Middlebury - Warren Vacation Packages 2026 from $465

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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.

My Place Hotel-Randolph VT

$465

per person

Nov 11 - Nov 18

found 4 hours ago

Roundtrip flight included

New York (NYC) to Rutland (RUT)

9.4/10 Exceptional! (526 reviews)

Lake Bomoseen Lodge

Save 100% on your flight

$586

per person

Nov 11 - Nov 18

found 4 hours ago

Roundtrip flight included

New York (NYC) to Rutland (RUT)

9.4/10 Exceptional! (972 reviews)

Wonderful lake view. Snacks and coffee were useful in the morning. Fire pit and free canoe use rounded out the trip!

Reviewed on Aug 26, 2026

Middlebury Inn

$622

per person

Nov 11 - Nov 18

found 4 hours ago

Roundtrip flight included

New York (NYC) to Burlington (BTV)

9/10 Wonderful! (1,003 reviews)

Anchorage Inn

$766

per person

Nov 1 - Nov 8

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Burlington (BTV)

6.6/10 (1,433 reviews)

Anchorage in is always my go to choice when traveling on my own to Burlington.

Reviewed on Aug 26, 2026

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

$690

per person

Nov 11 - Nov 18

found 4 hours ago

Roundtrip flight included

New York (NYC) to Rutland (RUT)

9.2/10 Wonderful! (67 reviews)

Nice area, clean and kitchen was well equipped. We used the air fryer for dinner one night.

Reviewed on Aug 15, 2026

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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

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 Sunshine Double Ski Lift.

Waitsfield Village Historic District

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

Stay near popular Middlebury - Warren attractions

A snow-covered ski slope with a red lodge and a person snowboarding.

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.

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A river flowing through a forest with rocky terrain and some orange foliage.

Warren Falls

Commune with nature and explore the great outdoors at Warren Falls during your travels in Warren. Discover the area's mountain views and seek out the ski slopes.

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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.

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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.

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Blueberry Lake

Commune with nature and explore the great outdoors at Blueberry Lake during your travels in Warren.

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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.

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Middlebury - Warren Hotel Deals

Middlebury Inn

14 Court Square Middlebury VT

Fully refundableReserve now, pay when you stay

$169 nightly

$186 total

Aug 30 - Aug 31

Total with taxes and fees

Courtyard Middlebury

309 Court Street Middlebury VT

Fully refundableReserve now, pay when you stay

$169 nightly

$186 total

Aug 30 - Aug 31

Total with taxes and fees

The Warren Lodge

731 VT Rt. 100 Warren VT

$174 nightly

$189 total

Aug 30 - Aug 31

Total with taxes and fees

9.2/10 Wonderful! (709 reviews)

"It was a small intimate setting , clean and comfortable for a night off the Long Trail."

Reviewed on Aug 24, 2026

See all 916 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.