There is a small Morristown airport, but it services private jets only.
Car is a good bet and generally the parking isn't especially miserable though on-street parking is often metered. Navigating the green can be a bit of a headache at times and depending on where you want to go, but it's nothing to lose sleep over. A range of exits off of highway 287 allow quick and easy access to different parts of the city.
The Morristown train station is generally well serviced by NJ Transit, where one can commute between New York City Penn Station in about an hour. http://www.njtransit.com/
Most places in the heart of the city (the green) are easily accessible by walking. If you arrive by train you'll probably have to call for a taxi for going anywhere beyond the immediate area. Walking will serve you well otherwise. You can call ahead for a taxi 973-647-0973 [], 973-539-2500 [], 973 998 8863 [] or for a car service 
If you do want to take transit, the #871, #872, #873, #874, & #875 run by NJ Transit offer some service to the surrounding areas, though it runs rather infrequently.
Parking can be tricky:
The Morristown Parking Authority manages more than 3,200 public parking spaces. For day rates and permit information call (973) 539-4810
The Headquarters Plaza Parking Lot has more than 2000 spaces available and can be accessible from the streets as indicated on the map. The lot is managed by Central Parking System.
The Epstein's Parking Lots are available for public parking. The three lots are accessible as indicated on the map. 
Acorn Hall: named for one of largest and oldest red oak trees in New Jersey, is located in historic Morristown. The gardens are designed to be typical of 19th century landscapes. The three-story clapboard house has 95% of the furnishings original to the two families who lived there.
Alstede's Farm: The Alstede family welcomes you. Stop in for fresh produce, visit the friendly farm animals or simply seek quiet solace and escape from the rat race by visiting the farm; they are dedicated to running a business that contributes to your quality of life
Catholic Church of the Assumption: was formed by Irish immigrants. For many years this church marked the heart of the "Little Dublin" neighborhood. This edifice is now the oldest church building in Morristown.
First Baptist Church: was the second church founded in Morristown in 1752 by a gathering of 17 people.
First Presbyterian Church: is one of Morristown's oldest establishments. George Washington reportedly worshiped and took communion here. During the American Revolution, the church became a hospital for soldiers. Technically, this is the fourth Methodist Church structure built in Morristown. The congregation outgrew the first two churches. The third church was dedicated in 1870. The building was destroyed in an enormous fire in 1972. This fourth Methodist church was reconstructed using stone from the tower and front wall of the third church.
Fosterfields Living Historical Farm. Explore a working farm and experience the chores of 19th century farm life by helping churn butter, crack corn and tend the garden.
Frelinghuysen Arboretum: The 127-acre grounds include a number of stunning theme gardens as well as specialized collections of shrubs and trees surrounding a magnificent Colonial Revival mansion!
Historic Speedwell (Speedwell Village), 333 Speedwell Avenue, . an area of restored buildings depicting life in the early 19th century including The Factory where Alfred Vail and Samuel Morse developed Morse Code and gave the first public demonstration of the telegraph.edit
Jockey Hollow Encampment Area: Home to 10,000 soldiers. Here you will see how simple huts housed as many as 12 men.
Macculloch Hall: boasts the oldest garden in Morris County. Incorporating original plants and landscape features, the garden displays includes 40 varieties of heirloom roses that have become a favorite of local artists. Lunch is served on the enclosed porch!
Morris Museum, 6 Normandy Heights Rd, 979 971-3700, . Tu-Sa 10AM-5PM (Th until 8PM), Su 1PM-5PM. Closed Mondays and holidays. Adults $8, children and seniors $6. Members free. Free admission on Thursdays from 5PM-8PM.
Schuyler-Hamilton House: Where Washington's aide, Colonel Alexander Hamilton, courted houseguest, Betsy Schuyler. The house-museum is now owned by the Daughters of the American Revolution.
Town Green: Used in the early 1700's as a pasture for animals and as a training ground for the local militia. Arnold's Tavern once stood on the west side and served as General Washington's headquarters during the winter encampment of 1777. A monument now stands at a corner of the Green entitled "Soldier at Rest" honors the men who lost their lives in the Civil War. Now shoppers enjoy downtown Morristown, as will you!
Wick House: Henry Wick and his family were prosperous and lived in a quite comfortable house whose style reflected their New England origins. In 17179-80 General Arthur St. Clair used the Wick House for his headquarters.
For two critical winters of the American Revolution, 1777 and 1779-80, General George Washington chose the Morristown, New Jersey area as the main Continental Army's winter encampment. Because of its strategic location, the area continually served as the military capital throughout the war. During the 1779-1780 Jockey Hollow encampment, over 10,000 soldiers endured the war's most severe winter.
Morristown National Historical Park was established in 1933 to preserve and commemorate the story of the Continental Army struggling to survive during the American Revolution. The park consists of four non-contiguous units including the Washington's Headquarters unit, Fort Nonsense, Jockey Hollow, and the New Jersey Brigade area. The park features two original structures, Washington's Headquarters at the Ford Mansion and the Wick House in Jockey Hollow.
Washington's Headquarters Museum, Morris Avenue (Rte 510). Closed for renovations as of 2007.
1772 Ford Mansion, Morris Avenue (Rte 510). This was Washington's actual headquarters. Tours limited to 12 people at 10AM,11AM,1PM,2PM,3PM,4PM. Adults $4, age 15 and under free.
Jockeystown Visitor Center, Tempe Wick Road, (973) 543-4030. Every day 9AM-5PM. Slightly outside the city, off of Route 202 you'll find the famous headquarters of George Washington: Jockey Hollow. One can go to see the camps and homes built hundreds of years ago, or just go for a nice relaxing getaway walk on one of the trails. There are 27 miles of horse or foot trails. The park also offers picnic areas and baseball fields. There is a two mile loop tour road. Be aware when driving in the park that the speed limits are aggressively enforced and that at times people will walk in the road and may not be visible over hills. Free.
Fort Nonsense 8AM-Sunset. Hilltop earthwork fortifications ordered by General Washington. Nice views of the New York City skyline on clear days.
The Green is the central hot shot of shopping in Morristown. Century 21, a store that features designer clothing at low prices, (Carrie was shopping at one of the NY locations in an episode of Sex and the City) is currently the most popular large shopping center. However, there are many kitschy stores in the area.
Morristown has an abundance of restaurants serving a variety of tempting cuisines. Morristown, like many other New Jersey cities, has its own diner operating 24 hours a day. The diner offers good food at a reasonable price.
George and Martha’s, 67 Morris street, 973-267-4700, . Jazz brunch every Sunday, 11am-4pm.
Copeland, 2 Whippany Road, (973) 451-2619, . New american cuisine & martini bar is located in the Westin Governer Morris Hotel. Open daily for breakfast, lunch, and dinner with an a la carte brunch served on Sunday.
Moghul, 35 Morris Street, 973-631-1100 (fax: (973)-631-9505),  closed Mondays; lunch: Tues-Fri (11-2:30pm) Sat and Sun (12pm-1pm), dinner: Tues-Fri (5:30pm-10:30pm) Sat and Sun (5pm-11pm). Very good Indian restaurant with delicious food, friendly attentive staff, and a pleasant atmosphere make this an enjoyable dining experience. (online menu available)
Rod's Steak & Seafood Grille, New Jersey's Legendary Steakhouse. One Convent Road (Madison Avenue) Morristown, NJ 07960 (973) 539.6666,(www.rodssteak.com)
Bonté Café and Wafflerie, a contemporary European restaurant with Belgian influence. Bonte Cafe is located at 78 South St, Morristown Tel. (973)267-5451. Bonte Cafe serves a classic European and Belgian menu, often using rare ingredients. One of the specialties is the delicious Belgian street-vendor style sugar waffles
Roots Steakhouse, 40 Park Place West, (973) 326-1800, (www.rootssteakhouse.com)
Best Western Morristown Inn, 270 South Street, Morristown, NJ 07960, ☎ 973-5401700 - firstname.lastname@example.org, . edit
Hamilton Park Hotel & Conference Center, 175 Park Avenue, Florham Park, Tel. (800) 321-6000, . A premiere New Jersey conference center well known as the ideal Morristown, NJ site for weddings, weekend getaways and conferences and meetings.
Headquarters Plaza Hotel, 3 Speedwell Avenue, Tel: (973) 898-9100 (Fax: (973) 898-0726), . Maybe the nicest and largest hotel in Morristown. Right off the square, it is essentially at the heart of Morristown and conveniently houses a nice 10 theatre movie theatre.