Destination guide

Why people love visiting friendly Old Town

Enjoy the museums and other features of Old Town. This welcoming and walkable city is well known for its bars, zoo and restaurants. John Hancock Center and Millennium Park are just a couple of the must-see attractions in the area. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities

Sightseeing in and around Old Town

Are you hoping to find attractions to see while you're in town? Venture out of your holiday home and experience everything that makes Old Town a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Skydeck Ledge (2.3 mi / 3.7 km)
  • Lincoln Park Zoo (0.8 mi / 1.2 km)
  • Navy Pier (2.1 mi / 3.4 km)
  • John G. Shedd Aquarium (3.4 mi / 5.5 km)
  • Adler Planetarium and Astronomy Museum (3.6 mi / 5.7 km)
  • Brookfield Zoo (11.3 mi / 18.1 km)
Natural highlights

Exploring the natural landscape of Old Town

Whether you're an adventurous traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Old Town. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Millennium Park (2.2 mi / 3.5 km)
  • Lincoln Park (2.7 mi / 4.3 km)
  • Grant Park (2.8 mi / 4.6 km)
  • North Avenue Beach (0.8 mi / 1.3 km)
  • Oak Street Beach (1.1 mi / 1.8 km)
  • Chicago Riverwalk (1.8 mi / 2.9 km)
How to get there

Travelling to and around Old Town

The nearest airport is in Chicago, IL (MDW-Midway Intl.), located 10 mi (16 km) from the city centre. If you can't find a flight that works for your travel itinerary, you can also fly into Chicago, IL (ORD-O'Hare Intl.), which is 14.3 mi (23.1 km) away.

Catch a ride on the metro at Sedgwick Station to easily navigate the city.

Where to stay near Old Town?

Our 2019 accommodation listings offer a large selection of 201 holiday rentals near Old Town. From 165 Condos/Apartments to 26 Houses, find unique holiday homes for you to enjoy a memorable stay with your family and friends. The best place to stay near Old Town for a long holiday or a weekend break is on HomeAway.

What is the best area to stay when travelling to Old Town?

Whether you are travelling solo or with family and friends, here are the areas with the largest selection of holiday rentals for a long holiday or just a weekend break in Old Town:

  • Chicago Loop: 580 holiday homes
  • Lakeshore East: 100 holiday homes
  • Gold Coast: 186 holiday homes
  • Lakeview: 309 holiday homes
  • Wrigleyville: 342 holiday homes

For other neighbourhoods, please use our search bar to access the selection of holiday homes available.

What are the most popular points of interest and landmarks to stay near when travelling to Old Town?

HomeAway offers a large selection of holiday homes near great places in Old Town. From HomeAway travellers, the most popular points of interest to stay near are:

  • Steppenwolf Theatre: 1,335 holiday rentals
  • Second City: 1,302 holiday rentals
  • Royal George Theater: 1,326 holiday rentals
  • Chicago History Museum: 1,331 holiday rentals
  • Blue Island 123rd Street Station: 1,096 holiday rentals

But there are many other points of interest around Old Town listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of holiday rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Old Town?

Yes, of course. HomeAway offers 165 Condos/Apartments in Old Town. Our other popular types of Old Town holiday rentals include:

  • Houses: 26 holiday houses
  • Studios: 101 holiday houses
  • Townhouses: 3 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Hotels and more.

Can I find a holiday accommodation with pool in Old Town?

Yes, you can select your preferred holiday accommodation with pool among our 47 holiday homes with pool available in Old Town. Please use our search bar to access the selection of holiday rentals available.

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