Gaylordsville Holidays

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Gaylordsville Flight & Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Price was S$3,201, price is now S$2,392 per person
S$2,392
per person
27 Aug - 30 Aug
found 24 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.6/10 Exceptional! (703 reviews)
Really liked my stay. Great place for casual stays. Rooms have some space, the restaurant is nice, with proper service, and the gym is awesome because it has proper weightlifting platforms.

Reviewed on 14 Jul, 2026

The St. Regis New York

The St. Regis New York

5 out of 5
Manhattan
Price was S$4,576, price is now S$3,257 per person
S$3,257
per person
27 Aug - 30 Aug
found 24 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (284 reviews)
little far from time square.

Reviewed on 30 Jun, 2026

Mandarin Oriental, New York

Mandarin Oriental, New York

5 out of 5
Manhattan
Price was S$3,834, price is now S$2,772 per person
S$2,772
per person
27 Aug - 30 Aug
found 24 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.2/10 Wonderful! (651 reviews)
Amazing hotel, staff make the whole experience, bar is great. Reception and concierge team are excellent, in particular Lauren who made check in a breeze. Gym and pool are excellent for a New York hotel.

Reviewed on 21 Jun, 2026

The Fifth Avenue Hotel

The Fifth Avenue Hotel

5 out of 5
Manhattan
Price was S$3,796, price is now S$2,861 per person
S$2,861
per person
27 Aug - 30 Aug
found 24 hours ago
Return direct flight included
Singapore (SIN) 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 2 Jul, 2026

Faena New York

Faena New York

5 out of 5
Manhattan
Price was S$3,916, price is now S$2,961 per person
S$2,961
per person
27 Aug - 30 Aug
found 24 hours ago
Return direct flight included
Singapore (SIN) to New York (JFK)
9.6/10 Exceptional! (63 reviews)
Amazing service

Reviewed on 5 Jul, 2026

Top hotels in Gaylordsville

Ethan Allen Hotel

Ethan Allen Hotel

3.5 out of 5
21 Lake Avenue Extension Danbury CT
Fully refundableReserve now, pay when you stay
The price is S$163 per night from 13 Aug to 14 Aug
S$163
13 Aug - 14 Aug
includes taxes & fees
8/10 Very good! (1,313 reviews)
"We stayed here in May 2025. It was fantastic! So we stayed again on July 10, 2026. The room was damp. The sheets and the carpet were damp. It was very uncomfortable. The property needs updating. I’ve been to many weddings and NYE is parties here back in the day. The property has gone down hill. ..."

Reviewed on 14 Jul, 2026

Ethan Allen Hotel
Best Western Danbury/Bethel

Best Western Danbury/Bethel

2.5 out of 5
11 Stony Hill Road Bethel CT
Fully refundableReserve now, pay when you stay
The price is S$150 per night from 22 Jul to 23 Jul
S$150
22 Jul - 23 Jul
includes taxes & fees
7.8/10 Good! (1,016 reviews)
"I was very disappointed in this hotel. The room was not clean- floors were sticky, toilet was stained, mold/mildew on the ceiling, nail clippings on the bathroom counter, stains on the bed skirt. When checking out in the early morning, no one was at the front desk. I rang the bell several times and ..."

Reviewed on 13 Jul, 2026

Best Western Danbury/Bethel
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road Southbury CT
Fully refundableReserve now, pay when you stay
The price is S$138 per night from 2 Aug to 3 Aug
S$138
2 Aug - 3 Aug
includes taxes & fees
8.2/10 Very good! (1,255 reviews)
"It was a nice place and the rooms were clean and we ate at the bar for dinner that night and had a great time with the bartender on duty"

Reviewed on 14 Jul, 2026

Wyndham Southbury
See all 632 properties in Gaylordsville
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.

Stay near popular Gaylordsville attractions

Emmanuel Williamson Park

Explore the great outdoors at Emmanuel Williamson Park, a lovely green space in Gaylordsville.
See properties

Frequently asked questions

How much does a Gaylordsville holiday package cost?
You can grab a holiday package to this destination from S$2,392 on Expedia. But how much your holiday to Gaylordsville costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Gaylordsville?
You can typically find lower prices and better availability in January, February and March. Explore our cheap Gaylordsville holiday packages and you could get some excellent off-season deals.
How many days is enough for Gaylordsville?
With a well-planned itinerary, you can easily tick off the main Gaylordsville sights in a few days. But if you'd like to discover hidden spots or take day trips, consider booking your Gaylordsville holiday for longer.
How to find the best Gaylordsville package deals?
Begin your search for a Gaylordsville package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Gaylordsville 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 Gaylordsville getaway off to a flying start.
Is it cheaper to book a Gaylordsville holiday as a package?
An Expedia holiday package could land you considerable savings when compared to arranging hotels and flights individually. Better still, you can customise your Gaylordsville getaway to match 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 holiday package to Gaylordsville?
If you have your Gaylordsville holiday dates locked in, book as early as you can to score some fantastic deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous adventures? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Gaylordsville?

  1. Pick your dates: The things you want to do in Gaylordsville and your favourite season can help you decide when to go.
  2. Set your budget: Factor in expenses such as food, flights and transportation when calculating how much to put aside for your trip to Gaylordsville. Then, choose a property that matches your budget, whether that's an affordable option or a swankier getaway.
  3. Decide your trip length: Think about how long you want to spend exploring Gaylordsville. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Combine your accommodation and airfare: Once you've nailed down your dates and duration, lock in the ideal Gaylordsville holiday 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.