Fall Travel Deals: Disney Cruise, Orlando and Fall Foliage Travel Deals for Columbus Day, Halloween and Beyond

9/28/14 - By Allison Tibaldi

Fall is an awesome time to travel.  The summer crowds have dissipated, the weather is usually fine and deals abound.  If you have pre-school kids (or home-schooled kids), or can manage to take some time off, consider sneaking away for an autumn getaway.  If your family is back in the busy swing of school and activities, consider a weekend or quick overnight getaway.  The following destinations are on our radar, thanks to attractive off-peak pricing and excellent seasonal attractions and activities. From Providence to New York State, from Orlando’s theme parks to warm weather dream destinations to a Disney Cruise, here are our best fall travel deals.

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Northeast Destinations

Providence, Rhode Island 
Providence is a fun and easy overnight trip for New York and Boston families.  Get into the Halloween mood as you tour the darkened streets of Providence by lantern light when you book the Spooky City Package at the Hotel Providence. The price starts at $289 per room, per night and includes accommodations in the Edgar Allan Poe or H.P. Lovecraft Suite (subject to availability), four tickets for the Providence Ghost Tour, a copy of “Haunted Rhode Island”, post-tour dessert in Aspire Restaurant for four, Trick or Treat amenities upon arrival and valet parking.  This rate is valid October 1-31. For reservations call the hotel at (800) 861-8990 or visit http://www.hotelprovidence.com.

Tarrytown House Estate
This hotel is only 25 miles from NYC in Tarrytown, so it’s an easy overnight getaway for Big Apple families.  The Blaze package offers a room, full American breakfast for two and two VIP tickets to see the 5,000 hand-carved pumpkins at the Great Jack O’Lantern Blaze at Van Cortlandt Manor.  The rate starts at $345 per night.  For reservations, click here.

Cohocton, New York
Aspiring bakers, tea lovers and jubilant jam enthusiasts will be thrilled with a stay at Button's Creekside Farm Bed & Breakfast. After touring the traditional farm grounds, travelers are able to partake in bread making classes (with samples hot from the oven), learn the art of making strawberry and grape jam and perfect herbal tea preparation at the neighboring Healing Spirits Herb Farm and Education Center. Guests will take home samples of their own jams and special tea mixes. The cost for two classes, tours, one night lodging at the farm, breakfast and lunch is $200 per guest, with discounts for kids.  For more information or to make a reservation, please visit http://www.buttoncreekside.com/.

Seastreak Ferry to Martha’s Vineyard
Martha’s Vineyard is lovely in fall, and hotel prices drop dramatically after Labor Day.  Kids sail free on Seastreak Ferry from New Bedford, MA to Martha’s Vineyard everyday, until October 14.  The ride takes one hour. 

Wyndham New Yorker Hotel
Just steps from Herald Square and Macy’s, the Wyndham New Yorker Hotel benefits from a super-central location.  Fall rates start at $179 per night. The NYC Shopping Package starts at $239 per night and includes breakfast for 2 at the Tick Tock Diner and a $25 Macy’s gift card.

Florida Deals

Orlando
The Wyndham Orlando Resort International Drive has a great deal with rooms starting at $69 per night. Orlando’s theme parks are in full-force Halloween mode for the entire month of October.  You may Trick-or Treat at Legoland, join Mickey’s Not-So-Scary Halloween Party at Disneyworld or enjoy the spine-chilling Halloween Horror Nights at Universal.  The Wyndham Orlando’s Universal Orlando Halloween Horror Nights 24 package is available on select night through Nov.1.  Call 877-999-3223 and mention Promo Rate Plan DIS15.

The Westin Cape Coral Resort at Marina Village
Located very near Southwest Florida International Airport in Fort Myers, Florida, the Westin Cape Coral is a large, modern family resort.  They offer 1, 2 and 3 bedroom suites, so there’s lots of room for the entire family.  There’s even a full kitchen, so you can save money and dine-in.  Amenities include a lagoon-style outdoor pool, full service marina with water sports, complimentary bike rentals, clay tennis courts, sightseeing cruises, fishing, a Westin Kids Club, as well as a complimentary water taxi directly to Fort Myers Beach.  The Free Night & Resort Credit package includes a fourth night free, a $100 food and beverage credit during your stay and a room upgrade based on availability.  October rates start at $100 per room, per night.

Tropical Dream Vacation Deals

Beaches Resorts
Guests looking to book a beach vacation this fall can save up to 65% and receive up to $355 in instant air credit. Beaches all-inclusive resorts in Jamaica and Turks and Caicos are a winner with families, including our editor, who enjoyed her recent family visit to Beaches Turks and Caicos. You will find an array of activities and fantastic childcare options included in the price, plus some exclusive fall activities such as Puppet Making and Sesame Street Artist Workshops.  For Beaches special deals, click here.

Elbow Beach Resort, Bermuda
If you’re looking for an elegant and exclusive beach destination, Bermuda is it.  The Elbow Beach Resort has a special Family Vacation Package.  The splurge-worthy price starts at $780 per room per night.  It includes luxurious accommodations, full breakfast for four each day, four aquarium day passes, a 50-minute massage, and three hours of babysitting. If you need a second room for the kids, its available at 50% off from Nov. 1-Dec.31.

Costa Rica
Los Suenos Marriott Ocean & Golf Resort is offering families affordable (and educational) escapes to Costa Rica starting at $189 nightly when booking the “Stay For Breakfast” package. Families booking the package will receive daily complimentary breakfast for two adults and two children before embarking on the resort’s myriad of learning opportunities. The oceanfront property offers up a variety of on-site learning experiences to the likes of complimentary Spanish lessons, introductory golf excursions located directly in the rainforest, and a “La Iguana Experience” hike where a resort guide leads families throughout the property for the chance to spot iguanas, toucans, scarlet macaws, monkeys and the occasional sloth. Stay For Breakfast rate is bookable at www.lossuenosmarriott.com or by calling 1-800-228-9290.

Try Your Luck

Embassy Suites All-Star Parents Facebook Contetst
Embassy Suites is a great hotel chain for family travelers.  They have over 200 properties located in cities around the U.S. The all-suite configuration gives the entire family plenty of space, the free breakfast is bountiful and the two-hour nightly complimentary drinks are served with substantial snacks.  This fall, rates at Embassy Suites start at $119 per night.  But why not try and win a free Embassy Suites getaway? To honor parents who devote precious time to their kid’s sports teams and sporting events, Embassy Suites is hosting an All-Star Parents Facebook Contest through Oct. 7. Visit the Embassy Suites Hotels Facebook page to nominate a deserving mom or dad. There will be four weekly winners who will also be eligible for the grand prize — a package that includes a VIP getaway for two at any Embassy Suites across the continental United States. As a bonus, the travel team they cheer for also gets a win, as the hotel chain will invite the team for a complimentary stay at an Embassy Suites for a future trip.

Cruise Vacation Deal

Disney Cruise Line
Book your Disney Cruise with The Magic for Less, one of only six cruise agencies to receive Disney’s Platinum Level, and you’ll save big time. November cruise dates start at $155 per person, per night.  The Magic for Less agencies offers special VIP services and a personal concierge who will guide you through the booking process for no service fee.  They also give you shipboard credit of up to 5% of your cruise price.  Your family will have an unforgettable vacation, read all about it the experience by clicking here.