Town of Lloyd 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 Town of Lloyd Vacation

Make organizing your next big adventure a piece of cake with a Town of Lloyd vacation package. Whether it's the cuisine, nature or something else entirely that draws you here, our packages will help you discover the best of it. Begin your trip to Town of Lloyd by spending a few days exploring Highland, one of the top cities here. When you're ready to stop dreaming and start doing, Expedia will help turn your Town of Lloyd vacation into a reality.

Top Town of Lloyd Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel St. James

Hotel St. James

3 out of 5
Manhattan
Price was CA $1,401, price is now CA $821 per person
CA $821
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (7,519 reviews)
Great staff, amazing location

Reviewed on Jul 14, 2026

Radio Hotel

Radio Hotel

4 out of 5
Manhattan
Price was CA $2,820, price is now CA $1,359 per person
CA $1,359
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.6/10 Excellent! (2,498 reviews)
My room was not that clean at arrival, my shower pressure was very low I spoke to two different staff members to no avail. The drink vouchers was a hoax as they changed what 1 drink was voucher eligible in the middle of the day without notice. I was charged an amenity fee per day NO amenities, this place has potential but needs work.

Reviewed on Jul 14, 2026

Allegria Hotel

Allegria Hotel

4 out of 5
Price was CA $3,031, price is now CA $1,752 per person
CA $1,752
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8/10 Very good! (1,330 reviews)
The hotel is located in a phenomenal location. It is right on the beach and makes the most of the location. The hotel itself is clean and the staff is helpful.

Reviewed on Jul 14, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was CA $2,272, price is now CA $1,338 per person
CA $1,338
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.6/10 Exceptional! (244 reviews)
The property was absolutely beautiful- so well decorated! The staff was not only helpful and knowledgeable, but also very kind. If you’re looking for a beautiful luxury property, definitely don’t sleep on this one!

Reviewed on Jul 2, 2026

Pendry Natirar

Pendry Natirar

5 out of 5
Price was CA $3,901, price is now CA $2,364 per person
CA $2,364
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9.8/10 Exceptional! (14 reviews)
Amazing

Reviewed on Jun 28, 2026

Town of Lloyd Hotel Deals

SureStay Plus Hotel by Best Western Highland Poughkeepsie

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 out of 5
3423 US Highway 9W Highland NY
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Aug 2 to Aug 3
CA $130
CA $146 total
Aug 2 - Aug 3
includes taxes & fees
8/10 Very good! (1,014 reviews)
"Great for a lower cost place to stay without sacrificing everything. There is no gym, no pool, no elevator, and poor sound proofing. BUT, guests were respectful during quiet hours, the breakfast was decent, and the staff was helpful and pleasant."

Reviewed on Jul 13, 2026

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Hyatt Place Poughkeepsie / Hudson Valley

Hyatt Place Poughkeepsie / Hudson Valley

3 out of 5
2165 South Road Poughkeepsie NY
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Jul 29 to Jul 30
CA $167
CA $194 total
Jul 29 - Jul 30
includes taxes & fees
9/10 Wonderful! (1,023 reviews)
"Clean room and very spacious for double queen bed. Beds not as comfortable to sleep in but easier to get in than the typical high hotel bed. Staff was courteous and fulfilled request kindly. Overall not a bad experience."

Reviewed on Jul 13, 2026

Hyatt Place Poughkeepsie / Hudson Valley
Spark by Hilton Fishkill

Spark by Hilton Fishkill

3 out of 5
20 Schuyler Blvd Fishkill NY
Fully refundableReserve now, pay when you stay
The price is CA $130 per night from Jul 29 to Jul 30
CA $130
CA $150 total
Jul 29 - Jul 30
includes taxes & fees
8.4/10 Very good! (163 reviews)
"Dd"

Reviewed on Jul 10, 2026

Spark by Hilton Fishkill
See all 1,448 properties in Town of Lloyd
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

Frequently asked questions

How much does a Town of Lloyd vacation package cost?
Get your credit card ready, because a getaway to Town of Lloyd starts from an enticing CA $821. When you bundle your flights, hotels and car rentals into a travel package, you'll walk away with the best deals.
How do I get a cheap travel package to Town of Lloyd?
Browse and book everything in the one place with our Town of Lloyd vacation packages. You'll find deals on hotels, flights and more that'll keep your hip pocket happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 hotel options across the globe to select from, there are endless opportunities to mix and match all you want.
What are the top hotels in Town of Lloyd?
SureStay Plus Hotel by Best Western Highland Poughkeepsie and Atlas Motor Lodge are two leading hotels in Highland. A must-do on any good Town of Lloyd itinerary, we recommend taking the time to really explore this vibrant city.
How far in advance should I book my Town of Lloyd vacation?
Search Expedia to compare airfares as soon as you've got your travel dates. You can normally purchase a seat up to 12 months before departure. If you don't see your preferred air carrier, or you're booking late, don't despair. The lowest prices to Town of Lloyd sometimes appear within weeks of the date of departure.
What does an Expedia Town of Lloyd travel package include?
Hotels, flights and car rentals — we connect you to all the best deals. All you have to do is select your favorite combination. After you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it easy to craft an exciting Town of Lloyd getaway.
What should I know before booking a Town of Lloyd travel package?
A package can be easier on the wallet than individually booking all you need for your escape. For example, bundle your hotels, flights and rental cars and save big. Whatever kind of vacation you're planning, there's bound to be a package that suits your budget.
Can I choose my airline with a Town of Lloyd Expedia vacation package?
Yes, you're in control. Expedia has access to more than 550 partner airlines all over the world, so you can design your Town of Lloyd trip according to your style and budget.
If I'm not able to travel, can I cancel my Town of Lloyd vacation package?
Yes you can, and we're here to help. You may be able to amend or cancel your Town of Lloyd vacation package at no cost if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company if you booked more than 24 hours ago. If life throws you a curveball, browse our Customer Service Portal for more information.

Stay near popular Town of Lloyd attractions

Franny Reese State Park

You can take time to visit Franny Reese State Park during your travels to Highland. Stroll along the riverfront or discover the mountain views in this family-friendly area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.