Search Deals onMiddlebury Vacation Packages
Middlebury Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Inn at Saint Mary's
Price was $777, price is now $676 per person
$676
per person
Nov 2 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Las Vegas (LAS) to South Bend (SBN)
Book a stay at this family-friendly hotel in South Bend. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Notre Dame Stadium and Four Winds Casino South Bend are located nearby.
Loved the fun college motif and the wonderful staff here! We arrived late on Sunday night, but easily grabbed food next door at the Bistro. The unique gym setup was perfect for a morning workout, and we enjoyed the free hot breakfast. It is an easy, pleasant walk to the Notre Dame campus.
Reviewed on Aug 26, 2026
Hot Tub The Strong Retreat Fire Pit 3BR
Price was $1,663, price is now $1,520 per person
$1,520
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to South Bend (SBN)
Stay at this vacation home in Elkhart. Popular attractions Elkhart Tactical Laser Tag and Midwest Museum of American Art are located nearby.
Baymont by Wyndham Elkhart
Price was $1,078, price is now $997 per person
$997
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to South Bend (SBN)
Book a stay at this business-friendly hotel in Elkhart. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hall of Heroes Super Hero Museum and Wellfield Botanic Gardens are located nearby.
Lake Front Cottage Kayaks Game Table Fun
Price was $1,358, price is now $1,287 per person
$1,287
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to South Bend (SBN)
Stay at this vacation home in Shipshewana. Popular attractions Stone Lake and Brokesha Lake are located nearby.
Loved the cottage! Everything was as stated in the property description and the cottage is decorated very nicely and very clean. Unfortunately, there was severe weather and we had to delay our trip a day. When I asked if we'd be able to get a refund for one day, I got no response from the property manager. However, we accidentally took a book from the cottage and when we texted Todd, he responded immediately and was very helpful in how to return the book. The weather did not cooperate for us to be able to use the kayaks.
Reviewed on Jun 23, 2026
Farmstead Inn & Conference Center
Price was $1,086, price is now $1,029 per person
$1,029
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to South Bend (SBN)
Book a stay at this family-friendly hotel in Shipshewana. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shipshewana Auction and Flea Market and Menno-Hof Museum of Culture are located nearby.
It’s a great place to stay
Reviewed on Aug 25, 2026
The Grant Hotel and Venue
Price was $1,101, price is now $1,051 per person
$1,051
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to South Bend (SBN)
Stay at this hotel in Buchanan. Enjoy free WiFi, free parking, and a snack bar/deli. Popular attractions Buchanan Commons and Firehouse Park are located nearby.
Studio 6 Elkhart, IN- Kitchenette Rooms
Price was $1,108, price is now $1,058 per person
$1,058
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to South Bend (SBN)
Book a stay at this business-friendly hotel in Elkhart. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hall of Heroes Super Hero Museum and Wellfield Botanic Gardens are located nearby.
great price staff v good
Reviewed on Aug 15, 2026
Motel 6 Elkhart, IN
Price was $1,060, price is now $1,014 per person
$1,014
per person
Oct 8 - Oct 12
found 21 hours ago
Roundtrip non-stop flight included
Denver (DEN) to South Bend (SBN)
Stay at this motel in Elkhart. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Hall of Heroes Super Hero Museum and Wellfield Botanic Gardens are located nearby.
Dirty rooms. Staff was rude. Linens dirty with stains and hold. No elevator.
Reviewed on Aug 22, 2026
Middlebury Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Thu, Oct 15 - Sun, Oct 25
MCO
Orlando Intl.
SBN
South Bend Intl.
$147 Roundtrip, found 14 hours ago
$147
Roundtrip
found 14 hours ago
Sat, Sep 12 - Sat, Sep 19
PHL
Philadelphia Intl.
SBN
South Bend Intl.
$227 Roundtrip, found 4 days ago
$227
Roundtrip
found 4 days ago
Sat, Oct 17 - Tue, Oct 20
BOS
Logan Intl.
SBN
South Bend Intl.
$245 Roundtrip, found 14 hours ago
$245
Roundtrip
found 14 hours ago
Sat, Oct 31 - Tue, Nov 3
PHX
Sky Harbor Intl.
SBN
South Bend Intl.
$309 Roundtrip, found 4 hours ago
$309
Roundtrip
found 4 hours ago
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