FORM 4
[ ] Check this box if no longer subject to Section 16. Form 4 or Form 5 obligations may continue. See Instruction 1(b).         
UNITED STATES SECURITIES AND EXCHANGE COMMISSION
Washington, D.C. 20549

STATEMENT OF CHANGES IN BENEFICIAL OWNERSHIP OF SECURITIES
                                                                                  
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Filed pursuant to Section 16(a) of the Securities Exchange Act of 1934, Section 17(a) of the Public
Utility Holding Company Act of 1935 or Section 30(f) of the Investment Company Act of 1940
                      

1. Name and Address of Reporting Person *

DIERY IAN W 		2. Issuer Name and Ticker or Trading Symbol

TIMBERLAND CO [ TBL ] 		5. Relationship of Reporting Person(s) to Issuer (Check all applicable)

__ X __ Director                      _____ 10% Owner
_____ Officer (give title below)      _____ Other (specify below)
(Last)          (First)          (Middle)

200 DOMAIN DRIVE 		3. Date of Earliest Transaction (MM/DD/YYYY)

5/14/2009
(Street)

STRATHAM, NH 03885
(City)        (State)        (Zip)
4. If Amendment, Date Original Filed (MM/DD/YYYY)

 
6. Individual or Joint/Group Filing (Check Applicable Line)

_ X _ Form filed by One Reporting Person
___ Form filed by More than One Reporting Person

Table I - Non-Derivative Securities Acquired, Disposed of, or Beneficially Owned
1.Title of Security
(Instr. 3) 		2. Trans. Date 2A. Deemed Execution Date, if any 3. Trans. Code
(Instr. 8) 		4. Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4 and 5) 		5. Amount of Securities Beneficially Owned Following Reported Transaction(s)
(Instr. 3 and 4) 		6. Ownership Form: Direct (D) or Indirect (I) (Instr. 4) 7. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V Amount (A) or (D) Price
Class A Common Stock   5/14/2009     M    10000   A $9.1725   10000   D    
Class A Common Stock   (1) 5/14/2009     S    10000   D $12.802   (2) 0   D    

Table II - Derivative Securities Beneficially Owned ( e.g. , puts, calls, warrants, options, convertible securities)
1. Title of Derivate Security
(Instr. 3) 		2. Conversion or Exercise Price of Derivative Security 3. Trans. Date 3A. Deemed Execution Date, if any 4. Trans. Code
(Instr. 8) 		5. Number of Derivative Securities Acquired (A) or Disposed of (D)
(Instr. 3, 4 and 5) 		6. Date Exercisable and Expiration Date 7. Title and Amount of Securities Underlying Derivative Security
(Instr. 3 and 4) 		8. Price of Derivative Security
(Instr. 5) 		9. Number of derivative Securities Beneficially Owned Following Reported Transaction(s) (Instr. 4) 10. Ownership Form of Derivative Security: Direct (D) or Indirect (I) (Instr. 4) 11. Nature of Indirect Beneficial Ownership (Instr. 4)
Code V (A) (D) Date Exercisable Expiration Date Title Amount or Number of Shares
Non-Qualified Stock Option (right to buy)   $9.1725   5/14/2009     M        10000    5/17/2000   5/17/2009   Class A Common Stock   10000   $0   0   D    
Non-Qualified Stock Option (right to buy)   $17.83                   5/16/2009   (3) 5/16/2018   Class A Common Stock   16876     16876   D    
Non-Qualified Stock Option (right to buy)   $17.9063                   5/16/2001   (4) 5/16/2010   Class A Common Stock   10000     10000   D    
Non-Qualified Stock Option (right to buy)   (5) $21.055                   5/16/2003   5/16/2012   Class A Common Stock   5000     5000   D    
Non-Qualified Stock Option (right to buy)   $24.38                   5/16/2001   (6) 5/16/2011   Class A Common Stock   5000     5000   D    
Non-Qualified Stock Option (right to buy)   $25.305                   5/16/2004   (6) 5/16/2013   Class A Common Stock   5000     5000   D    
Non-Qualified Stock Option (right to buy)   $26.36                   5/16/2008   (7) 5/16/2017   Class A Common Stock   10849     10849   D    
Non-Qualified Stock Option (right to buy)   $27.96                   5/16/2007   (7) 5/16/2016   Class A Common Stock   10512     10512   D    
Non-Qualified Stock Option (right to buy)   $29.32                   4/17/2005   (4) 4/17/2014   Class A Common Stock   5000     5000   D    
Non-Qualified Stock Option (right to buy)   $35.82                   5/16/2006   (7) 5/16/2015   Class A Common Stock   8996     8996   D    

Explanation of Responses:
( 1)  Details of these stock options have been previously reported.
( 2)  The execution price is an average price of all the executions for this transaction.
( 3)  These stock options become exercisable one (1) year after the date of grant. These options were granted pursuant to the Company's 2007 Stock Option Plan.
( 4)  These stock options become exercisable in four (4) equal installments, commencing one (1) year after the date of grant. These stock options were granted pursuant to the Company's 1991 Stock Option Plan for Non-Employee Directors.
( 5)  Grant to reporting person of a stock option pursuant to a plan which satisfies the requirements of old Rule 16b-3.
( 6)  These stock options become exercisable in four (4) equal installments, commencing one (1) year after the date of grant.
( 7)  These options become exercisable one (1) year after the date of grant. These stock options were granted pursuant to the Company's 2001 Stock Option Plan for Non-Employee Directors.

Reporting Owners
Reporting Owner Name / Address
Relationships
Director 10% Owner Officer Other
DIERY IAN W
200 DOMAIN DRIVE
STRATHAM, NH 03885 		X



Signatures
By: Danette Wineberg, Attorney-in-Fact For: Ian W. Diery 5/15/2009
** Signature of Reporting Person Date


Reminder: Report on a separate line for each class of securities beneficially owned directly or indirectly.
* If the form is filed by more than one reporting person, see Instruction 4(b)(v).
** Intentional misstatements or omissions of facts constitute Federal Criminal Violations. See 18 U.S.C. 1001 and 15 U.S.C. 78ff(a).
Note: File three copies of this Form, one of which must be manually signed. If space is insufficient, see Instruction 6 for procedure.
Persons who respond to the collection of information contained in this form are not required to respond unless the form displays a currently valid OMB control number.
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