Exclusive Town Square Vacation Deals

Town Square vacation package deals

Price found within the past 48 hours. Click for updated prices.
Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

5 out of 5
Price was $1,468, price is now $1,081 per person
$1,081
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
This smoke-free hotel features a casino, a full-service spa, and a nightclub. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy a meal in one of the 3 restaurants and perks like free WiFi.
Pestana Royal All Inclusive Ocean & Spa Resort

Pestana Royal All Inclusive Ocean & Spa Resort

5 out of 5
Price was $1,719, price is now $1,195 per person
$1,195
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
This all-inclusive hotel features 2 outdoor pools and 2 bars/lounges. 4 restaurants and a poolside bar offer options for onsite dining and unwinding.
The Views Oasis - Family Friendly

The Views Oasis - Family Friendly

4 out of 5
Price was $1,563, price is now $1,156 per person
$1,156
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this hotel. Bring the family and enjoy the mini golf, children's pool, and kid-friendly dining. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and free self parking.
The Views Baia - Adults Only

The Views Baia - Adults Only

4 out of 5
Sao Pedro
Price was $1,497, price is now $1,122 per person
$1,122
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
Pestana Quinta Perestrello

Pestana Quinta Perestrello

4 out of 5
Price was $5,273, price is now $3,968 per person
$3,968
per person
Dec 28 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the indoor pool and free perks like buffet breakfast and WiFi in public areas. Self parking and a garden are also offered on site.
Dreams Madeira Resort Spa & Marina - All Inclusive

Dreams Madeira Resort Spa & Marina - All Inclusive

5 out of 5
Price was $1,804, price is now $1,366 per person
$1,366
per person
Feb 4 - Feb 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
This all-inclusive hotel features free water park access, a full-service spa, and 8 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Relax with a drink at one of the 2 poolside bars and enjoy the 3 outdoor pools and gym.

Frequently asked questions

How much are vacation packages to Town Square?
Save a bundle on your Town Square adventure by combining your hotel and flights into a $1,081 package. With all that extra money in your pocket, why not stay for a while longer and explore even more?
Where can I get the best vacation package deals for Town Square?
Travelocity has everything you need to score a great Town Square package deal. Take your pick of 400 air carriers and 1,000,000 properties worldwide and craft a travel itinerary that's right for you. With so much choice, it's time to start planning your next great adventure.
Why should I purchase my Town Square vacation bundle with Travelocity?
Because we believe in crafting unforgettable travel experiences. From hotels and flights to car rentals and activities, we put everything at your fingertips. Our customer support team is on hand 24/7 to make sure you're never alone. We also have a Price Match Guarantee, so you can secure your trip knowing you've scored the best deal around.

Top Town Square hotel deals

The Vine

The Vine

5 out of 5
Rua Dos Aranhas Funchal
Free Cancellation
Reserve now, pay when you stay
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Enjoy the gym and perks like free valet parking and free WiFi.
Pool
Hot Tub
Barcelo Funchal Oldtown

Barcelo Funchal Oldtown

5 out of 5
Rua Da Alfandega 9 Funchal Maadeira
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $217 total per night
$217 total
Dec 12 - Dec 13
Total with taxes and fees
This hotel features 2 bars/lounges, a swim-up bar, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a rooftop terrace on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Free WiFi
Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

5 out of 5
Rua Imperatriz D. Amélia Funchal
Free Cancellation
Reserve now, pay when you stay
$142 nightly
The price is $152 total per night
$152 total
Nov 23 - Nov 24
Total with taxes and fees
This smoke-free hotel features a casino, a full-service spa, and a nightclub. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy a meal in one of the 3 restaurants and perks like free WiFi.
Pool
Spa
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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.