Fair Haven Vacations from $604
Book a Hotel + Flight or Car together to unlock savings
The Latest Fair Haven Vacation Packages
- Bentley House Bed and Breakfast
Oct 15 - Oct 18Bentley House Bed and Breakfast + Flight
Poultney3 nights2.0 star property10/10 - Exceptional (4 reviews)"We had an absolutely lovely stay at Bentley House! The owners were so welcoming and we felt right at home in their whimsical Victorian wonderland :) Oh! And breakfast was delicious!"Reviewed July 27, 2026Roundtrip • Dallas (DFW) - Rutland (RUT)DFW - ALB • 1 stop ALB - DFW • 1 stop$685$604found 1 day agoper traveler - Silver Bay YMCA Inn and Conference Center
Sep 28 - Oct 4Silver Bay YMCA Inn and Conference Center + Flight
Silver Bay6 nights2.0 star property8.8/10 - Excellent (168 reviews)"Room was not ready for 2 hours. Bathroom not so clean and, stains on carpet."Reviewed July 26, 2026Roundtrip • New York (NYC) - Rutland (RUT)JFK - RUT • 1 stop RUT - JFK • 1 stop$1,227$1,022found 1 day agoper traveler - Long Trail House at Stratton Mountain Resort
Oct 15 - Oct 18Long Trail House at Stratton Mountain Resort + Flight
Stratton3 nights3.0 star property8.6/10 - Excellent (83 reviews)"Great location - the room was very clean and spacious. You don't check in at the property but at another one nearby. Hot tub was nicely maintained"Reviewed January 31, 2026Roundtrip • Dallas (DFW) - Rutland (RUT)DFW - ALB • 1 stop ALB - DFW • 1 stop$1,113$983found 1 day agoper traveler - The Mountain Inn at Killington
Oct 15 - Oct 18The Mountain Inn at Killington + Flight
Killington3 nights2.5 star property9.2/10 - Wonderful (1,010 reviews)Roundtrip • Dallas (DFW) - Rutland (RUT)DFW - LEB • 1 stop LEB - DFW • 2 stops$1,351$1,207found 1 day agoper traveler - Greenbrier Inn
Oct 15 - Oct 18Greenbrier Inn + Flight
Killington3 nights2.0 star property9.4/10 - Exceptional (685 reviews)"The hotel was very nice, quaint and clean. It is in a great location just prior to the entry of the access road. Large room. Small hotel with only about 20 rooms. Breakfast included. I would recommend a stay."Reviewed July 16, 2026Roundtrip • Dallas (DFW) - Rutland (RUT)DFW - LEB • 1 stop LEB - DFW • 2 stops$1,230$1,101found 1 day agoper traveler
Discover the most popular places to visit in Fair Haven
Fair Haven Hotel Deals
Bentley House Bed and Breakfast
Bentley House Bed and Breakfast
Comfort Inn Rutland - Killington
Comfort Inn Rutland - Killington
Days Inn by Wyndham Rutland/Killington Area
Days Inn by Wyndham Rutland/Killington Area
Silver Bay YMCA Inn and Conference Center
Silver Bay YMCA Inn and Conference Center
Frequently Asked Questions
How much does a Fair Haven vacation package cost?
You'll find cheap prices from $604 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.