Island Pond Vacations from $449

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The Latest Island Pond vacation packages

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

The Waitsfield Inn

$449

per person

Nov 13 - Nov 17

found 1 day ago

Roundtrip flight included

New York (NYC) to Burlington (BTV)

9/10 Wonderful! (374 reviews)

Great location, good free parking. Room was comfortable, shower was great. Comfortable common areas. Would be perfect for a family event. Breakfast was a little disappointing. Cereals, bagels, coffees, teas, packaged baked goods. More fresh fruit and maybe a fresh baked item and warm options would have been nice. Thank you, Frank, for a very nice stay!

Reviewed on Sep 27, 2026

Green Mountain Inn

Stowe Village Historic District

$724

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Burlington (BTV)

9.6/10 Exceptional! (1,003 reviews)

The staff were so accommodating and helpful! Very friendly! Breakfast was delicious! Close to the Main Street and other places to visit. Very quaint!

Reviewed on Sep 28, 2026

von Trapp Family Lodge & Resort

$729

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Orlando (MCO) to Burlington (BTV)

9.2/10 Wonderful! (1,003 reviews)

The staff were phenomenal and so friendly. The rooms was spacious, clean, and had a balcony. Dinner was awesome. The little trio band was enjoyable to listen to. The property and livestock was a nice addition to see. 10 out of 10. Wish I had more time to stay.

Reviewed on Sep 27, 2026

Club Wyndham Smugglers’ Notch Vermont

$776

per person

Nov 5 - Nov 8

found 20 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Burlington (BTV)

8.6/10 Excellent! (228 reviews)

We had a lovely stay at this resort. The rooms were clean and spacious, with an amazing view of the mountains. Perfect area for a peaceful getaway. Our favorite restaurant on the resort was Hearth and Candle. Very great food!

Reviewed on Sep 28, 2026

Middlebury Inn

$819

per person

Dec 22 - Dec 27

found 13 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Burlington (BTV)

9/10 Wonderful! (1,004 reviews)

Excellent breakfast with lots of choices

Reviewed on Sep 20, 2026

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Stay near popular Island Pond attractions

Island Pond Historical Society Museum

You can spend time browsing the exhibits at Island Pond Historical Society Museum during your travels in Island Pond.

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Island Pond Public Library

Island Pond Public Library is just one of the places to see in Island Pond, so why not enjoy the other things to explore during your travels?

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Island Pond Hotel Deals

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

127 Cross St Brighton VT

Fully refundableReserve now, pay when you stay

$149 nightly

$162 total

Sep 29 - Sep 30

Total with taxes and fees

Essex House and Tavern

138 Cross Street Island Pond VT

Fully refundableReserve now, pay when you stay

$114 nightly

$124 total

Oct 18 - Oct 19

Total with taxes and fees

Island Pond Apartment on VAST Trail – 1BR, 1BA

Brighton VT

$242 nightly

$264 total

Oct 26 - Oct 27

Total with taxes and fees

8/10 Very Good! (2 reviews)

"Clean, well appointed 1 bedroom . Fresh towels and linens. Bathroom shower/massage tub excellent. Washer & Dryer. Kitchen, Nice open floor plan. Walk to town and water. Plenty of parking. You will feel right at home. Will definitely rent again"

Reviewed on Sep 12, 2026

See all 267 properties in Island Pond

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.