Deals on vacations and trips to Tarrytown

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Tarrytown flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $663, price is now $348 per person
$348
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

3.5 out of 5
Vilano Beach
Price was $1,084, price is now $496 per person
$496
per person
Dec 31 - Jan 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
The private beach and full-service spa are among the highlights at this hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. Enjoy the outdoor pool and free perks like buffet breakfast and WiFi in public areas.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $3,157, price is now $1,570 per person
$1,570
per person
Dec 25 - Jan 1
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free condo resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $889, price is now $452 per person
$452
per person
Dec 3 - Dec 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was $1,930, price is now $1,033 per person
$1,033
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Top Tarrytown hotels deals

Days Inn by Wyndham Brooksville/Dade City

Days Inn by Wyndham Brooksville/Dade City

2 out of 5
6320 Windmere Rd, Brooksville, FL
Free Cancellation
Reserve now, pay when you stay
$78 nightly
The price is $87 total per night
$87 total
Oct 16 - Oct 17
Total with taxes and fees
This motel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.
Pool
Breakfast included
Microtel Inn & Suites by Wyndham Brooksville

Microtel Inn & Suites by Wyndham Brooksville

2 out of 5
6298 Nature Coast Blvd, Brooksville, FL
Free Cancellation
Reserve now, pay when you stay
$84 nightly
The price is $94 total per night
$94 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Brooksville by IHG

Holiday Inn Express Hotel & Suites Brooksville by IHG

2.5 out of 5
30455 Cortez Blvd, Brooksville, FL
Free Cancellation
$95 nightly
The price is $106 total per night
$106 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features an outdoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A business center, a terrace, and a snack bar/deli are also on offer.
Pool
Breakfast included
Hampton Inn Dade City - Zephyrhills

Hampton Inn Dade City - Zephyrhills

2.5 out of 5
13215 Us Highway 301, Dade City, FL
$107 nightly
The price is $120 total per night
$120 total
Nov 10 - Nov 11
Total with taxes and fees
This hotel features an outdoor pool and a gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A business center, a snack bar/deli, and express check-out are also on offer.
Pool
Breakfast included
Microtel Inn & Suites by Wyndham Bushnell

Microtel Inn & Suites by Wyndham Bushnell

2 out of 5
2612 West County Road 48, Bushnell, FL
Free Cancellation
Reserve now, pay when you stay
$80 nightly
The price is $85 total per night
$85 total
Oct 16 - Oct 17
Total with taxes and fees
This hotel features an outdoor pool and a rooftop terrace. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Hampton Inn Brooksville Dade

Hampton Inn Brooksville Dade

2.5 out of 5
30301 Cortez Blvd, Brooksville, FL
Free Cancellation
Reserve now, pay when you stay
$121 nightly
The price is $135 total per night
$135 total
Oct 22 - Oct 23
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. A gym and luggage storage are also provided.
Breakfast included
Pet friendly
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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.

Popular places to visit

Webster Westside Flea Market

You can do some window-shopping at Webster Westside Flea Market during your trip to Webster. You can enjoy the coffeehouses while in the area.

Webster Westside Flea Market

Frequently asked questions

How much are vacation packages to Tarrytown?
$348 is all you'll need for an amazing vacation in Tarrytown. Bundle your hotel and flights into a Travelocity vacation package and see the savings start to grow. With prices as good as these, it's never been easier to travel!
Where can I get the best vacation package deals for Tarrytown?
You can grab sensational Tarrytown package deals with Travelocity. Choose from as many as 400 partner airlines and 1,000,000 properties worldwide and turn those vacation dreams into a reality.
Why should I purchase my Tarrytown vacation package with Travelocity?
We offer round-the-clock support, exceptional service and a Price Match Guarantee. Life's a great big journey — and we have amazing destinations for you to journey to all across the world. Wander with us and your wallet will thank you for it.
Can I save on my Tarrytown car rental if I book it with my hotel or flight?
Definitely — and if you also add an activity or experience to your Tarrytown vacation package, you'll pick up even greater savings. With one of our affordable packages, you can find things to do around the region that are just right for you. Then, hop in your rental car and work your way through the list. Universal Studios Florida is one renowned attraction to check out. It's located 35 mi from Tarrytown.

Photos of local treasures

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