Exclusive Town Square Vacation Deals

Town Square vacation package deals

Price found within the past 48 hours. Click for updated prices.
Pestana Churchill Bay

Pestana Churchill Bay

4 out of 5
Price was $1,833, price is now $1,379 per person
$1,379
per person
Mar 7 - Mar 13
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 a rooftop terrace and perks like free WiFi. You'll appreciate the sauna, poolside bar, and laundry facilities.
Pestana Quinta Perestrello

Pestana Quinta Perestrello

4 out of 5
Price was $2,212, price is now $1,471 per person
$1,471
per person
Mar 7 - Mar 13
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.
Hotel Riu Madeira - All Inclusive

Hotel Riu Madeira - All Inclusive

4 out of 5
Save 100% on your flight
Price was $1,957, price is now $1,402 per person
$1,402
per person
Apr 7 - Apr 13
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
A full-service spa, 2 restaurants, and 2 outdoor pools are all featured at this all-inclusive hotel. Relax with a drink at one of the 4 bars/lounges and enjoy free perks like buffet breakfast and an area shuttle. There's an indoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pestana Casino Park Ocean and SPA Hotel

Pestana Casino Park Ocean and SPA Hotel

5 out of 5
Price was $1,973, price is now $1,421 per person
$1,421
per person
Mar 7 - Mar 13
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.
TURIM Santa Maria Hotel

TURIM Santa Maria Hotel

4 out of 5
Price was $1,844, price is now $1,380 per person
$1,380
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
The hotel's seasonal outdoor pool, a rooftop terrace, and 2 bars/lounges are among the featured amenities. Enjoy a meal from the restaurant and perks like free buffet breakfast and free WiFi. A snack bar/deli, a communal living room, and a computer station are also on offer.
Pestana Miramar Garden & Ocean Resort

Pestana Miramar Garden & Ocean Resort

4 out of 5
Price was $1,945, price is now $1,493 per person
$1,493
per person
Mar 7 - Mar 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Funchal (FNC)
A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Enjoy the indoor pool and perks like free WiFi. You'll appreciate the gym, bar/lounge, and laundry facilities.

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 $1,379 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

Savoy Palace - The Leading Hotels of the World - Savoy Signature

Savoy Palace - The Leading Hotels of the World - Savoy Signature

5 out of 5
Avenida do Infante, 25 Funchal
Free Cancellation
Reserve now, pay when you stay
$364 nightly
The price is $383 total per night
$383 total
Jan 31 - Feb 1
Total with taxes and fees
A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy the 2 indoor pools and gym.
Pool
Spa
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
Reid's Palace, A Belmond Hotel, Madeira

Reid's Palace, A Belmond Hotel, Madeira

5 out of 5
Estrada Monumental 139 Funchal
Free Cancellation
Reserve now, pay when you stay
$637 nightly
The price is $667 total per night
$667 total
Feb 16 - Feb 17
Total with taxes and fees
A full-service spa, 4 restaurants, and 2 outdoor pools are all featured at this luxury hotel. Enjoy the gym and free perks like full breakfast and valet parking. Enjoy the sauna and unwind at the bar/lounge and poolside bar.
Pool
Breakfast included
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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.