Middlebury Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Middlebury

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
The price is ฿4,492 per night from 20 May to 21 May
฿4,492
฿4,941 total
20 May - 21 May
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
We loved the central location but there was a small bathroom with limited hooks and shelving for toiletries. Our room was a second floor walk up but the is a staff operated lift if needed. There is no kettle or coffee machine in the room.

Reviewed on 4 May 2026

Middlebury Inn
Courtyard Middlebury

Courtyard Middlebury

3 out of 5
309 Court Street Middlebury VT
Fully refundableReserve now, pay when you stay
The price is ฿5,513 per night from 18 May to 19 May
฿5,513
฿6,064 total
18 May - 19 May
includes taxes & fees
8.8/10 Excellent! (568 reviews)
Clean room, helpful staff, good restaurants, onsite guest laundry.

Reviewed on 14 May 2026

Courtyard Middlebury
Swift House Inn

Swift House Inn

3 out of 5
57 North Pleasant Street Middlebury VT
The price is ฿5,804 per night from 28 May to 29 May
฿5,804
฿6,385 total
28 May - 29 May
includes taxes & fees
9.6/10 Exceptional! (339 reviews)
Breakfast was great and the service was equally great.

Reviewed on 11 May 2026

Swift House Inn
See all 982 properties in Middlebury
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

National Museum of the Morgan Horse

You can study the exhibits at National Museum of the Morgan Horse, a museum with a story of its own, during your trip to Middlebury. Wander the riverfront or discover the area's waterfalls.

National Museum of the Morgan Horse

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.