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Pebble Beach Vacation Packages

Pebble Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
YOTEL Boston

YOTEL Boston

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
The Boston Hotel

The Boston Hotel

2 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Fenway Park and Harvard Square are located nearby.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this eco-certified hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the restaurant and the bar in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Popular attractions Copley Square and Boston Common are located nearby.
The Dagny Boston

The Dagny Boston

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star historic hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
The Whitney Hotel

The Whitney Hotel

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Boston Common and TD Garden are located nearby.
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.
AC Hotel by Marriott Boston Downtown

AC Hotel by Marriott Boston Downtown

3.5 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Copley House

Copley House

3 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star guesthouse in Boston. Enjoy free WiFi, parking (surcharge), and a business center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour health club, and valet parking (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.

3-4 Night Vacations in Pebble Beach

Price found within the past 48 hours. Click for updated prices.
The Boston Hotel

The Boston Hotel

2 out of 5
Brighton
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Jun 21 - Jun 24
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Jul 4 - Jul 8
Roundtrip flight included
Chicago (ORD) to Boston (BOS)

Pebble Beach Last Minute Hotel Deals

The Cove at Rockport Hotel
The Cove at Rockport Hotel
2 out of 5
1 King St, Rockport, MA
Stay at this hotel in Rockport. Enjoy free WiFi, free parking, and bathrobes. Popular attractions Cape Ann and Good Harbor Beach are located nearby.
The Cove at Rockport Hotel
Rockport Inn And Suites
Rockport Inn And Suites
2.5 out of 5
183 Main Street, Rockport, MA
Stay at this B&B in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
Rockport Inn And Suites
Long Beach Suites
Long Beach Suites
2 out of 5
28 Rockport Rd, Gloucester, MA
Stay at this aparthotel in Gloucester. Enjoy free WiFi and free parking. Popular attractions Good Harbor Beach and Cape Ann are located nearby.
Long Beach Suites
Sally Webster Inn
Sally Webster Inn
2 out of 5
34 Mt Pleasant St, Rockport, MA
Stay at this B&B in Rockport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cape Ann and Good Harbor Beach are located nearby.
Sally Webster Inn
Addison Choate Inn
Addison Choate Inn
3.5 out of 5
49 Broadway, Rockport, MA
Stay at this 3.5-star B&B in Rockport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms in our reviews. ...
Addison Choate Inn
See all 458 properties in Pebble Beach
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.

Book the perfect getaway to Pebble Beach

With Hotwire, booking your next trip to Rockport is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Pebble Beach while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Pebble Beach flight and hotel package for as low as $390.

Living it up in Rockport means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Pebble Beach, Rockport vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Pebble Beach for some of the best accommodations and flight deals.

FAQs about cheap Pebble Beach packages:

How to get cheap vacation deals to Pebble Beach?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $154.

How much are Pebble Beach packages?

Vacation packages to Pebble Beach vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $390.

How to find cheap car rentals near Pebble Beach?

Hotwire partners with some of the most reliable car rental companies in Rockport to bring you the best car rental deals in Pebble Beach for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Pebble Beach now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Pebble Beach right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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