Middlebury - Warren Vacation Packages 2026 from $1,596

Photo by Jeff White

Your Middlebury - Warren Vacation

When adventure calls, answer it with a customized vacation package to Middlebury - Warren. Wherever your travels take you and whatever you have planned, prepare to discover a destination that'll make you truly feel alive. With so many things to see and do on a trip to Middlebury - Warren, it can be difficult to know where to start. Kick off your journey in Middlebury at Lake Dunmore and Robert Frost Wayside Trail — two leading attractions here. Another city worth adding to your itinerary is Waitsfield. Don't miss Camel's Hump State Park and Sugarbush Resort Golf Club. Expedia has flights, hotels and all your other travel needs to help you organize your dream Middlebury - Warren vacation today.

The Latest Middlebury - Warren vacation packages

Price found within the past 48 hours. Click for updated prices.

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

$1,596

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

9/10 Wonderful! (884 reviews)

The mattress sunk in the middle so bad that we were crushed together and my wife couldn’t even sleep in the bed. I’m still upset with the fact they didn’t mention there was no elevator in our unit. 24 steps up for two 70 year old people is not something I would recommend to anyone.

Reviewed on Sep 29, 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Save 100% on your flight

$4,003

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

9.2/10 Wonderful! (68 reviews)

Property was good. We founded a lot of cobble webs around the house. The stove was dirty when we used and made a horrible smell of burned. The guys next door were very loud at 3am and we couldn't sleep till they left around 5-6am. Will for sure be back if we have a chance. The place is well located around town and near lot os restaurants e attractions.

Reviewed on Oct 5, 2026

Mountain Green Resort

Save 100% on your flight

$4,187

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

4/10 (2 reviews)

I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.

Reviewed on Jan 28, 2026

The Suites at Killington Center

Save 100% on your flight

$3,700

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

No reviews

North Star Lodge and Resort

$1,862

per person

Dec 27 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rutland (RUT)

8.8/10 Excellent! (1,001 reviews)

The part of the hotel we stayed in was very dated. The elevator had issues and the restaurant/bar wasn’t open.

Reviewed on Oct 8, 2026

Don't see what you're looking for?

See all available trips from Columbus to Middlebury - Warren

View all trips

Where to stay in Middlebury - Warren

Find the best Middlebury - Warren areas and neighborhoods for the activities you enjoy most. Learn more about Middlebury - Warren

A snow-covered mountain landscape with a clear sky and distant mountains.

Lincoln Peak Base Area

1 out of top 10 points of interest in this area

While visiting Lincoln Peak Base Area, you might make a stop by sights like Gate House Quad Ski Lift and Sugarbush Ski Resort.

A grassy mountain landscape with a clear sky.

Mount Ellen Base Area

While visiting Mount Ellen Base Area, you might make a stop by sights like Green Mountain Express Ski Lift and Invernesse Ski Lift.

Waitsfield Village Historic District

If you're spending some time in Waitsfield Village Historic District, Mad River and Mad River Glass Gallery are top sights worth seeing.

Stay near popular Middlebury - Warren attractions

Sugarbush Ski Resort

9.2/10 (283 reviews)

At this extensive ski resort in Mad River Valley you can navigate trails through wooded areas or try skiing for the first time on the dedicated "go slow" slopes.

See properties

Middlebury College

9.6/10 (285 reviews)

Enjoy the collegiate vibe when you visit Middlebury College, during your trip to Middlebury. Stroll along the riverfront or visit the cathedral while you're in the area.

See properties

UVM Morgan Horse Farm

9.4/10 (13 reviews)

You can take time to visit UVM Morgan Horse Farm during your travels to Weybridge. While you're here, you can savor the top-notch restaurants.

See properties

Gate House Quad Ski Lift

8.8/10 (14 reviews)

You can take time to visit Gate House Quad Ski Lift during your travels to Warren. Discover the area's mountain views and seek out the ski slopes.

See properties

Branbury State Park

9.6/10 (4 reviews)

You can take time to visit Branbury State Park during your travels to Salisbury. You can enjoy the coffeehouses while in the area.

See properties

Green Mountain Cultural Center

Enjoy an outing to Green Mountain Cultural Center during your stay in Waitsfield. Discover the area's mountain views and coffeehouses.

See properties

Middlebury - Warren Hotel Deals

Middlebury Inn

14 Court Square Middlebury VT

Fully refundableReserve now, pay when you stay

$131 nightly

$144 total

Nov 1 - Nov 2

Total with taxes and fees

9/10 Wonderful! (1,012 reviews)

"The property is Victorian chic. The stay at Middlebury was a delightful vintage experience. The room features modern furniture for comfortable sleep. The hotel is within walking distance of Main St shops and Middlebury College."

Reviewed on Oct 7, 2026

The Warren Lodge

731 VT Rt. 100 Warren VT

$179 nightly

$196 total

Oct 31 - Nov 1

Total with taxes and fees

9.2/10 Wonderful! (725 reviews)

"The property is amazing. Great room with full kitchen and space to spread out. Location on the Mad River with fire pits and trails. What a gem!"

Reviewed on Oct 7, 2026

Mad River Lodge

2354 Mill Brook Road Waitsfield VT

$169 nightly

$184 total

Nov 1 - Nov 2

Total with taxes and fees

9/10 Wonderful! (370 reviews)

"Nice place"

Reviewed on Oct 8, 2026

See all 899 properties in Middlebury - Warren

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.