Island Pond Vacation Packages

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Top Island Pond Vacation Deals

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

Vermont Suites

2 out of 5
Price was CA $1,238, price is now CA $1,092 per person
CA $1,092
per person
Sep 4 - Sep 7
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
9/10 Wonderful! (499 reviews)
The room was newly renovated and was nice, clean and spacious.

Reviewed on Jun 29, 2026

AWOL Stowe

AWOL Stowe

3.5 out of 5
Price was CA $1,993, price is now CA $1,668 per person
CA $1,668
per person
Sep 4 - Sep 7
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
9.2/10 Wonderful! (259 reviews)
Would highly recommend AWOL. Excellent location walkable from the village, but also far enough to feel like you are in your own retreat. We stayed in the lodge and the room was very nice—good bed, TV, bathroom, amenities. The breakfast is terriific and much better than the standard free continental breakfast. It was rainy so didn’t use the hot tubs, hammock, etc. but it was all there.

Reviewed on Jun 20, 2026

Field Guide Lodge

Field Guide Lodge

3.5 out of 5
Price was CA $1,502, price is now CA $1,297 per person
CA $1,297
per person
Sep 4 - Sep 7
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
9/10 Wonderful! (1,008 reviews)
We really enjoyed our stay. The staff was very friendly and went above and beyond helping us with a little hiccup. We were given an upgrade and stayed in Cottage Suite 1. It was amazing, spacious, clean and the beds were very comfortable. It was a great location, near a walking trail, just behind the movie theater across the street and near plenty of restaurants.

Reviewed on Jun 29, 2026

Club Wyndham Smugglers’ Notch Vermont

Club Wyndham Smugglers’ Notch Vermont

3.5 out of 5
Price was CA $1,627, price is now CA $1,416 per person
CA $1,416
per person
Sep 4 - Sep 7
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) 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

Stoweflake Mountain Resort & Spa

Stoweflake Mountain Resort & Spa

3.5 out of 5
West Branch
Price was CA $1,547, price is now CA $1,360 per person
CA $1,360
per person
Sep 4 - Sep 7
found 5 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Burlington (BTV)
7.8/10 Good! (1,005 reviews)
Nice workout area and lobby. Rooms were smelly, no air circulation and could not open windows

Reviewed on Jun 20, 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 $212 per night from Jul 7 to Jul 8
CA $212
CA $231 total
Jul 7 - Jul 8
includes taxes & fees
8/10 Very good! (179 reviews)
"We stayed based on location. The Inn was very clean and provided basic hotel accommodations. The mattresses did need to be replaced, as they were not very comfortable."

Reviewed on Jun 26, 2026

Island Pond Country Inn (Formerly the Lakefront Inn & Motel)
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 $159 per night from Jul 5 to Jul 6
CA $159
CA $173 total
Jul 5 - Jul 6
includes taxes & fees
10/10 Exceptional! (1 review)
"We called as we were arriving in late and it wasn't an issue. The room was clean and we appreciated the architecture and original appearance of the building."

Reviewed on Jun 27, 2026

Essex House and Tavern
Historic Island Pond Home on VAST Trail – 3BR, 2BA

Historic Island Pond Home on VAST Trail – 3BR, 2BA

Brighton VT
The price is CA $227 per night from Jun 30 to Jul 1
CA $227
CA $778 total
Jun 30 - Jul 1
includes taxes & fees
Historic Island Pond Home on VAST Trail – 3BR, 2BA
See all 264 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.
See properties

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.