Hammondsport Vacations from $554
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Hammondsport Vacation
Our vacation packages to Hammondsport give you the power to create your own adventure. Tailor your journey to suit your needs and interests and make every moment count in this fantastic city. Every trip to Hammondsport needs a well-thought-out itinerary. Fill yours with major attractions such as Bully Hill Vineyards, Glenn H. Curtiss Museum and Keuka Lake Vineyards. Expedia is here to help you escape the everyday. Tailor your vacation to Hammondsport to suit your travel style, whatever that may be.
The Latest Hammondsport vacation packages
Price found within the past 48 hours. Click for updated prices.
The Oak & Anchor Inn
$718
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Elmira (ELM)
10/10 Exceptional! (9 reviews)
Julie was such an amazing host and keeps the nicest, cutest bed and breakfast we've stayed at. She really shines in all the little touches around the property like the snack and coffee bar, the locally sourced toiletries, she even left a little sprig of lavender folded into the towels. You would be correct in assuming all that attention to detail comes through in the breakfasts as well, she made us a burrata and pesto omelette that was to die for. From the moment we arrived and Julie met us at the door with fresh cookies we felt welcome and at home at their lovely little inn. Highly recommend.
Reviewed on Aug 10, 2026
Best Western Plus The Hammondsport Hotel
$907
per person
Oct 9 - Oct 11
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Elmira (ELM)
9.6/10 Exceptional! (1,006 reviews)
Property was clean and rooms was great bathrooms need work they had to be clean more deeply had yellow stains but other than I was disappointed there was no restaurant in premises and there was no drinking water battles available in the room we had to purchase
Reviewed on Aug 23, 2026
Lodging at the Gaffer Inn
Gaffer District
$943
per person
Oct 9 - Oct 11
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Elmira (ELM)
9.2/10 Wonderful! (220 reviews)
This place was beyond our expectations. The room was huge. You have to make sure that you can climb stairs to get to the room as the description states. Wonderful place to stay in the Gaffer district. We were disappointed that the stores and shops were not open but we were there on a Tuesday and not the weekend. Clean and spacious. Would not hesitate to book again.
Reviewed on Aug 20, 2026
Don't see what you're looking for?
See all available trips from Columbus to Hammondsport
View all tripsStay near popular Hammondsport attractions
Keuka Lake Vineyards
9.2/10 (55 reviews)
This boutique winery crafts acclaimed Rieslings and Vignoles with minimal intervention techniques. Savor personalized tastings in their rustic setting while enjoying panoramic views of the vineyards and Keuka Lake.
Bully Hill Vineyards
9.2/10 (119 reviews)
This family-owned vineyard offers over 40 unique wines, from "Love My Goat Red" to "Sweet Walter Red." Enjoy guided tastings and savor local cuisine at their restaurant with stunning Keuka Lake views.
Glenn H. Curtiss Museum
9.8/10 (67 reviews)
Explore 57,000 square feet of aviation history at this museum dedicated to pioneering aviator Glenn Curtiss. Watch volunteers restore vintage aircraft while learning about early 20th-century transportation innovations.
Heron Hill Winery
9.0/10 (60 reviews)
Perched on a slate hill above Keuka Lake, Heron Hill Winery crafts award-winning Rieslings amid panoramic views. Savor their sustainable wines in the vaulted Tasting Hall or during special VIP tastings.
Finger Lakes Boating Museum
9.8/10 (8 reviews)
Housed in the historic Taylor Wine buildings, this museum celebrates local craftsmanship with over 115 vintage boats. Take a seasonal tour aboard the Pat II, a 1924 wooden vessel that cruises scenic Keuka Lake.
Pleasant Valley Wine Company
9.6/10 (22 reviews)
America's oldest bonded winery, established in 1860, houses historic stone buildings on the National Register. Tour the museum and savor acclaimed sparkling wines in the heart of Finger Lakes wine country.
Point of the Bluff Vineyards
After visiting Point of the Bluff Vineyards, make a plan to see the other sights and activities in Hammondsport. Stroll along the area's lakeside or simply enjoy its wineries.
Point of the Bluff Vineyards
After visiting Point of the Bluff Vineyards, make a plan to see the other sights and activities in Hammondsport. Stroll along the area's lakeside or simply enjoy its wineries.
Hammondsport Hotel Deals
Best Western Plus The Hammondsport Hotel
8440 State Route 54 Hammondsport NY
Fully refundableReserve now, pay when you stay
$134 nightly
$150 total
Aug 27 - Aug 28
Total with taxes and fees
9.4/10 Exceptional! (1,016 reviews)
"Property was clean and rooms was great bathrooms need work they had to be clean more deeply had yellow stains but other than I was disappointed there was no restaurant in premises and there was no drinking water battles available in the room we had to purchase"
Reviewed on Aug 23, 2026
Vinehurst Inn And Suites
7988 State Route 54 Hammondsport NY
Fully refundableReserve now, pay when you stay
$125 nightly
$140 total
Sep 2 - Sep 3
Total with taxes and fees
8.8/10 Excellent! (717 reviews)
"Very nice & welcoming owner! Clean room, Mini fridge was better than most, meaning it had an actual separate door to a freezer which I appreciated as I bring lots of ice packs for my mini coolers for snacks for the wineries! My room was on the second floor with a nice balcony, looking at the mountains. ..."
Reviewed on Aug 23, 2026
STARWOOD - PET FRIENDLY! - OFF GRID - ROMANTIC - ON WINE TRAIL
Hammondsport NY
10/10 Exceptional! (46 reviews)
"What a great way to unplug and relax"
Reviewed on Aug 6, 2026
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.
Find the Best Hammondsport Vacation Packages
Hammondsport Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Elmira - Corning Regional Airport (ELM) |
Population | 640 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Bully Hill Vineyards, Keuka Lake Vineyards and Glenn H. Curtiss Museum |
More vacations you might like
Frequently asked questions
How much does a Hammondsport vacation package cost?
You'll find cheap prices from $554 on Expedia for your Hammondsport break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to Hammondsport costs.
What are the cheapest months to go to Hammondsport?
You can usually find lower prices and greater availability in November, December and January. Explore our cheap Hammondsport vacation packages and you could land some excellent off-season deals.
How many days is enough for Hammondsport?
Hammondsport vacations come in all shapes and sizes, but to get a real feel for this place, we'd suggest 2 days is about right. In this timeframe, you can visit top sights like Glenn H. Curtiss Museum and Heron Hill Winery and seek out some lesser-known spots. Don't forget to visit cool areas such as Town of Urbana and Town of Wayne either. If you're smart with your time, you may even be able to take a day trip from Hammondsport too.
Is it worth booking a vacation package to Hammondsport?
Whether you're looking to visit major sights like Glenn H. Curtiss Museum and Finger Lakes Boating Museum on your Hammondsport vacation, or coming for its great nature, walking trails and watersports, there's something for everyone here. With so many things to do, you'll soon find out why so many visitors think Hammondsport is a good vacation destination.
How to find the best Hammondsport package deals?
Bagging a cheap Hammondsport package deal is a breeze with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most affordable Hammondsport package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Hammondsport vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Hammondsport vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Hammondsport?
If you're planning an impromptu Hammondsport vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Hammondsport?
- Choose when to get away: Check your calendar and get packing. Your preferred season and the activities available will also help you decide when to vacation in Hammondsport.
- Set your budget: Factor in expenses like food, flights and transportation when working out how much to put aside for your trip to Hammondsport. Then, select a property that matches your budget, whether that's a wallet-friendly stay or a deluxe getaway.
- Organize your Hammondsport getaway with Expedia's trip planning tool: Look for and book stays and things to do all in one place. You can also collaborate with friends and family to plan an unforgettable trip to Hammondsport together.
- Decide how long to go away for: Now that you're more familiar with Hammondsport, you can figure out the right length of your break. Put together a rough plan and allocate enough time to get through everything on your must-do list.
- Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to find a Hammondsport vacation package that brings all your bookings together.
- Add on experiences and excursions: Have a look at our travel guide to find some incredible things to do in Hammondsport in Hammondsport. Book tickets or make reservations as soon as you can to save time and avoid the stress of searching for activities when you arrive.
Does Expedia offer Book Now, Pay Later Hammondsport vacation packages?
If you're like us, you love traveling but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the cost of your Hammondsport break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
Explore a world of travel with Expedia
- Hotels near Heron Hill Winery
- Hotels near Keuka Lake Vineyards
- Bath Hotels
- Marriott Hotels & Resorts in Hammondsport
- Rochester Hotels
- Cabin Rentals in Watkins Glen
- Hostels in Hammondsport
- Hilton Hotels in Hammondsport
- Corning Hotels
- Lodges in Bradford
- Cabin Rentals in Bradford
- Winery Hotels in Hammondsport
- Pet-Friendly Hotels in Bath
- Bradford Hotels
- Hotels near Glenn H. Curtiss Museum
- Naples Hotels
- Cottages in Hammondsport
- Inns in Town of Urbana
- Town of Wayne Hotels
- Cheap Hotels in Hammondsport
- Cabin Rentals in Town of Urbana
- Motels in Hammondsport
- Hotels near Watkins Glen State Park
- Cabin Rentals in Finger Lakes Region
- B&B in Hammondsport
- Hotels near Waneta Lake
- Hotels with Free Breakfast in Hammondsport
- Motels in Bath
- Hotels on the Lake in Hammondsport
- Penn Yan Hotels
- Geneva Hotels
- Cabin Rentals in Bath
- Cheap Hotels in Bath
- Luxury Hotels in Bath
- Hammondsport Hotels
- Resorts in Hammondsport
- Hotels with Hot Tubs in Bath
- Vacation Homes in Hammondsport
- Luxury Hotels in Hammondsport
- Cabin Rentals in Town of Wayne
- Safari Tentalow in Hammondsport
- Romantic Hotels in Hammondsport
- 3 Star Hotels in Hammondsport
- Watkins Glen Hotels
- Ithaca Hotels
- Family Hotels in Bath
- Cabin Rentals in Hammondsport
- Hotels near Bully Hill Vineyards
- Pet-Friendly Hotels in Hammondsport
- Hector Vacations
- Castel Grisch Winery
- Catharine Valley Winery
- Hector Falls
- Watkins Glen Vacations
- Montour Falls Memorial Library
- Keuka Lake State Park
- Majestic Hills Golf Course
- Hermann J. Wiemer Vineyard
- Prattsburgh Vacations
- Visit Bradford
- Visit Watkins Glen
- Hazlitt 1852 Vineyards
- The Tasting Room
- Keuka College
- Beaver Dams Vacations
- Visit Hammondsport
- She-Qa-Ga Falls
- Hands On Glass Studio
- Mcgregor Vineyard
- Benjamin Patterson Inn Museum
- Heron Hill Winery
- J.r. Dill Winery
- Bully Hill Vineyards
- The Windmill Farm & Craft Market
- Grist Iron Brewing Company
- Naples Vacations
- Keuka Lake
- Watkins Glen State Park
- Visit Bath
- Glenora Wine Cellars
- Corning Museum of Glass
- Oliver House Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
