Annandale-on-Hudson Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Your Annandale-on-Hudson Vacation

The easiest way to experience this lively city is with a customized Annandale-on-Hudson vacation package. Base yourself in the neighborhood of Kingston Stockade District, which is good for families, festivals and markets or go someplace else — our packages are all about you. If a sightseeing tour is on the to-do list during your trip to Annandale-on-Hudson, swing by big attractions like Bard College, Dutchess County Fairgrounds and Old Rhinebeck Aerodrome. Stop daydreaming and start doing. Check out the multitude of options on Expedia today and put your Annandale-on-Hudson vacation plans into gear!

Ready to book your vacation to Annandale-on-Hudson?

 

Choose your dates

Annandale-on-Hudson Hotel Deals

Best Western Plus Kingston Hotel And Conference Center

Best Western Plus Kingston Hotel And Conference Center

2.5 out of 5
503 Washington Ave Kingston NY
7.4/10 Good! (1,007 reviews)
"This is an aging property, poorly designed and in need of replacement, not a touch up, not a redecorating or renovation, replacement. The facility surrounds a pool that adds an uncomfortable level of humidity to the entire building. The room AC's can't keep up, particularly on hot days. The cleaning ..."

Reviewed on Jul 8, 2026

Get rates
Best Western Plus Kingston Hotel And Conference Center
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
882 NY-212 Saugerties NY
Fully refundableReserve now, pay when you stay
The price is CA $230 per night from Aug 9 to Aug 10
CA $230
CA $313 total
Aug 9 - Aug 10
includes taxes & fees
9/10 Wonderful! (525 reviews)
"The AC was too noisy and can’t fall asleep"

Reviewed on Jul 8, 2026

AutoCamp Catskills
Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

3 out of 5
7433 Main St Hunter NY
Fully refundableReserve now, pay when you stay
The price is CA $206 per night from Jul 29 to Jul 30
CA $206
CA $253 total
Jul 29 - Jul 30
includes taxes & fees
9.2/10 Wonderful! (999 reviews)
"Loved the bonfire in the evening, game room was very nice"

Reviewed on Jul 10, 2026

Hunter Lodge, a Bluebird by Lark
See all 1,728 properties in Annandale-on-Hudson
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Stay near popular Annandale-on-Hudson attractions

Bard College

8.6/10 (100 reviews)
Enjoy the collegiate vibe at Bard College during your visit to Annandale-on-Hudson. Stroll along the marina or experience the area's festivals.
See properties

What to do in Annandale-on-Hudson

Explore NYC's Best: 6 Self-Guided Walking Tours in One Bundle

Discover New York City: 6+ Must-See Self-Guided Walking Audio Tours

CA $71
per traveller
Discover New York City: 6+ Must-See Self-Guided Walking Audio Tours
See all activities in Annandale-on-Hudson

Frequently asked questions

How much does an Annandale-on-Hudson vacation package cost?
You'll find cheap prices on Expedia for your Annandale-on-Hudson getaway. However, a range of factors like the season, choice of hotel and length of stay will influence how much your vacation to Annandale-on-Hudson costs.
What are the cheapest months to go to Annandale-on-Hudson?
If you'd like to snag a cheap Annandale-on-Hudson vacation package, consider visiting in January, February and March. You'll generally find better prices on flights and accommodations during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Annandale-on-Hudson?
Annandale-on-Hudson vacations can be as short or long as you like, but to really sink your teeth into this place, we think 2 days is about right. This will mean you can fit in top attractions like Saugerties Lighthouse and Saugerties Village Beach along with lesser-known spots. Don't forget to visit cool areas such as Town of Ulster and Saugerties South either. If you plan wisely, you can even take a day trip outside of Annandale-on-Hudson too.
How to find the best Annandale-on-Hudson package deals?
Finding a cheap Annandale-on-Hudson package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Annandale-on-Hudson package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book an Annandale-on-Hudson vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays separately. Better still, you can tailor your Annandale-on-Hudson trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Annandale-on-Hudson?
If you're planning an impromptu Annandale-on-Hudson adventure, 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 find sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Annandale-on-Hudson?

  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Annandale-on-Hudson.
  2. Budget wisely: Besides the price of your hotel, you should consider other expenses too. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that may arise during your trip to Annandale-on-Hudson.
  3. Set the duration of your trip: Start by listing all the attractions and activities you'd like to experience in Annandale-on-Hudson. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your accommodations and airfare: After you've settled on your trip dates and duration, lock in the perfect Annandale-on-Hudson vacation package for you.

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.