Middlebury Center Historic District Vacation Packages for 2026

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Top Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
29.26 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
29.22 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
24.28 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd Shelton CT
27.51 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
La Quinta Inn & Suites by Wyndham New Haven

La Quinta Inn & Suites by Wyndham New Haven

3 out of 5
400 Sargent Dr New Haven CT
30.62 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful ...
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
7.67 km from Middlebury Center Historic District
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

4 out of 5
500 Sargent Drive New Haven CT
30.51 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
4.34 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North

3 out of 5
201 Washington Avenue North Haven CT
26.49 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
28.61 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center

3.5 out of 5
522 Heritage Road Southbury CT
9.12 km from Middlebury Center Historic District
Book a stay at this boutique hotel in Southbury. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Hyatt House Shelton

Hyatt House Shelton

3 out of 5
830 Bridgeport Ave Shelton CT
28.29 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
Hamden Hotel and Suites – Hamden New Haven

Hamden Hotel and Suites – Hamden New Haven

2.5 out of 5
2260 Whitney Ave Hamden CT
24.37 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in Hamden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular ...
Homewood Suites by Hilton Stratford

Homewood Suites by Hilton Stratford

3 out of 5
6905 Main St Stratford CT
30.82 km from Middlebury Center Historic District
Book a stay at this business-friendly hotel in Stratford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Graduate by Hilton New Haven

Graduate by Hilton New Haven

4 out of 5
1151 Chapel Street New Haven CT
28.72 km from Middlebury Center Historic District
Stay at this hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and free bicycles on site. Our guests praise the helpful staff and the comfy rooms in ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Avelo Airlines
Mon, Jun 15 - Thu, Jun 18
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$229 Roundtrip, found 18 hours ago
$229
Roundtrip
found 18 hours ago
Select Avelo Airlines flight, departing Mon, Jun 15 from O'Hare Intl. to Tweed - New Haven Regional, returning Thu, Jun 18, priced at $229 found 18 hours ago
Avelo Airlines
Mon, Jun 15 - Thu, Jun 18
ORD
O'Hare Intl.
HVN
Tweed - New Haven Regional
$254 Roundtrip, found 3 days ago
$254
Roundtrip
found 3 days ago
Select Avelo Airlines flight, departing Mon, Jun 15 from O'Hare Intl. to Tweed - New Haven Regional, returning Thu, Jun 18, priced at $254 found 3 days ago