Island Pond Vacation Packages

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Top Island Pond Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was CA $1,633, price is now CA $1,432 per person
CA $1,432
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Burlington (BTV)
8.4/10 Very Good! (223 reviews)
Room was clean and large. The room was thoughtful equipped with things we need and kids friendly. The location was great! The checking process was sort of confusing because there are two sets of counters that we needed to go to check in and get the keys. Very odd.

Reviewed on Feb 23, 2026

Smugglers' Notch Resort

Smugglers' Notch Resort

3 out of 5
Price was CA $2,042, price is now CA $1,777 per person
CA $1,777
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Burlington (BTV)
7.8/10 Good! (137 reviews)
Everything with the room itself was great. It was clean and in a great location. My issue with this reservation was the amenities. They are not inlcluded. So even though the listing says they have pools and hot tubs, don't expect to be able to use them unless you pay more when you get there. This should be made clear to anyone that books at this resort.

Reviewed on Feb 6, 2026

Green Mountain Inn

Green Mountain Inn

3.5 out of 5
Stowe Village Historic District
Price was CA $1,684, price is now CA $1,473 per person
CA $1,473
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Burlington (BTV)
9.4/10 Exceptional! (1,013 reviews)
Very clean and nicely furnished for such an old property. Our room could have used a good scrubbing on the bathroom floors b/c the grout and tiles were dirty. The shower could use re-caulking around the glass shower door where it meets the bathtub to get rid of a bit of mold, and the tiles in the shower could need to be sprayed with Tilex and scrubbed. Those are all minor things, but could improve the room a lot. Overall, very satisfied.

Reviewed on May 9, 2026

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Island Pond Hotel Deals

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 $158 per night from May 14 to May 15
CA $158
CA $172 total
May 14 - May 15
includes taxes & fees
8.2/10 Very Good! (171 reviews)
I was traveling with family and our two parrots. Reserved a room on the first floor which made it easy to bring the birds in while in their travel cages. Staff and stay was great!

Reviewed on Apr 6, 2026

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)
Island Pond Apartment on VAST Trail – 2BR, 1BA

Island Pond Apartment on VAST Trail – 2BR, 1BA

Brighton VT
The price is CA $116 per night from May 15 to May 16
CA $116
CA $408 total
May 15 - May 16
includes taxes & fees
9.8/10 Exceptional! (8 reviews)
plenty of parking for trailers access to trails right there

Reviewed on Mar 11, 2026

Island Pond Apartment on VAST Trail – 2BR, 1BA
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 $165 per night from May 28 to May 29
CA $165
CA $180 total
May 28 - May 29
includes taxes & fees
Essex House and Tavern
See all 265 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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Frequently asked questions

Can I cancel my flight booking to Island Pond due to COVID-19?
If you've yet to book your tickets, look through the terms and conditions of the airline you're considering. If you've already secured your flight to Island Pond, make use of our Customer Service Portal. The information here will help you determine which COVID-19 policies apply to your booking and guide you with the next steps.
What's the best way to find cheap flights to Island Pond that have flexible change policies?
We know that travel schedules can change in the blink of an eye, so locking in a flexible ticket with Expedia is always a clever idea. Simply mark the "No change fee" box underneath the "Flexible change policies" filter. Your well-priced and flexible flight to Island Pond is only a few clicks away.
What are some of the general tips for travelers to Island Pond during the COVID-19 outbreak?
With new rules, restrictions and safety measures in effect, travel looks a lot different at present. Here's what you should know before you get on that plane to Island Pond:
  • Find out if any travel restrictions apply to your origin and destination before booking your flight. Also check if there are any requirements you'll have to follow on arrival, such as installing a contact tracing app.
  • Keep your face mask on even during airport screening. A TSA officer will require you to adjust your mask to verify your identity.
  • Rather than handing a TSA agent your boarding pass, place it directly on the reader yourself. After that, hold it up for inspection.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on bags. This will need to be removed from your bag and presented for screening.
  • Empty everything from your pockets, like your phone and wallet, and put them in your carry-on instead of the bins. This will minimize handling during the screening process.
  • If you're planning to take food through security screening, place it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA agent will need to touch your carry-on bag or food container for closer inspection.

Which airlines fly to Island Pond?
Cape Air is a renowned airline servicing Island Pond. Look up airfares to Logan Intl. Airport (BOS) and you'll have 1785 Cape Air flights every month to choose from.
How can I find cheap tickets to Island Pond?
In the last seven days, was the lowest price for a flight to Island Pond. For even greater savings, book in advance and be flexible with your dates. Search for your journey to Island Pond, then compare prices for similar time frames by clicking on the "flexible dates" link above.
How much is a flight to Island Pond?
You could have locked in a round-trip flight to Island Pond from anywhere between and in the last seven days. For one-way trips leaving from (), the lowest amount paid during this period was just .
What are the most popular airports to fly into in Island Pond?
Zip up your suitcase and jet into Logan Intl. Airport (BOS), Island Pond's primary flight hub. Book a seat on one of the 12051 flights that touch down at this top destination each month.
When is the cheapest time to fly to Island Pond?
If you'd prefer to spend your vacation money enjoying the delights of Island Pond rather than on your trip there, jet off earlier in the week. The most affordable day to travel is usually Tuesday, with Monday close behind. With many folks traveling on weekends, Saturday typically has the costliest airfares.
How much is a plane ticket to Island Pond?
In the last seven days, seats to Island Pond varied between and . Prices depend on multiple things, particularly the time of departure, airline, cabin class and when you make your booking.
Which airlines with flights to Island Pond employ COVID-19 cleanliness policies?
Social distancing is just the beginning of new travel industry measures to help fight COVID-19. From the moment you collect your tickets, these airlines will whisk you away to Island Pond with comfort and confidence:
  • JetBlue - this airline is known for keeping the middle seat empty and capped capacity flights.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.