Annandale-on-Hudson Holidays

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Your Annandale-on-Hudson Holiday

The easiest way to experience this lively city is with a customised Annandale-on-Hudson holiday package. Base yourself in the neighbourhood 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 holiday plans into gear!

Annandale-on-Hudson Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
2ºC
Max Temp Summer
27ºC
Top Sights
Lake Taghkanic State Park, Ulster Performing Arts Centre and Old Rhinebeck Aerodrome

Top hotels in Annandale-on-Hudson

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 £126 per night from 29 Nov to 30 Nov
£126
29 Nov - 30 Nov
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"We had a great stay at Hunter Linder. Everything was wonderful. We definitely would love to come back"

Reviewed on 13 Nov 2026

Hunter Lodge, a Bluebird by Lark
Beekman Arms and Delamater Inn

Beekman Arms and Delamater Inn

3.5 out of 5
6387 MILL ST Rhinebeck NY
Fully refundableReserve now, pay when you stay
The price is £122 per night from 17 Nov to 18 Nov
£122
17 Nov - 18 Nov
includes taxes & fees
8.2/10 Very good! (1,004 reviews)
"Nice place"

Reviewed on 14 Nov 2026

Beekman Arms and Delamater Inn
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

4.5 out of 5
549 Washington Street Hudson NY
Fully refundableReserve now, pay when you stay
The price is £203 per night from 7 Dec to 8 Dec
£203
7 Dec - 8 Dec
includes taxes & fees
8.6/10 Excellent! (107 reviews)
"I love the use of this historical property. The room i had was comfortable and well-appointed. The staff that i interacted with were friendly and helpful but it seems to be understaffed. I arrived several hours before my appointed check-in time, but i was given impression at front desk that it would ..."

Reviewed on 13 Nov 2026

Pocketbook Hotel and Bath
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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.
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Stay near popular Annandale-on-Hudson attractions

Bard College

8.6/10 (100 reviews)
Explore the campus of Bard College during your stay in Annandale-on-Hudson. Stroll along the marina or experience the area's festivals.
See properties

What to do in Annandale-on-Hudson

Red Hook Brooklyn Walking Tour Explore NYC's Hidden Gem

Red Hook Brooklyn Walking Tour Explore NYC's Hidden Gem

£93
per adult
Red Hook Brooklyn Walking Tour Explore NYC's Hidden Gem
See all activities in Annandale-on-Hudson

Frequently asked questions

How much does an Annandale-on-Hudson travel package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Annandale-on-Hudson from just . And the more you bundle, the more you save. Your dream holiday has never been more affordable.
If I'm not able to travel, can I cancel my Annandale-on-Hudson travel package?
Certainly, and we're here to help. You may be able to cancel or change your Annandale-on-Hudson travel package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life gets in the way of your holiday, take a look at our Customer Service Portal for more information.
How do I get a cheap travel package to Annandale-on-Hudson?
Creating your own Annandale-on-Hudson travel package with Expedia is one of the easiest ways to save. We have access to more than 550 air carriers and 1,000,000 properties all over the world. With such an amazing range to pick from, you'll have no issues putting together your ideal escape.
Does Expedia offer Book Now, Pay Later Annandale-on-Hudson holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a terrific getaway without using up all your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay for your holiday in multiple transactions.
  • Low deposit holidays: Hitting the "book now" button is easier with this payment plan. Put down a small deposit on your escape and then get on your way.

Where should I stay in Annandale-on-Hudson?
With popular attractions such as Bard College and Montgomery Place in this area, try to find a hotel near either one. Poets Walk Park is another sight that draws the crowds.
What are the top hotels in Annandale-on-Hudson?
If this will be your first visit to Annandale-on-Hudson, book a room at HYATT house Fishkill/Poughkeepsie or Hyatt Place Poughkeepsie. Both offer comfortable beds and are favourites among many savvy travellers.
How far in advance should I book my Annandale-on-Hudson holiday?
It's hard to pick the perfect time for airfares, but we generally say the earlier, the better. Plenty of international journeys on Expedia become available to compare up to a year in advance. If you're unable to do so, don't stress. Low prices occasionally appear just weeks before departure dates.
What does an Expedia Annandale-on-Hudson travel package include?
With Expedia, you can select a combination of hotels, flights and car rentals to create your ideal Annandale-on-Hudson travel package. Once you've made your booking, you can add on the fun things like tours and experiences. Remember, the more you bundle, the more dollars you'll save!
What should I know before booking an Annandale-on-Hudson travel package?
Our prices are already low. However, you'll pick up even better deals if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with an Annandale-on-Hudson Expedia travel package?
You can, and with more than 550 airlines to select from worldwide, you have plenty of choice. Take a look at the available options and find out which airline best fits your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.