Island Pond Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Island Pond Vacation Deals

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

The Waitsfield Inn

2.5 out of 5
Price was CA $1,386, price is now CA $1,175 per person
CA $1,175
per person
Dec 26 - Dec 31
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9/10 Wonderful! (391 reviews)

The Essex Resort & Spa

The Essex Resort & Spa

4 out of 5
Price was CA $1,959, price is now CA $1,476 per person
CA $1,476
per person
Dec 26 - Dec 31
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9/10 Wonderful! (1,011 reviews)

Middlebury Inn

Middlebury Inn

3 out of 5
Price was CA $1,560, price is now CA $1,344 per person
CA $1,344
per person
Dec 26 - Dec 31
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9/10 Wonderful! (1,005 reviews)

Residence Inn by Marriott Colchester

Residence Inn by Marriott Colchester

3 out of 5
Price was CA $1,351, price is now CA $1,186 per person
CA $1,186
per person
Dec 26 - Dec 31
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
9.4/10 Exceptional! (721 reviews)

Stoweflake Mountain Resort & Spa

Stoweflake Mountain Resort & Spa

3.5 out of 5
West Branch
Price was CA $2,159, price is now CA $1,909 per person
CA $1,909
per person
Dec 26 - Dec 31
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Burlington (BTV)
7.8/10 Good! (1,008 reviews)
The place is underconstruction, it's expensive not worth it!!! The breakfast horrible.... the rooms outdated nothing to do in the area and it's not appealing at all, the pools are closed indoor and outdoor. The spa is not working. Definitely a poor experience

Reviewed on Nov 14, 2026

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Island Pond Hotel Deals

Essex House and Tavern

Essex House and Tavern

2 out of 5
138 Cross Street Island Pond VT
Fully refundableReserve now, pay when you stay
The price is CA $166 per night from Nov 16 to Nov 17
CA $166
CA $181 total
Nov 16 - Nov 17
includes taxes & fees
9/10 Wonderful! (49 reviews)
"q"

Reviewed on Nov 8, 2026

Essex House and Tavern
Island Pond Country Inn (Formerly the Lakefront Inn & Motel)

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

2 out of 5
127 Cross St Brighton VT
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Nov 16 to Nov 17
CA $191
CA $209 total
Nov 16 - Nov 17
includes taxes & fees
Island Pond Country Inn (Formerly the Lakefront Inn & Motel)
Island Pond Apartment on VAST Trail – 1BR, 1BA

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

Brighton VT
The price is CA $100 per night from Nov 16 to Nov 17
CA $100
CA $337 total
Nov 16 - Nov 17
includes taxes & 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

Island Pond Apartment on VAST Trail – 1BR, 1BA
See all 262 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.
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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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Frequently asked questions

How much does an Island Pond vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Island Pond from just CA $1,175. And the more you bundle, the more dollars you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Island Pond?
Our Island Pond vacation packages mean plenty of savings for the savvy globetrotter. For the best deal, simply bundle your hotel, flights and extras (including activities) into one neat package. But low prices are only the start of your next memorable adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotels around the world to select from. Whatever your budget or style, there's a vacation package that's perfect for you.
How far in advance should I book my Island Pond vacation?
Savvy travelers book early. Air carriers usually release flights around a year in advance, and this is a perfect opportunity to pick up some rock-bottom prices. Just been told you need to take your vacation time next month? No problem! Expedia are never short of fantastic bargains to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Island Pond travel package include?
From hotels and airfares to car rentals, Expedia can help you create an Island Pond package that's perfect for you. Heading off for a week or two? Give some thought to a hotel, flight and rental car bundle. If you can only manage a quick getaway, an airfare and hotel deal could be more your style. Experiences can also be added once you've made your booking. Our travel packages make it simple to plan and save.
What should I know before booking an Island Pond travel package?
Our prices are always low. However, you'll enjoy even more bargains if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll always get transparent pricing and lots of choice.
If I'm not able to travel, can I cancel my Island Pond vacation package?
Yes you can, and we're here to help. You may be able to cancel and rebook your Island Pond vacation package at no cost if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If life gets in the way of your vacation, have a look at our Customer Service Portal for more information.

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