
Middlebury Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Brandon Miller
Top Hotel Deals

New Haven Hotel
229 George Street, New Haven, CT
29.83 km from city center
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...

Clarion Inn
201 Washington Avenue, North Haven, CT
26.99 km from city center
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 ...

Holiday Inn Express Southington by IHG
120 Laning St, Southington, CT
24.3 km from city center
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 ...

La Quinta Inn & Suites by Wyndham New Haven
400 Sargent Dr, New Haven, CT
31.19 km from city center
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Courtyard by Marriott Waterbury Downtown
63 Grand St, Waterbury, CT
7.77 km from city center
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. ...

Best Western Executive Hotel Of New Haven - West Haven
490 Saw Mill Rd, West Haven, CT
31.35 km from city center
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Cambria Hotel New Haven University Area
20 Dwight Street, New Haven, CT
29.18 km from city center
Stay at this 3-star 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
155 Temple St, New Haven, CT
29.79 km from city center
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...

Trumbull Marriott Shelton
180 Hawley Ln, Trumbull, CT
32.55 km from city center
Stay at this hotel in Trumbull. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Hyatt Place Milford / New Haven
190 Old Gate Lane, Milford, CT
33.99 km from city center
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Hamden Hotel and Suites – Hamden New Haven
2260 Whitney Ave, Hamden, CT
24.91 km from city center
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 ...

The Blake Hotel
9 High Street, New Haven, CT
29.61 km from city center
Stay at this 4-star business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...

Extended Stay America Suites Shelton Fairfield County
945 Bridgeport Ave, Shelton, CT
29.64 km from city center
Book a stay at this business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.

Wed, Jun 11 - Sun, Jun 15
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$130 Roundtrip, found 6 days ago
$130
Roundtrip
found 6 days ago

Fri, Jul 11 - Sun, Jul 13
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago

Thu, Jun 12 - Fri, Jun 13
ATL
Hartsfield-Jackson Atlanta Intl.
HVN
Tweed - New Haven Regional
$269 Roundtrip, found 2 days ago
$269
Roundtrip
found 2 days ago

Mon, Jun 30 - Mon, Jul 7
FLL
Fort Lauderdale - Hollywood Intl.
HVN
Tweed - New Haven Regional
$328 Roundtrip, found 3 days ago
$328
Roundtrip
found 3 days ago
Best neighborhoods in Middlebury
Best points of interest in Middlebury
- Quassy Amusement Park Vacations
- Yale University Vacations
- Yale-New Haven Hospital Vacations
- Candlewood Lake Vacations
- Lake Compounce Vacations
- Quinnipiac University Vacations
- University of New Haven Vacations
- Toyota Oakdale Theatre Vacations
- Southern Connecticut State University Vacations
- Elephant's Trunk Flea Market Vacations
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations