Island Pond Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ฿27,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Island Pond

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 ฿4,500 per night from 2 Jun to 3 Jun
฿4,500
฿4,904 total
2 Jun - 3 Jun
includes taxes & fees
8.2/10 Very Good! (172 reviews)
"Parking was right in front of our room. Across the way from the motel was a good restaurant,"

Reviewed on 15 May 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 ฿4,200 per night from 28 May to 29 May
฿4,200
฿4,578 total
28 May - 29 May
includes taxes & fees
Essex House and Tavern
Pine Crest Motel And Cabins

Pine Crest Motel And Cabins

2.5 out of 5
1288 Barton Orleans Rd Barton VT
The price is ฿3,360 per night from 31 May to 1 Jun
฿3,360
฿3,663 total
31 May - 1 Jun
includes taxes & fees
9/10 Wonderful! (459 reviews)
"Nice location with stream flowing from waterfall. Property nice and has large inground.pool. It’s 89’s feel but well cared for and very clean units. Motel has 70’s look nut nice rooms and cabins look nice. Enjoyed our stay. Kids will love a stay here. Like the self check-in and owners our always ..."

Reviewed on 24 May 2026

Pine Crest Motel And Cabins
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.

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 travellers 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 holiday 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 travelling 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.

Explore a world of travel with Expedia

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