station are also offered.
Pet friendly
Free WiFi
Wyndham Southbury
1284 Strongtown Road Southbury CT
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $107 total per night
$107 total
Dec 1 - Dec 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking and a free area shuttle.
Pool
Pet friendly
Hotel Marcel New Haven, Tapestry Collection By Hilton
500 Sargent Drive New Haven CT
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $106 total per night
$106 total
Dec 11 - Dec 12
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 8 conference rooms, free WiFi in public areas, and express check-in. Free self parking, express check-out, and dry cleaning are also offered.
Pet friendly
Parking included
Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd West Haven CT
Free Cancellation
Reserve now, pay when you stay
$92 nightly
The price is $105 total per night
$105 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
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.
Popular places to visit
Quassy Amusement Park
4.5/5(13 reviews)
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.
Frequently asked questions
Photos of local treasures
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