Deals on vacations and trips to Town of Pines

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Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

4 out of 5
O'Hare
Save 100% on your flight
Price was $740, price is now $494 per person
$494
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features 2 restaurants, a bar/lounge, and A 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. You'll appreciate the area shuttle, valet parking, and coffee shop/cafe.
The Wade

The Wade

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,601, price is now $954 per person
$954
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.
Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,435, price is now $918 per person
$918
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
A seasonal outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free. A business center, a picnic area, and luggage storage are also on offer.
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,295, price is now $847 per person
$847
per person
Jul 9 - Jul 13
found 1 hour ago
Roundtrip flight included
Boston (BOS) to Chicago (ORD)
This aparthotel features a 24-hour gym and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Enjoy the a rooftop terrace and perks like free WiFi.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $856, price is now $572 per person
$572
per person
Jun 13 - Jun 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.

Top Town of Pines hotels deals

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive Michigan City IN
Free Cancellation
Reserve now, pay when you stay
$116 nightly
The price is $130 total per night
$130 total
May 17 - May 18
Total with taxes and fees
This hotel features a casino, a full-service spa, and 3 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. There's a bar/lounge on site, and a coffee shop and wedding services are also provided.
Spa
Free WiFi
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
Free Cancellation
$109 nightly
The price is $115 total per night
$115 total
May 17 - May 18
Total with taxes and fees
A casino, 4 restaurants, and a 24-hour gym are all featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and free valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and an area shuttle.
Pool
Parking included
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

2.5 out of 5
18830 Laporte Rd New Buffalo MI
Free Cancellation
$81 nightly
The price is $86 total per night
$86 total
Jun 3 - Jun 4
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking. A business center, free WiFi in public areas, and a picnic area are also on offer.
Pool
Hot Tub
Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd Chesterton IN
Free Cancellation
Reserve now, pay when you stay
$123 nightly
The price is $138 total per night
$138 total
May 17 - May 18
Total with taxes and fees
This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the sauna and free perks like self-serve breakfast and free self parking.
Pool
Breakfast included
Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road Chesterton IN
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $105 total per night
$105 total
May 20 - May 21
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the sauna and perks like free self parking and free WiFi. A 24-hour business center, a lobby fireplace, and express check-out are also on offer.
Pool
Breakfast included
Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

2.5 out of 5
11500 Holiday Dr New Buffalo MI
Free Cancellation
$114 nightly
The price is $121 total per night
$121 total
May 20 - May 21
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. Free WiFi in public areas and a safe deposit box are also provided.
Pool
Hot Tub
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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

Lake View Beach

Lake View Beach

Why not spend a lazy afternoon at Lake View Beach during your trip to Beverly Shores? Wander the lakeside or discover the area's sunrises.

Lake View Beach
Washington Park Beach

Washington Park Beach

Why not spend a lazy afternoon at Washington Park Beach during your trip to Michigan City? Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.

Washington Park Beach
Lake Michigan

Beverly Shores Beach

Why not spend a lazy afternoon at Beverly Shores Beach during your trip to Beverly Shores? Wander the lakeside and beaches while you're in the area.

Beverly Shores Beach

Frequently asked questions

How much are vacation packages to Town of Pines?
With vacation packages on offer from as little as $494, you won't need to wipe out your bank balance to visit Town of Pines. Travelocity is here to help. Bundle hotels, flights and tours into a convenient package and receive some exciting discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Town of Pines?
Your dream vacation can be booked through Travelocity. With access to 400 airline partners and at least 1,000,000 hotels around the world, finding the best Town of Pines package deal couldn't be simpler.
Why should I purchase my Town of Pines vacation package via Travelocity?
Travel should be about making fantastic new memories and leaving all your stresses behind — which is why we have a friendly team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of package deals. So what are you waiting for? There's no time like the present to secure the vacation of a lifetime.
Can I save on my Town of Pines car rental if I book it with a hotel or flight?
With a Town of Pines vacation package, you can combine your flight, car and hotel bookings and save a tidy sum. If you're in the mood to see the best of this awesome area, why not start with Wrigley Field? This renowned attraction is 40 mi from Town of Pines. With your own wheels, you'll be there in a flash.
Which airport is best for Town of Pines?
For many wanderers, a trip to Town of Pines means coming in to land at O'Hare Intl. Airport (ORD). This popular airport sits 55 mi northwest of the city center. You could also choose to fly into Midway Intl. Airport (MDW) (40 mi away from central Town of Pines) or South Bend Intl. Airport (SBN) (35 mi away from central Town of Pines).
Where should I stay when visiting Town of Pines?
Many people choose to spend their nights at the Dunes Cottage at Town of Pines Lake Michigan near Indiana Dunes Parks! . It's sure to be a good base for your Town of Pines vacation.

Photos of local treasures

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