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A lake with a tree in the foreground, a forested shoreline, and distant mountains under a partly cloudy sky.

Fair Haven Vacations from $800

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The Latest Fair Haven Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Sep 3 - Sep 7

    The Landgrove + Flight

    Londonderry
    4 nights
    3.5 star property
    10/10 - Exceptional (1 review)
    "Tammy, the assistant inn keeper and restaurant manager was fantastic. She was attentive to every need. The restaurant staff was phenomenal as well highly recommend, it’s a little hidden gem off the beaten path. I will definitely return. Had a fabulous time."
    Reviewed June 27, 2026
    Roundtrip • Houston (IAH) - Rutland (RUT)
    IAH - ALB • 1 stop ALB - IAH • 1 stop
    $995
    $800
    per traveler
    found 8 hours ago
    The Landgrove
  • Restaurant
    Oct 8 - Oct 11

    Mountain Green Resort + Flight

    Killington
    3 nights
    4.0 star property
    4.0/10 - (2 reviews)
    "I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area. "
    Reviewed January 28, 2026
    Roundtrip • San Juan (SJU) - Rutland (RUT)
    SJU - RUT • 1 stop RUT - SJU • 1 stop
    $1,911
    $1,541
    per traveler
    found 17 hours ago
    Mountain Green Resort
  • Breakfast and dinner served
    Sep 24 - Sep 30

    The Mountain Inn at Killington + Flight

    Killington
    6 nights
    2.5 star property
    9.2/10 - Wonderful (1,001 reviews)
    "The gentleman who runs it is so helpful and friendly! The pool was nice and clean but it was cold so we didn’t use it a ton. Breakfast was fresh and delicious."
    Reviewed July 19, 2026
    Roundtrip • San Antonio (SAT) - Rutland (RUT)
    SAT - ALB • 1 stop ALB - SAT • 1 stop
    $1,282
    $1,037
    per traveler
    found 12 hours ago
    The Mountain Inn at Killington
  • Luxury Studio Suite, 1 King Bed, Lake View (#1) | Lake view
    Aug 28 - Sep 2

    Chateau Rooms + Flight

    Bolton Landing
    5 nights
    4.5 star property
    9.2/10 - Wonderful (72 reviews)
    "The property is certainly unique, but you have to know certain things before booking. It’s run more like an Air abnb than a hotel. There’s no formal check-in or check-out process. If you arrive before 5 PM the restaurant will be closed and there will be no one to assist you or answer any questions. There are only three rooms total and they’re all located upstairs above the restaurant. If you can’t get your own bags up the outdoor staircase this may not be the place for you. An access code gets..."
    Reviewed July 12, 2026
    Roundtrip • New York (EWR) - Rutland (RUT)
    EWR - ALB • 1 stop ALB - EWR • 1 stop
    $1,500
    $1,251
    per traveler
    found 1 day ago
    Chateau Rooms
  • Lobby
    Oct 8 - Oct 11

    Days Inn by Wyndham Rutland/Killington Area + Flight

    Rutland
    3 nights
    2.5 star property
    6.8/10 - (1,002 reviews)
    "It was clean and quiet. But the breakfast was horrible the coffee was like water and the syrup was well I don’t know what it was? Plus people were standing by the outside door smoking . We saw a girl climb out her window to smoke !"
    Reviewed July 18, 2026
    Roundtrip • San Juan (SJU) - Rutland (RUT)
    SJU - RUT • 1 stop RUT - SJU • 1 stop
    $1,019
    $877
    per traveler
    found 17 hours ago
    Days Inn by Wyndham Rutland/Killington Area

Discover the most popular places to visit in Fair Haven

Half Moon Pond State Park

Tucked within Bomoseen State Park, Half Moon Pond offers waterfront campsites and cozy cabins on a serene woodland lake. Rent a canoe to explore its calm waters or fish for largemouth bass from your cottage dock.

Fair Haven Hotel Deals

Interior detail

The Trailside Inn

The Trailside Inn
3.0 star property
23.4 mi from Fair Haven
9.2 out of 10, Wonderful, (155 reviews)
"Great room - very clean and comfortable. Helpful and welcoming staff - even left out breakfast for our early departure."
$159 nightly
The price is $175
Jul 21 - Jul 22
Total with taxes and fees
The Trailside Inn
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.
See all properties in Fair Haven

Frequently Asked Questions

How much does a Fair Haven vacation package cost?

You'll find cheap prices from $800 on Expedia for your Fair Haven escape. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your vacation to Fair Haven costs.

What are the cheapest months to go to Fair Haven?

April, May and October are great times to search for cheap Fair Haven vacation packages. Opting to travel in quieter months means you can typically find reduced prices on accommodations and flights.

How many days is enough for Fair Haven?

The ideal length of your Fair Haven vacation depends on what you'd like to do and see. Generally, a handful of days to a week will give you time to hit all the top sights and discover some hidden gems along the way.

How to find the best Fair Haven package deals?

Begin your search for a Fair Haven package deal by entering your destination and travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Fair Haven package deal right away, just change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Fair Haven adventure off to a flying start.

Is it cheaper to book a Fair Haven vacation as a package?

Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Fair Haven vacation by choosing your favorite type of stay, airline and car class.

When to book a vacation package to Fair Haven?

If you're considering an impromptu Fair Haven getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.

Does Expedia offer Book Now, Pay Later Fair Haven vacation packages?

Your Fair Haven break is meant to be an escape from your busy life, not a source of money worries. So to allow you a little more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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